Seaside Vacation Rentals
STAY IN Seaside
About Seaside
The Birthplace of New Urbanism. Why was The Truman Show filmed here? And why did Newsweek call Seaside “the most influential resort community since Versailles”?
Seaside put New Urbanism on the map, but life here is surprisingly normal. There’s a market, post office, bookstore, record shop, and art galleries… mixed with cozy cafes, 4-star restaurants, and locally-owned boutiques. And with a weekly farmers’ market, live outoor concerts, and starlit movie nights, the fun never slows.
Once you first lay eyes on this Gulf-front paradise, you’ll see why Seaside is truly in a league of its own. With nine unique beach pavilions (each designed by a different architect!), cobblestone streets, adorable cottages, and walkable, timeless neighborhoods, this dreamy spot feels both classic and current.
WANDER HERE, DINE THERE.
Smack dab in the middle of it all, Seaside feels like the unofficial headquarters of 30A. Sandwiched between WaterColor and Seagrove, there’s no denying it’s a prime spot for dining, snacking, shopping, and laid-back fun. With its walkable streets, everything’s within flip-flop reach, so come on over and feel the buzz.
PICKET FENCES.
Founded in the 1980s, Seaside was the birthplace of New Urbanism, designed as a walkable, close-knit community, that encourages neighborly interaction. Its colorful homes, picket fences, and iconic front porches are now recognized worldwide, even making an appearance in the film The Truman Show.
CATCH THE BUZZ.
This isn’t your typical coastal vibe. Sure, it’s laid-back, where slowing down and soaking it all in is the rule of the day. But there’s something more here. The dazzling neighborhood vibrates with live music, art festivals, and local gatherings all year long. And with a cozy bookstore, a cool record store, and Airstream Row, an adorable food truck hub, It’s more than just a coastal scene- it’s a little slice of beachside cool. You dig?
SCENERY, SERENITY, OH SO NICE.
Seaside has snagged the title of “No. 1 Beach in the World for Families” from Travel & Leisure Magazine, and it’s easy to see why. But the praise for Seaside doesn’t stop with its small-town charm and world-class accommodations. Its natural beauty is the real hero here (those sunsets from the beach!). With native plants thriving throughout, upscale living and gorgeous landscapes live hand in hand. Lovely.
DINING IN Seaside
The Shrimp Shack
Where:
2236 E County Hwy 30A, Seaside, FL 32459
Type:
AmericanAsianBbqFrenchItalianMexicanSeafood
SouthernSpanish
Price:
$$$$
Reservations:
YesNo
Attire:
Flip-FlopsShoes
Nice Shoes
The Shrimp Shack is a cozy, no-frills seafood spot right on the beach. Known for its fresh, local shrimp, oysters, and crab legs, this casual joint serves up Gulf-to-table seafood with unbeatable views of the water.
Great Southern Café
Where:
83 Central Square, Seaside, FL 32459
Type:
AmericanAsianBbqFrenchItalianMexicanSeafood
Southern
Spanish
Price:
$$$$
Reservations:
YesNo
Attire:
Flip-Flops
ShoesNice Shoes
Great Southern Café blends classic Southern flavors with modern twists, featuring a menu packed with fresh seafood, farm-to-table ingredients, and bold, creative dishes. The welcoming atmosphere and vibrant outdoor seating make it a popular spot in Seaside for both lunch and dinner. It’s a perfect place to enjoy Southern hospitality at its finest.
Meltdown on 30A
Where:
2235 E County Hwy 30A, Seaside, FL 32459
Type:
American
AsianBbqFrenchItalianMexicanSeafoodSouthernSpanish
Price:
$$$$
Reservations:
YesNo
Attire:
Flip-FlopsShoes
Nice Shoes
This fun food truck serves up gourmet grilled cheese sandwiches with inventive ingredients and tons of flavor. Located in Seaside, Meltdown on 30A is a favorite for a quick bite or a satisfying snack after a day at the beach. Their cheesy creations are sure to hit the spot for both kids and adults alike.
Black Bear Bread Co.
Where:
2311 E County Hwy 30A, Seaside, FL 32459
Type:
American
AsianBbqFrenchItalianMexicanSeafoodSouthernSpanish
Price:
$$$$
Reservations:
YesNo
Attire:
Flip-FlopsShoes
Nice Shoes
Black Bear Bread Co. is the neighborhood bakery and café everyone loves. From freshly baked bread to gourmet coffee and artisan pastries, this charming spot offers the perfect breakfast or light lunch. Don’t miss their seasonal sandwiches and pastries that locals rave about.
Airstream Row
Where:
2236 E. County Highway 30A, Seside, FL 32459
Type:
American
AsianBbq
French
ItalianMexicanSeafoodSouthernSpanish
Price:
$$$$
Reservations:
YesNo
Attire:
Flip-FlopsShoes
Nice Shoes
Airstream Row is a collection of food trailers operating out of vintage airstreams in Seaside. For whatever you’re in the mood for: crepes, gyros, icy treats, or a burst of cheesy goodness between two slices of bread, check out these gourmet canteens. Simply delish!
Pickle’s Burger and Shake
Where:
2236 E County Hwy 30A #34, Seaside, FL 32459
Type:
American
AsianBbqFrenchItalianMexicanSeafoodSouthernSpanish
Price:
$$$$
Reservations:
YesNo
Attire:
Flip-FlopsShoes
Nice Shoes
Pickle’s is a Seaside staple, famous for its juicy burgers, crispy fries, and hand-spun shakes. With its retro diner vibe, it’s a fun, family-friendly spot that’s perfect for a casual lunch or a post-beach treat.
Bud & Alley’s
Where:
2236 E W County Hwy 30A, Seaside, FL 32459
Type:
American
AsianBbqFrenchItalianMexicanSeafood
SouthernSpanish
Price:
$$$$
Reservations:
YesNo
Attire:
Flip-FlopsShoes
Nice Shoes
With stunning waterfront views and a legendary reputation, Bud & Alley’s is a Seaside icon. The menu offers fresh coastal fare, and the rooftop bar is the perfect spot to enjoy cocktails and sunsets. Whether you’re looking for a casual bite or a more upscale meal, this spot has something for everyone.
Amavida Coffee and Tea
Where:
25 Central Square, Seaside, FL 32459
Type:
American
AsianBbqFrenchItalianMexicanSeafoodSouthernSpanish
Price:
$$$$
Reservations:
YesNo
Attire:
Flip-FlopsShoes
Nