Three Hundred

Three Hundred

Sleeps 17 - 5 Bedrooms - 6 Baths

300 E Shipwreck Rd, Santa Rosa Beach, FL 32459
📍
Near Miramar Beach on the Choctawhatchee Bay
🚤
Waterfront, with private dock
🛏️
5 Bedrooms, 5 Full Baths, 2 Half Baths
🪞
Stunning interiors, a coastal masterpiece
👙
Grand entertainment space: private saltwater pool, spillover spa, firepit, gas grill
🚘
Ample parking

Three Hundred by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024

Waterfront, and on the edge of a beautiful bay, welcome to Three Hundred, an exceptional home featuring 5 bedrooms, 5 full baths, 2 half baths, and a large, gorgeous private pool and dock.

A true masterpiece of coastal living, this home is crafted with impeccable attention to detail, with a wealth of features that truly set it apart.

Planning a special event? The driveway offers parking for 10+ cars, so there's plenty of space for guests and family!

Inside, you’ll be awed by the warmth and sophistication of locally sourced pecky wood cypress beams in the kitchen and living areas, and oversized steel windows that flood the home with natural light. French Oak wood floors flow seamlessly throughout, enhancing the timeless appeal of this exquisite home. Gather around the gas fireplace to unwind and create lasting memories with loved ones.

The 20ft accordion doors in the living room effortlessly open to blend indoor and outdoor spaces, allowing you to savor the coastal breeze.

Two primary bedrooms on the first floor offer serene water views, while the guest room features private access to the courtyard and driveway.
Two laundry spaces and a home office, with a separate entry, provide ultimate convenience.

For entertainment, a cinema room awaits your movie nights, and a library passageway upstairs offers quiet escapes. The massive kids' playroom is a versatile space for fun and creativity.

The 1,100-square-foot garage boasts three oversized 10x10 garage doors, a new epoxy floor, and will soon feature a pool table and ping-pong table. Luxury abounds in the primary bath, with deco sliding doors, adding elegance to both the primary closet and bath.

The gourmet kitchen is a culinary dream, complete with two dishwashers and a layout that beckons both seasoned chefs and enthusiastic home cooks alike.

The outdoor space is a true sanctuary, featuring a 20x40 heated saltwater pool and a relaxing spillover spa. Entertain with ease at the outdoor kitchen and gather around the fire pit for cozy evenings under the stars. The expansive backyard offers endless possibilities for outdoor activities and events. Water enthusiasts will appreciate this expansive estate with a deep-water dock capable of accommodating a 35-foot boat

Don't miss the opportunity to enjoy this extraordinary waterfront estate. Embrace the 30A dream in this one-of-a-kind home that seamlessly blends luxury, comfort, and coastal charm. Book your stay today and experience the ultimate in waterfront living!

At Three Hundred, the warmth of hospitality awaits. Our dedicated team at Oversee, a local company, is committed to ensuring your stay is nothing short of exceptional. We strive for perfection and are just a stone's throw away should you require any assistance. Reach out to us anytime, seven days a week, with the added peace of a 24/7 emergency line.

Overview:
- 5 Bedrooms, 5 Full Baths, 2 Half Baths
- 6240 Sq Ft
- Ample Parking
- Garage has a sitting area, pool table, ping pong table, fridge, microwave, etc.
- Two washers and dryers
- Gas Grill
- Wine cooler
- Fire Pit
- Waterfront
- Private Saltwater Pool (can be heated seasonally for an additional $55.00 per day, contact Oversee for details)
- Spillover Spa

Overnight:
- King in 1st floor primary bedroom; private bath; walk in closet;TV
- King in 1st floor primary bedroom; private bath; TV
- Queen in 1st floor guest room; private bath; Washer/Dryer; TV
- Queen in 1st floor guest room; shared hall bath; TV
- 2 twin over full bunk beds in 1st floor guest room; shared hall bath; TV
- Full daybed with a twin trundle; half bath; TV

Check-in is 4:00 PM CST. Check-out is at 10:00 AM CST.

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  • Hassle-free check-in.
  • Add your trip dates to get the cancellation details for this stay.

House Rules

Who can stay.

  • Guests Maximum17 guests maximum
  • No petsNo pets

What's allowed.

  • Check-inCheck-in after 4:00 PM
  • Check-outCheck-out before 10:00 AM
  • No smokingNo smoking
  • No parties or eventsNo parties or events

Amenities

Indoor

  • Wireless internetWireless internet
  • FireplaceFireplace

Safety Features

  • Carbon monoxide detectorCarbon monoxide detector
  • Fire extinguisherFire extinguisher

Kitchen

  • Standard coffee makerStandard coffee maker
  • MicrowaveMicrowave
  • RefrigeratorRefrigerator
  • ToasterToaster
  • DishwasherDishwasher
  • StoveStove

Bed And Bathroom

  • Hair dryerHair dryer
  • Iron & boardIron & board
  • BathtubBathtub

Entertainment

  • Smart TVSmart TV

Outdoor

  • GarageGarage
  • Hot tub Hot tub
  • Lake or bay frontLake or bay front
  • Private poolPrivate pool
  • Private heated poolPrivate heated pool
  • Private firepitPrivate firepit
Show more

Bed and Baths

1st Floor

Primary Bed Bedroom

1 King bed

full bathroom

 

bedroom

1 Queen bed

full bathroom

 

bedroom

1 Queen bed

full bathroom

 

bedroom

1 Queen bed

full bathroom

 

half bathroom

 

2nd Floor

bedroom

2 Bunk beds

common

1 Full bed 1 Single bed

full bathroom

 

half bathroom

 

Location

Upcoming Events

Mon, April 13

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting its current member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit. This exhibit will be held at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. This special themed exhibition is scheduled to be on view in the ECTC lobby from February 3 through June 5, 2026. The exhibition is designed to complement ECTC’s Season 13 productions, *Forever Plaid* and *Mystic Pizza*, aiming to create an immersive cultural experience that celebrates nostalgia, music, and Americana storytelling. The theme of the exhibition is “Retro Americana,” a visual celebration of classic American culture. Artists are encouraged to submit original works inspired by this theme, exploring subjects such as diners, jukeboxes, classic cars, small-town life, vintage fashion, pop culture icons, and the atmosphere of the “good old days.” Submissions may also reflect on themes like memory, nostalgia versus reality, and reinterpretations of old photographs. Established by the CAA in 2016, The Foster Gallery honors its founder, artist, and educator Susan Foster, and has historically served as a platform for local and regional artists. As the program expanded, the CAA transformed The Foster Gallery into a Visual Arts Outreach Program, dedicated to bringing art into public and community-centered spaces throughout Walton County. This outreach model offers artists greater visibility and opportunities to exhibit and sell their work while engaging with broader and more diverse audiences beyond a single gallery location. This specific exhibit at ECTC continues that mission by pairing visual art with live performance, inviting artists to engage in a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location, but they must be current members of the CAA (membership is not restricted to local artists). Information on how to join is available. The timeline for the exhibition is as follows: The call to artists runs from December 5, 2025, to January 20, 2026. Artists will be notified on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026. An artist reception will be held on February 12, 2026, from 5:45 to 6:45 p.m. The exhibit ends on June 5, 2026. Mandatory art pick-up dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. The CAA looks forward to seeing the unique creations and celebrating the diverse talents of the creative community, noting this as an opportunity for artists to showcase their work and connect with fellow artists and art enthusiasts. To apply, artists must study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

Learn More
Mon, April 13

Spring Break Programming

Miramar Beach
Family Fun Family Fun

The Village of Baytowne Wharf offers a variety of seasonal activities throughout the spring break period. Guests can enjoy live music, children's activities, and family-oriented entertainment. The village provides a festive atmosphere with continuous excitement and springtime celebrations for all visitors.

Learn More
Mon, April 13

Movie Mondays

Miramar Beach
Outdoor Activities Outdoor Activities

Guests are invited to bring a lawn chair or blanket to the Events Plaza Lawn to enjoy a featured film on the new large screen.

Learn More
Tue, April 14

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting its current member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. This special themed exhibition will be displayed in the ECTC lobby from February 3 through June 5, 2026, and is intended to complement ECTC’s Season 13 productions, Forever Plaid and Mystic Pizza. The exhibit and performances together will create an immersive cultural experience celebrating nostalgia, music, and Americana storytelling. The theme is "Retro Americana." Artists are encouraged to submit original works inspired by classic American culture. Submissions may explore subjects like diners, jukeboxes, classic cars, small-town life, vintage fashion, pop culture icons, and the feeling of the “good old days.” The works should also reflect on themes such as memory, nostalgia versus reality, and reinterpretations of old photographs. Established by the CAA in 2016, The Foster Gallery honors founder, artist, and educator Susan Foster and has long served as a platform for showcasing local and regional artists. As the program has grown, the CAA has developed The Foster Gallery into a Visual Arts Outreach Program, which brings art into public and community-centered spaces throughout Walton County. Through this outreach model, artists gain increased visibility and opportunities to exhibit and sell their work while connecting with broader and more diverse audiences beyond a single gallery location. This special exhibit at ECTC continues that mission by pairing visual art with live performance and inviting artists to participate in a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location but must be current members of the CAA (members do not have to be local). Information on joining the CAA is available. The timeline for the event is as follows: The call to artists is from December 5, 2025, to January 20, 2026. Artists will be notified on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026. An Artist Reception is scheduled for February 12, 2026, from 5:45 to 6:45 p.m. The exhibit ends on June 5, 2026. Mandatory Art Pick up dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. The CAA looks forward to seeing unique creations and celebrating the diverse talents of the creative community. Artists are encouraged to take advantage of this opportunity to showcase their work and connect with fellow artists and art enthusiasts. To apply, artists must study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

Learn More
Tue, April 14

Spring Break Programming

Miramar Beach
Family Fun Family Fun

The Village of Baytowne Wharf offers a variety of seasonal activities throughout the spring break period. Guests can enjoy live music, children's activities, and family-oriented entertainment. The village provides a festive atmosphere with continuous excitement and springtime celebrations for all visitors.

Learn More
Tue, April 14

Boomin’ Tuesday

Miramar Beach
Family Fun Family Fun

BOOMIN’ Tuesdays at Baytowne Wharf is a Spring Break tradition featuring music by DJ Mike Whitty from 6:30 PM to 8:30 PM. The event concludes with a fireworks display at 8:30 PM, providing a night of free entertainment for all attendees.

Learn More
Wed, April 15

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting its current member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit. This special themed exhibition will be displayed in the Emerald Coast Theatre Company (ECTC) lobby in Grand Boulevard Town Center from February 3 through June 5, 2026. The exhibit is designed to complement ECTC’s Season 13 productions, "Forever Plaid" and "Mystic Pizza," creating an immersive cultural experience that celebrates nostalgia, music, and Americana storytelling. The theme is "Retro Americana," which is a visual celebration of classic American culture. Artists are encouraged to submit original works inspired by this theme, which may include diners and jukeboxes, classic cars, small-town life, vintage fashion, pop culture icons, and the feeling of the "good old days." Submissions may also reflect on themes such as memory, nostalgia versus reality, and reinterpretations of old photographs. Established by the CAA in 2016, The Foster Gallery honors founder, artist, and educator Susan Foster and has been a platform for local and regional artists. As the program grew, the CAA transformed The Foster Gallery into a Visual Arts Outreach Program, aiming to bring art into public and community-centered spaces throughout Walton County. This outreach model offers artists increased visibility and opportunities to exhibit and sell their work to broader and more diverse audiences. This special exhibit at ECTC continues this mission by pairing visual art with live performance in a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location but must be current members of the CAA, though they do not have to be local. Information on joining the CAA is available online. The timeline for the exhibit is as follows: The call to artists is from December 5, 2025, to January 20, 2026. Artists will be notified on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026, and an Artist Reception is planned for February 12, 2026, from 5:45 to 6:45 p.m. The exhibit ends on June 5, 2026, and mandatory art pickup dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. The CAA encourages artists to showcase their work and connect with fellow artists and art enthusiasts. To apply, artists should study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

Learn More
Wed, April 15

Spring Break Programming

Miramar Beach
Family Fun Family Fun

Visitors can enjoy a variety of activities throughout the season at The Village of Baytowne Wharf. The venue offers continuous excitement during the break, including live music, children's activities, family entertainment, and festive celebrations.

Learn More
Wed, April 15

Wine Down Wednesdays

Miramar Beach
Food & Drink Food & Drink

Ovide hosts Wine Down Wednesdays every week from 5:00 PM to 7:00 PM, offering guests an elevated wine experience. Attendees can enjoy a 50% discount on any bottle of wine priced up to $80, choosing from a curated selection of premium varietals and sommelier-selected favorites. This event is designed to transform a standard midweek evening into a sophisticated occasion for wine enthusiasts to share exceptional vintages. Reservations are recommended and can be secured through OpenTable.

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Wed, April 15

Wednesday Night Concert Series

Miramar Beach
Live Music Live Music

Guests are invited to bring their lawn chairs and blankets for an evening of free live music under the stars. A different local or regional band performs on the Baytowne stage each week, making Wednesday nights an ideal midweek escape for enjoying time with family, friends, and great tunes.

Learn More
Thu, April 16

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting its current member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit. This exhibit will be held at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. This special themed exhibition is scheduled to be on view in the ECTC lobby from February 3 through June 5, 2026. The exhibit is designed to complement ECTC’s Season 13 productions, "Forever Plaid" and "Mystic Pizza," aiming to create an immersive cultural experience that celebrates nostalgia, music, and Americana storytelling. The theme for submissions is "Retro Americana," which is described as a visual celebration of classic American culture. Artists are encouraged to submit original works inspired by elements like diners, jukeboxes, classic cars, small-town life, vintage fashion, and pop culture icons, capturing the feeling of the “good old days.” Submissions may also explore deeper themes such as memory, nostalgia versus reality, and reinterpretations of old photographs. The Foster Gallery was established by the CAA in 2016 to honor founder, artist, and educator Susan Foster. It has historically been a platform for local and regional artists. As the program has grown, the CAA has developed The Foster Gallery into a Visual Arts Outreach Program, aiming to bring art into public and community-centered spaces throughout Walton County. This outreach model helps artists gain increased visibility and opportunities to exhibit and sell their work by connecting with broader and more diverse audiences beyond a single gallery location. The special exhibit at ECTC continues this mission by pairing visual art with live performance, inviting artists to be part of a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location, but they must be current members of the CAA (membership is not limited to local artists). The timeline for the exhibit is as follows: The call to artists runs from December 5, 2025, to January 20, 2026. Artists will be notified on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026, and an Artist Reception will be held on February 12, 2026, from 5:45 p.m. to 6:45 p.m. The exhibit closes on June 5, 2026. Mandatory art pick-up dates are June 5 or June 9, 2026, from 10:30 a.m. to 5 p.m. The CAA looks forward to seeing the unique creations and celebrating the diverse talents of the creative community, noting this as an opportunity for artists to showcase their work and connect with fellow artists and art enthusiasts. To apply, artists must study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

Learn More
Thu, April 16

Spring Break Programming

Miramar Beach
Family Fun Family Fun

The Village of Baytowne Wharf offers a variety of seasonal activities for all ages. Visitors can enjoy live music, children's activities, family entertainment, and festive celebrations throughout the spring break period.

Learn More
Thu, April 16

39th Annual Sandestin Wine Festival

Miramar Beach
Food & Drink Food & Drink

The 39th Annual Sandestin Wine Festival is a four-day event celebrating wine and Gulf Coast culture. It is scheduled for April 16-19, 2026, at the Village of Baytowne Wharf, located in the premier Sandestin Golf and Beach Resort. The festival promises wine, food, and fun under the sun, with everything guests need conveniently steps away.

Learn More
Thu, April 16

Bands on the BLVD

Miramar Beach
Live Music Live Music

Bands on the BLVD is a new live music series held at Grand Boulevard this spring. From March 12 through April 16, attendees can enjoy Thursday evenings at Grand Park, which serves as an open-air venue for performances by talented musicians. Guests are encouraged to bring lawn chairs or blankets and enjoy food and drinks from nearby Town Center establishments while experiencing the coastal atmosphere.

Learn More
Thu, April 16

Thursday Lights Show

Miramar Beach
Family Fun Family Fun

The sky is lit up every Thursday with a drone show featuring various beach-themed images.

Learn More
Fri, April 17

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting current CAA member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. This special themed exhibition will be displayed in the ECTC lobby from February 3 through June 5, 2026, and is intended to complement ECTC’s Season 13 productions, Forever Plaid and Mystic Pizza. The exhibit and performances aim to create an immersive cultural experience celebrating nostalgia, music, and Americana storytelling. The theme of the exhibition is “Retro Americana,” a visual celebration of classic American culture. Artists are encouraged to submit original works inspired by this theme, exploring subjects such as diners, jukeboxes, classic cars, small-town life, vintage fashion, pop culture icons, and the feeling of the “good old days.” Submissions may also reflect on themes like memory, nostalgia versus reality, and reinterpretations of old photographs. The Foster Gallery was established by the CAA in 2016 to honor founder, artist, and educator Susan Foster, and has been a platform for local and regional artists. As the program expanded, the CAA developed The Foster Gallery into a Visual Arts Outreach Program, showcasing art in public and community-centered spaces throughout Walton County. This outreach model provides artists with increased visibility and opportunities to exhibit and sell their work to broader and more diverse audiences outside a single gallery setting. This special exhibit at ECTC continues that mission by pairing visual art with live performance and facilitating a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location, but they must be current CAA members (membership is not restricted to local artists). Membership information is available online. The timeline for the exhibit is as follows: The call to artists runs from December 5, 2025, to January 20, 2026. Artists will be notified on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026, with an Artist Reception on February 12, 2026, from 5:45 p.m. to 6:45 p.m. The exhibit ends on June 5, 2026. Mandatory art pick up dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. The CAA encourages artists to showcase their unique creations and celebrate the diverse talents of the creative community. Artists are asked to study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

Learn More
Fri, April 17

Spring Break Programming

Miramar Beach
Family Fun Family Fun

Visitors can enjoy a variety of activities throughout the season at The Village of Baytowne Wharf. The venue offers live music, children's activities, and family entertainment, providing a festive atmosphere and continuous excitement for those on break.

Learn More
Fri, April 17

39th Annual Sandestin Wine Festival

Miramar Beach
Food & Drink Food & Drink

The 39th Annual Sandestin Wine Festival is a four-day celebration of wine, food, and fun on the Gulf Coast. The festival is set for April 16-19, 2026, at the Village of Baytowne Wharf within the premier Sandestin Golf and Beach Resort. The resort offers convenience, with everything guests need or want only steps away.

Learn More
Sat, April 18

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

The Grand Boulevard Farmers’ Market is held every Saturday, from 9 AM to 1 PM, in Grand Park, located between Cantina Laredo and Tommy Bahama. The outdoor market hosts numerous unique vendors, primarily offering locally sourced food items like produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Prepared foods available include tomato pies, hummus, pasta, tuna dip, and crab cakes. Soap and lotions are also sold. These events are part of the Coastal Culture Calendar of Events, which is made possible by the Grand Boulevard Arts and Entertainment Program. More information on these and other events is available through the Grand Boulevard Events page.

Learn More
Sat, April 18

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting current CAA member artists to submit up to three original works for consideration in an upcoming Foster Gallery Outreach Special Exhibit. This special exhibit will be displayed at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. The special themed exhibition will be on view in the ECTC lobby from February 3 through June 5, 2026. It is designed to complement ECTC’s Season 13 productions, Forever Plaid and Mystic Pizza. The goal is for the exhibit and performances to create an immersive cultural experience that celebrates nostalgia, music, and Americana storytelling. The theme is "Retro Americana." Artists are encouraged to submit original works inspired by a visual celebration of classic American culture. Submissions may explore diners and jukeboxes, classic cars, small-town life, vintage fashion, pop culture icons, and the feeling of the “good old days.” Artists are also asked to reflect on themes such as memory, nostalgia versus reality, and reinterpretations of old photographs. The Foster Gallery was established by the CAA in 2016 to honor founder, artist, and educator Susan Foster. It has served as a platform for showcasing local and regional artists. As the program has grown, the CAA evolved The Foster Gallery into a Visual Arts Outreach Program, bringing art into public and community-centered spaces throughout Walton County. Through this outreach model, artists gain increased visibility and opportunities to exhibit and sell their work while connecting with broader and more diverse audiences beyond a single gallery location. This special exhibit at ECTC continues that mission, pairing visual art with live performance and inviting artists to be part of a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location, but they must be current members of the CAA (members do not have to be local). Information about joining the CAA is available online. The timeline for the exhibit is as follows: The call to artists is from December 5, 2025, to January 20, 2026. Artist notification will be on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026, with an Artist Reception on February 12, 2026, from 5:45 to 6:45 p.m. The exhibit ends on June 5, 2026. Mandatory Art Pick up dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. The CAA encourages artists to take this opportunity to showcase their work and connect with fellow artists and art enthusiasts. To apply, artists should study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

Learn More
Sat, April 18

Spring Break Programming

Miramar Beach
Family Fun Family Fun

Visitors can enjoy a variety of activities throughout the season at The Village of Baytowne Wharf. The venue offers continuous excitement during the break, including live music, children's activities, family entertainment, and festive celebrations.

Learn More
Sat, April 18

39th Annual Sandestin Wine Festival

Miramar Beach
Food & Drink Food & Drink

The 39th Annual Sandestin Wine Festival is a four-day event celebrating wine and the Gulf Coast. It is set for April 16-19, 2026, at the Village of Baytowne Wharf within the premier Sandestin Golf and Beach Resort. The festival promises wine, food, and fun under the sun, with everything attendees might need located only steps away.

Learn More
Sun, April 19

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting its current member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit. This exhibit will be held at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. This special themed exhibition is scheduled to be on view in the ECTC lobby from February 3 through June 5, 2026. It is designed to complement ECTC’s Season 13 productions, "Forever Plaid" and "Mystic Pizza," aiming to create an immersive cultural experience celebrating nostalgia, music, and Americana storytelling. The theme for the exhibit is "Retro Americana." Artists are encouraged to submit original works inspired by this theme, which is described as a visual celebration of classic American culture. Submissions may explore elements such as diners and jukeboxes, classic cars, small-town life, vintage fashion, pop culture icons, and the feeling of the “good old days.” The works may also reflect on themes like memory, nostalgia versus reality, and reinterpretations of old photographs. The Foster Gallery was established by the CAA in 2016 to honor founder, artist, and educator Susan Foster, and has historically showcased local and regional artists. As the program has expanded, the CAA has transformed The Foster Gallery into a Visual Arts Outreach Program, aiming to bring art into public and community-centered spaces throughout Walton County. This outreach model helps artists gain increased visibility and opportunities to exhibit and sell their work by connecting with broader and more diverse audiences beyond a single gallery location. The special exhibit at ECTC continues this mission by pairing visual art with live performance, inviting artists to participate in a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location, but they must be current members of the CAA (membership is not limited to local artists). The timeline for the exhibit is as follows: The call to artists is from December 5, 2025, to January 20, 2026. Artist notifications will be sent on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026. An Artist Reception is planned for February 12, 2026, from 5:45 p.m. to 6:45 p.m. The exhibit ends on June 5, 2026. Mandatory art pick up dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. The CAA looks forward to seeing the unique creations and celebrating the diverse talents of the creative community. Artists should not miss this opportunity to showcase their work and connect with fellow artists and art enthusiasts. To apply, artists must study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

Learn More
Sun, April 19

Spring Break Programming

Miramar Beach
Family Fun Family Fun

Visitors can enjoy a variety of seasonal activities at The Village of Baytowne Wharf, including live music, children's programs, and family-oriented entertainment. The destination offers continuous excitement and a festive springtime atmosphere for guests throughout the break.

Learn More
Sun, April 19

39th Annual Sandestin Wine Festival

Miramar Beach
Food & Drink Food & Drink

The 39th Annual Sandestin Wine Festival is a four-day celebration of wine and Gulf Coast culture, scheduled for April 16-19, 2026, at the Village of Baytowne Wharf within the Sandestin Golf and Beach Resort. Attendees can look forward to wine, food, and fun in the sun at this premier resort destination.

Learn More
Sun, April 19

Scallywag Sundays

Miramar Beach
Family Fun Family Fun

Scallywag Sundays is a recurring event where participants can enjoy a pirate-themed atmosphere.

Learn More
Mon, April 20

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting its current member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit. This exhibit will be held at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. This special themed exhibition is scheduled to be on view in the ECTC lobby from February 3 through June 5, 2026. The exhibition is designed to complement ECTC’s Season 13 productions, *Forever Plaid* and *Mystic Pizza*, aiming to create an immersive cultural experience that celebrates nostalgia, music, and Americana storytelling. The theme of the exhibition is “Retro Americana,” a visual celebration of classic American culture. Artists are encouraged to submit original works inspired by this theme, exploring subjects such as diners, jukeboxes, classic cars, small-town life, vintage fashion, pop culture icons, and the atmosphere of the “good old days.” Submissions may also reflect on themes like memory, nostalgia versus reality, and reinterpretations of old photographs. Established by the CAA in 2016, The Foster Gallery honors its founder, artist, and educator Susan Foster, and has historically served as a platform for local and regional artists. As the program expanded, the CAA transformed The Foster Gallery into a Visual Arts Outreach Program, dedicated to bringing art into public and community-centered spaces throughout Walton County. This outreach model offers artists greater visibility and opportunities to exhibit and sell their work while engaging with broader and more diverse audiences beyond a single gallery location. This specific exhibit at ECTC continues that mission by pairing visual art with live performance, inviting artists to engage in a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location, but they must be current members of the CAA (membership is not restricted to local artists). Information on how to join is available. The timeline for the exhibition is as follows: The call to artists runs from December 5, 2025, to January 20, 2026. Artists will be notified on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026. An artist reception will be held on February 12, 2026, from 5:45 to 6:45 p.m. The exhibit ends on June 5, 2026. Mandatory art pick-up dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. The CAA looks forward to seeing the unique creations and celebrating the diverse talents of the creative community, noting this as an opportunity for artists to showcase their work and connect with fellow artists and art enthusiasts. To apply, artists must study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

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Mon, April 20

Movie Mondays

Miramar Beach
Arts & Culture Arts & Culture

Guests are encouraged to bring a lawn chair or blanket to get comfortable on the Events Plaza Lawn while enjoying a featured film on the new large screen.

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Tue, April 21

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting current member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. This special themed exhibition is scheduled to be on view in the ECTC lobby from February 3 through June 5, 2026. The exhibit is designed to complement ECTC’s Season 13 productions, Forever Plaid and Mystic Pizza, creating an immersive cultural experience that celebrates nostalgia, music, and Americana storytelling. The theme of the exhibit is "Retro Americana." Artists are encouraged to submit original works inspired by a visual celebration of classic American culture, exploring subjects like diners, jukeboxes, classic cars, small-town life, vintage fashion, and pop culture icons. Submissions may also reflect on themes such as memory, nostalgia versus reality, and reinterpretations of old photographs. The Foster Gallery was established by the CAA in 2016 to honor founder, artist, and educator Susan Foster, serving as a platform for local and regional artists. The CAA has since evolved The Foster Gallery into a Visual Arts Outreach Program, aiming to bring art into public and community-centered spaces throughout Walton County. This outreach model helps artists gain increased visibility and opportunities to exhibit and sell their work to broader and more diverse audiences beyond a single gallery location. This special exhibit at ECTC continues that mission by pairing visual art with live performance in a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location, but they must be current members of the CAA (membership is not limited to local artists). Membership information is available online. The timeline for the exhibit is as follows: The call to artists is from December 5, 2025, to January 20, 2026. Artist notification will be January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, 2026, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026, and an Artist Reception will be held on February 12, 2026, from 5:45 p.m. to 6:45 p.m. The exhibit ends on June 5, 2026. Mandatory art pick-up dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. The CAA looks forward to seeing the unique creations and celebrating the diverse talents of the creative community, urging artists not to miss this opportunity to showcase their work and connect with fellow artists and art enthusiasts. To apply, applicants should study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

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Tue, April 21

Boomin’ Tuesday

Miramar Beach
Family Fun Family Fun

The Boomin’ Tuesdays event at Baytowne Wharf is a Spring Break tradition featuring music by DJ Mike Whitty from 6:30 PM to 8:30 PM. Attendees can enjoy free entertainment throughout the night, concluding with a fireworks display at 8:30 PM.

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Wed, April 22

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting its current member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. This special themed exhibition will be displayed in the ECTC lobby from February 3 through June 5, 2026, and is intended to complement ECTC’s Season 13 productions, Forever Plaid and Mystic Pizza. The exhibit and performances together will create an immersive cultural experience celebrating nostalgia, music, and Americana storytelling. The theme is "Retro Americana." Artists are encouraged to submit original works inspired by classic American culture. Submissions may explore subjects like diners, jukeboxes, classic cars, small-town life, vintage fashion, pop culture icons, and the feeling of the “good old days.” The works should also reflect on themes such as memory, nostalgia versus reality, and reinterpretations of old photographs. Established by the CAA in 2016, The Foster Gallery honors founder, artist, and educator Susan Foster and has long served as a platform for showcasing local and regional artists. As the program has grown, the CAA has developed The Foster Gallery into a Visual Arts Outreach Program, which brings art into public and community-centered spaces throughout Walton County. Through this outreach model, artists gain increased visibility and opportunities to exhibit and sell their work while connecting with broader and more diverse audiences beyond a single gallery location. This special exhibit at ECTC continues that mission by pairing visual art with live performance and inviting artists to participate in a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location but must be current members of the CAA (members do not have to be local). Information on joining the CAA is available. The timeline for the event is as follows: The call to artists is from December 5, 2025, to January 20, 2026. Artists will be notified on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026. An Artist Reception is scheduled for February 12, 2026, from 5:45 to 6:45 p.m. The exhibit ends on June 5, 2026. Mandatory Art Pick up dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. The CAA looks forward to seeing unique creations and celebrating the diverse talents of the creative community. Artists are encouraged to take advantage of this opportunity to showcase their work and connect with fellow artists and art enthusiasts. To apply, artists must study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

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Wed, April 22

Wine Down Wednesday

Miramar Beach
Food & Drink Food & Drink

Ovide hosts Wine Down Wednesdays every week from 5–7 p.m., offering an elevated experience for wine enthusiasts. Guests can enjoy a 50% discount on any bottle priced up to $80, choosing from a curated selection of premium varietals, iconic producers, and standout vintages. This event encourages guests to slow down and savor sommelier-selected favorites in an intentional setting. Reservations can be made through OpenTable.

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Wed, April 22

Wednesday Night Concert Series

Miramar Beach
Live Music Live Music

Attendees are invited to bring lawn chairs and blankets to enjoy free live music beneath the stars. A different local or regional band performs on the Baytowne stage each week, offering a perfect midweek break with loved ones and enjoyable music on Wednesday nights.

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Thu, April 23

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting its current member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit. This special themed exhibition will be displayed in the Emerald Coast Theatre Company (ECTC) lobby in Grand Boulevard Town Center from February 3 through June 5, 2026. The exhibit is designed to complement ECTC’s Season 13 productions, "Forever Plaid" and "Mystic Pizza," creating an immersive cultural experience that celebrates nostalgia, music, and Americana storytelling. The theme is "Retro Americana," which is a visual celebration of classic American culture. Artists are encouraged to submit original works inspired by this theme, which may include diners and jukeboxes, classic cars, small-town life, vintage fashion, pop culture icons, and the feeling of the "good old days." Submissions may also reflect on themes such as memory, nostalgia versus reality, and reinterpretations of old photographs. Established by the CAA in 2016, The Foster Gallery honors founder, artist, and educator Susan Foster and has been a platform for local and regional artists. As the program grew, the CAA transformed The Foster Gallery into a Visual Arts Outreach Program, aiming to bring art into public and community-centered spaces throughout Walton County. This outreach model offers artists increased visibility and opportunities to exhibit and sell their work to broader and more diverse audiences. This special exhibit at ECTC continues this mission by pairing visual art with live performance in a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location but must be current members of the CAA, though they do not have to be local. Information on joining the CAA is available online. The timeline for the exhibit is as follows: The call to artists is from December 5, 2025, to January 20, 2026. Artists will be notified on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026, and an Artist Reception is planned for February 12, 2026, from 5:45 to 6:45 p.m. The exhibit ends on June 5, 2026, and mandatory art pickup dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. The CAA encourages artists to showcase their work and connect with fellow artists and art enthusiasts. To apply, artists should study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

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Thu, April 23

2026 South Walton Beaches Wine & Food Festival: Winemakers & Shakers

Miramar Beach
Food & Drink Food & Drink

The South Walton Beaches Wine and Food Festival takes place in April at Grand Boulevard in South Walton, Florida. This four-day celebration features a diverse group of celebrity winemakers, distillers, and chefs who provide entertainment and education for attendees. Guests can sample hundreds of wines from industry experts while enjoying live music and exploring various on-site activities and photo opportunities. The 2026 schedule begins on Thursday, April 23, with Winemakers and Shakers at Wine World in Destin from 5:00 PM to 7:00 PM. On Friday, April 24, the festival continues at Grand Park with a Kick-Off VIP Wine Tasting from 4:00 PM to 6:00 PM, followed by Bitters, Brews and Bartenders from 5:30 PM to 8:00 PM. The weekend concludes with Grand Tastings at the Culinary Village on Saturday, April 25, from 3:00 PM to 6:00 PM, and Sunday, April 26, from 1:00 PM to 4:00 PM.

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Thu, April 23

Bubbly Baytowne

Miramar Beach
Food & Drink Food & Drink

Bubbly Baytowne returns for an evening of shopping and complimentary champagne throughout the Village streets. Guests can check in at the fountain starting at 5:00 PM to receive a commemorative Baytowne Wharf glass and a map of participating merchants. This event is free and restricted to individuals aged 21 and older, though the village remains open to the general public.

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Thu, April 23

Thursday Lights Show

Miramar Beach
Family Fun Family Fun

Guests are invited to gather every Thursday to watch a drone light show featuring various beach-themed images in the sky.

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Fri, April 24

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting its current member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit. This exhibit will be held at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. This special themed exhibition is scheduled to be on view in the ECTC lobby from February 3 through June 5, 2026. The exhibit is designed to complement ECTC’s Season 13 productions, "Forever Plaid" and "Mystic Pizza," aiming to create an immersive cultural experience that celebrates nostalgia, music, and Americana storytelling. The theme for submissions is "Retro Americana," which is described as a visual celebration of classic American culture. Artists are encouraged to submit original works inspired by elements like diners, jukeboxes, classic cars, small-town life, vintage fashion, and pop culture icons, capturing the feeling of the “good old days.” Submissions may also explore deeper themes such as memory, nostalgia versus reality, and reinterpretations of old photographs. The Foster Gallery was established by the CAA in 2016 to honor founder, artist, and educator Susan Foster. It has historically been a platform for local and regional artists. As the program has grown, the CAA has developed The Foster Gallery into a Visual Arts Outreach Program, aiming to bring art into public and community-centered spaces throughout Walton County. This outreach model helps artists gain increased visibility and opportunities to exhibit and sell their work by connecting with broader and more diverse audiences beyond a single gallery location. The special exhibit at ECTC continues this mission by pairing visual art with live performance, inviting artists to be part of a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location, but they must be current members of the CAA (membership is not limited to local artists). The timeline for the exhibit is as follows: The call to artists runs from December 5, 2025, to January 20, 2026. Artists will be notified on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026, and an Artist Reception will be held on February 12, 2026, from 5:45 p.m. to 6:45 p.m. The exhibit closes on June 5, 2026. Mandatory art pick-up dates are June 5 or June 9, 2026, from 10:30 a.m. to 5 p.m. The CAA looks forward to seeing the unique creations and celebrating the diverse talents of the creative community, noting this as an opportunity for artists to showcase their work and connect with fellow artists and art enthusiasts. To apply, artists must study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

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Fri, April 24

2026 South Walton Beaches Wine & Food Festival: Kick-Off VIP Wine Tasting

Miramar Beach
Food & Drink Food & Drink

The South Walton Beaches Wine & Food Festival features celebrity winemakers, distillers, and chefs who gather in South Walton, Florida, for a four-day celebration. Guests can sample hundreds of wines, enjoy live music, and participate in various on-site events at Grand Boulevard. The 2026 schedule begins on Thursday, April 23, with Winemakers & Shakers at Wine World in Destin from 5:00 PM to 7:00 PM. On Friday, April 24, activities move to Grand Park for a VIP Wine Tasting from 4:00 PM to 6:00 PM followed by Bitters, Brews & Bartenders from 5:30 PM to 8:00 PM. The festival concludes with Grand Tastings at the Culinary Village on Saturday, April 25, from 3:00 PM to 6:00 PM and Sunday, April 26, from 1:00 PM to 4:00 PM.

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Fri, April 24

2026 South Walton Beaches Wine & Food Festival: Bitters, Brews & Bartenders

Miramar Beach
Food & Drink Food & Drink

The South Walton Beaches Wine and Food Festival takes place over four days in late April at Grand Boulevard in South Walton, Florida. This annual celebration features celebrity winemakers, distillers, and chefs who offer guests educational experiences, entertainment, and culinary delights. Attendees can sample hundreds of wines from industry experts and enjoy live music while exploring the venue. The 2026 festival schedule begins on Thursday, April 23, with Winemakers and Shakers at Wine World in Destin from 5:00 PM to 7:00 PM. Activities continue on Friday, April 24, at Grand Park with a Kick-Off VIP Wine Tasting from 4:00 PM to 6:00 PM followed by Bitters, Brews and Bartenders from 5:30 PM to 8:00 PM. The event concludes with Grand Tastings at the Culinary Village on Saturday, April 25, from 3:00 PM to 6:00 PM and Sunday, April 26, from 1:00 PM to 4:00 PM.

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Fri, April 24

21st Annual Destin Charity Wine Auction Weekend

Miramar Beach
Food & Drink Food & Drink

Celebrating its 21st year, the Destin Charity Wine Auction Foundation supports children in need throughout Northwest Florida. The weekend festivities begin on Friday, April 24, with Patron Dinners hosted at various private residences and restaurants along the Emerald Coast. The main event takes place on Saturday, April 25, at Grand Boulevard Sandestin Town Center, featuring a Reserve Tasting and Live Auction under an air-conditioned tent. Attendees can sample wines from acclaimed vintners paired with dishes from top local restaurants. The event includes a silent auction with unique items such as autographed bottles and art, followed by a live auction featuring rare wines and travel packages. This auction is held in conjunction with the South Walton Beaches Wine and Food Festival. Virtual bidding for silent and cellar auctions opens on Friday morning and concludes on Sunday, April 26, at noon. While virtual options are available for some categories, bidding for the live auction must be done in person.

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Sat, April 25

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

The Grand Boulevard Farmers’ Market takes place in Grand Park, situated between Cantina Laredo and Tommy Bahama, every Saturday throughout the year from 9 AM to 1 PM. This outdoor market features numerous unique vendors who offer mostly locally sourced food items, including produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Prepared foods available to go include tomato pies, hummus, pasta, tuna dip, and crab cakes. Additionally, soap and lotions are sold. These festive events are part of the Coastal Culture Calendar of Events, made possible by the Grand Boulevard Arts and Entertainment Program.

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Sat, April 25

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting its current member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit. This exhibit will be hosted at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. The special themed exhibition, titled “Retro Americana,” will be displayed in the ECTC lobby from February 3 through June 5, 2026. It is designed to complement ECTC’s Season 13 productions, Forever Plaid and Mystic Pizza, creating an immersive cultural experience that celebrates nostalgia, music, and Americana storytelling. The theme encourages artists to submit original works that visually celebrate classic American culture. Submissions may explore elements like diners, jukeboxes, classic cars, small-town life, vintage fashion, and pop culture icons, while also reflecting on themes such as memory, nostalgia versus reality, and reinterpretations of old photographs. Established by the CAA in 2016, The Foster Gallery honors founder, artist, and educator Susan Foster. The gallery has evolved into a Visual Arts Outreach Program, bringing art into public and community-centered spaces throughout Walton County. This outreach model offers artists increased visibility and opportunities to exhibit and sell their work to broader and more diverse audiences. The special exhibit at ECTC continues this mission by pairing visual art with live performance in a unique, cross-disciplinary collaboration. The exhibit location is Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location, but they must be current CAA members (membership is not restricted to local residents). The timeline for the exhibit includes: Call to artists from December 5, 2025, to January 20, 2026; Artist notification on January 23, 2026; Art Delivery to ECTC on January 28 and 29, 2026, from 10 a.m. to 4 p.m.; The exhibit opens on February 3, 2026; The Artist Reception will be held on February 12, 2026, from 5:45 to 6:45 p.m.; The exhibit ends on June 5, 2026; Mandatory Art Pick up dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. Interested artists are encouraged to study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026. The CAA looks forward to celebrating the diverse talents of its creative community through this opportunity.

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Sat, April 25

21st Annual Destin Charity Wine Auction Weekend

Miramar Beach
Food & Drink Food & Drink

The Destin Charity Wine Auction celebrates 21 years of supporting children in need in Northwest Florida. The weekend begins on Friday, April 24, at 6 PM CDT with Patron Dinners held at various private homes and restaurants along the Emerald Coast, each benefiting a specific charity. The main event takes place on Saturday, April 25, at the Grand Boulevard Sandestin Town Center. This gathering features a Reserve Tasting and Live Auction under an air-conditioned tent, showcasing wines from world-renowned vintners paired with dishes from top local restaurants. The festivities include a silent auction with unique items like autographed large-format bottles and art, alongside a high-energy live auction featuring rare wines and luxury trips. The event is held in conjunction with the South Walton Beaches Wine and Food Festival. On Saturday, the Reserve Tasting starts at 1 PM, followed by the Live Auction at 3 PM. While live auction bidding is in-person only, virtual bidding for silent and cellar auctions opens Friday morning and concludes on Sunday, April 26, at 12 PM CDT.

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Sat, April 25

2026 South Walton Beaches Wine & Food Festival: Grand Tasting

Miramar Beach
Food & Drink Food & Drink

The 2026 South Walton Beaches Wine and Food Festival brings together celebrity winemakers, distillers, and chefs in South Walton, Florida, for a four-day celebration held at Grand Boulevard. Guests can enjoy hundreds of wine tastings led by industry experts, live music, and various on-site activities. The festival schedule begins on Thursday, April 23, with Winemakers and Shakers at Wine World in Destin from 5 to 7 PM. On Friday, April 24, activities move to Grand Boulevard's Grand Park for a Kick-Off VIP Wine Tasting from 4 to 6 PM, followed by Bitters, Brews and Bartenders from 5:30 to 8 PM. The event concludes with Grand Tastings at the Culinary Village on Saturday, April 25, from 3 to 6 PM and Sunday, April 26, from 1 to 4 PM.

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Sun, April 26

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting current CAA member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit. This special themed exhibition will be held at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center, and will be on view in the ECTC lobby from February 3 through June 5, 2026. The exhibit is designed to complement ECTC’s Season 13 productions, Forever Plaid and Mystic Pizza, creating an immersive cultural experience that celebrates nostalgia, music, and Americana storytelling. The theme for the exhibit is "Retro Americana," which is defined as a visual celebration of classic American culture. Artists are encouraged to submit original works inspired by concepts such as diners and jukeboxes, classic cars, small-town life, vintage fashion, pop culture icons, and the feeling of the "good old days." Submissions may also reflect on themes like memory, nostalgia versus reality, and reinterpretations of old photographs. Established by the CAA in 2016, The Foster Gallery honors founder, artist, and educator Susan Foster and has been a platform for showcasing local and regional artists. The CAA has since evolved The Foster Gallery into a Visual Arts Outreach Program, aiming to bring art into public and community-centered spaces throughout Walton County. This outreach model offers artists increased visibility and opportunities to exhibit and sell their work to broader and more diverse audiences. The special exhibit at ECTC continues this mission by pairing visual art with live performance in a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location, but they must be current members of the CAA (membership is not restricted to local artists). Membership information is available online. The timeline for submissions and events is as follows: The call to artists runs from December 5, 2025, through January 20, 2026. Artists will be notified on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026, and an Artist Reception will be held on February 12, 2026, from 5:45 to 6:45 p.m. The exhibit ends on June 5, 2026. Mandatory art pick up dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. The CAA encourages artists to showcase their unique creations and connect with the creative community. To apply, artists must study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

Learn More
Sun, April 26

2026 South Walton Beaches Wine & Food Festival: Grand Tasting

Miramar Beach
Food & Drink Food & Drink

The South Walton Beaches Wine and Food Festival takes place in April at Grand Boulevard in South Walton, Florida. This four-day celebration features a variety of celebrity winemakers, chefs, and distillers who gather to entertain and educate guests. Attendees can enjoy hundreds of wine tastings, live music, and unique photo opportunities. The 2026 event schedule begins on Thursday, April 23, with Winemakers and Shakers at Wine World in Destin from 5 to 7 PM. On Friday, April 24, activities move to Grand Park for a Kick-Off VIP Wine Tasting from 4 to 6 PM followed by Bitters, Brews and Bartenders from 5:30 to 8 PM. The festival concludes with Grand Tastings at the Culinary Village on Saturday, April 25, from 3 to 6 PM and Sunday, April 26, from 1 to 4 PM.

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Sun, April 26

Scallywag Sundays

Miramar Beach
Family Fun Family Fun

Scallywag Sundays is an event taking place.

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Mon, April 27

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting current CAA member artists to submit up to three original works for consideration in an upcoming Foster Gallery Outreach Special Exhibit. This special exhibit will be displayed at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. The special themed exhibition will be on view in the ECTC lobby from February 3 through June 5, 2026. It is designed to complement ECTC’s Season 13 productions, Forever Plaid and Mystic Pizza. The goal is for the exhibit and performances to create an immersive cultural experience that celebrates nostalgia, music, and Americana storytelling. The theme is "Retro Americana." Artists are encouraged to submit original works inspired by a visual celebration of classic American culture. Submissions may explore diners and jukeboxes, classic cars, small-town life, vintage fashion, pop culture icons, and the feeling of the “good old days.” Artists are also asked to reflect on themes such as memory, nostalgia versus reality, and reinterpretations of old photographs. The Foster Gallery was established by the CAA in 2016 to honor founder, artist, and educator Susan Foster. It has served as a platform for showcasing local and regional artists. As the program has grown, the CAA evolved The Foster Gallery into a Visual Arts Outreach Program, bringing art into public and community-centered spaces throughout Walton County. Through this outreach model, artists gain increased visibility and opportunities to exhibit and sell their work while connecting with broader and more diverse audiences beyond a single gallery location. This special exhibit at ECTC continues that mission, pairing visual art with live performance and inviting artists to be part of a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location, but they must be current members of the CAA (members do not have to be local). Information about joining the CAA is available online. The timeline for the exhibit is as follows: The call to artists is from December 5, 2025, to January 20, 2026. Artist notification will be on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, from 10 a.m. to 4 p.m. The exhibit opens on February 3, 2026, with an Artist Reception on February 12, 2026, from 5:45 to 6:45 p.m. The exhibit ends on June 5, 2026. Mandatory Art Pick up dates are June 5 or 9, 2026, from 10:30 a.m. to 5 p.m. The CAA encourages artists to take this opportunity to showcase their work and connect with fellow artists and art enthusiasts. To apply, artists should study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

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Mon, April 27

Movie Mondays

Miramar Beach
Family Fun Family Fun

Guests are invited to bring a lawn chair or blanket to relax on the Events Plaza Lawn while watching a featured film on the new large screen.

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Tue, April 28

Foster Gallery Outreach Special Exhibit: Retro Americana

Miramar Beach
Arts & Culture Arts & Culture

The Cultural Arts Alliance of Walton County (CAA) is inviting its current member artists to submit up to three original works for an upcoming Foster Gallery Outreach Special Exhibit. This exhibit will be held at the Emerald Coast Theatre Company (ECTC) in Grand Boulevard Town Center. This special themed exhibition is scheduled to be on view in the ECTC lobby from February 3 through June 5, 2026. It is designed to complement ECTC’s Season 13 productions, *Forever Plaid* and *Mystic Pizza*. Together, the exhibit and performances aim to create an immersive cultural experience celebrating nostalgia, music, and Americana storytelling. The theme of the exhibition is "Retro Americana." Artists are encouraged to submit original works inspired by this theme, which is a visual celebration of classic American culture. Submissions may explore topics such as diners, jukeboxes, classic cars, small-town life, vintage fashion, and pop culture icons. The works can also reflect on themes like memory, nostalgia versus reality, and reinterpretations of old photographs. The Foster Gallery was established by the CAA in 2016 to honor founder, artist, and educator Susan Foster and has served as a platform for local and regional artists. As the program grew, the CAA evolved The Foster Gallery into a Visual Arts Outreach Program, which brings art into public and community-centered spaces throughout Walton County. This outreach model offers artists increased visibility and opportunities to exhibit and sell their work, connecting them with broader and more diverse audiences beyond a single gallery location. This special exhibit at ECTC continues that mission by pairing visual art with live performance, inviting artists to participate in a unique, cross-disciplinary collaboration. The exhibit location is the Emerald Coast Theatre Company at 560 Grand Blvd., Ste 200 Upstairs, Miramar Beach, FL 32550. Artists are not required to work at the host location, but they must be current members of the CAA (membership is not limited to local residents). Information on joining the CAA is available online. The timeline for the exhibit is as follows: The call to artists runs from December 5, 2025, through January 20, 2026. Artists will be notified on January 23, 2026. Art delivery to ECTC is scheduled for January 28 and 29, 10 a.m. – 4 p.m. The exhibit opens on February 3, 2026. An Artist Reception is scheduled for February 12, 2026, from 5:45 – 6:45 p.m. The exhibit ends on June 5, 2026. Mandatory art pick-up is scheduled for June 5 or 9, 2026, from 10:30 a.m. – 5 p.m. The CAA looks forward to seeing the unique creations and celebrating the diverse talents of the creative community, noting this is an opportunity to showcase work and connect with fellow artists and art enthusiasts. To apply, artists must study the criteria and submit an application online prior to 11:59 p.m. on Tuesday, January 20, 2026.

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Tue, April 28

Boomin' Tuesday

Miramar Beach
Family Fun Family Fun

DJ Mike Whitty hosts BOOMIN’ Tuesdays at Baytowne Wharf, a Spring Break tradition featuring free entertainment from 6:30 PM to 8:30 PM. The event concludes with a fireworks display starting at 8:30 PM.

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Reviews - 11

ryan
Broken Arrow, OK
Mar 2026 Google

We had an amazing stay. The layout of the home was perfect for our group—three families, and everyone had their own space while still having great areas to gather together. The living room was ideal for that, and the accordion doors opening up to the patio were a great touch. It made the whole space feel open and brought the outside in.

The heated pool was a huge hit with the kids, and relaxing in the hot tub each night was a great way to wind down. One of the best parts of the trip was renting a boat and having it right at the dock for the week. Being able to head out whenever we wanted was incredibly convenient. We even had dolphins come right up to the dock while we were watching the sunsets—super peaceful.

We’ve rented on the beach in Destin for years and always thought that was the only way to go, but this completely changed our perspective. For what you get here—space, privacy, pool, hot tub, and a private dock—it would easily cost multiple times more on the beach. The home was exactly as shown in the photos, if not better.

We had a small issue when we arrived, and the Oversee team answered immediately and had it handled within minutes, even on a Saturday afternoon.

We’ll definitely be staying here again if it’s available. Huge thanks to the owners for sharing such a beautiful home—your attention to detail really shows.

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suraj
Feb 2026 Google
Our stay was absolutely wonderful. The home was spotless, beautifully maintained, and exactly as described. Everything felt welcoming and comfortable from the moment we arrived. The host was incredibly kind, responsive, and attentive, making sure we had everything we needed throughout our visit. We truly appreciated the hospitality and would gladly stay here again. Highly recommended!
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jennifer
Sep 2025 Google

The home was stunning and perfect for all ages! We cannot wait to come back! The staff at oversee was amazing and so helpful with anything we needed!

emily
Aug 2025 Airbnb

This place is absolutely beautiful and was a great spot to have multiple friends stay all together! The rooms were spacious and decorated so nicely, multiple bathrooms, the kitchen and living area is very open, and the outside space felt very private and peaceful! Oversees was super responsive to any and all questions we had! Instructions were very clear and they were such a pleasure to work with! Would love to stay at this place again in the future 🙂

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elizabeth
Aug 2025 Airbnb
david e
Jul 2025 Airbnb
samuel o'neal
May 2025 Airbnb

It was a very comfortable home with an amazing setting. We enjoyed the pool, and the paddle boards, and Kayaks. We even used the boat house. What a great week.

matthew
Apr 2025 Airbnb
paul
Jul 2024 Airbnb
amanda
Jul 2024 Vrbo

Everything was perfect and the house was stunning!

ossie
Jun 2024 Airbnb

Host Family

Grayton Office

Summer McKeon
Charles McTear
Madi Chendemi
Heather Silva
Crystal	Becktel
Ryan Pearson
Gloria Cruz
Danny West
Right in the heart of Grayton Beach, the Grayton Office lets us offer quick, thoughtful support whenever you need a hand.

Office location:

Grayton Office, Florida

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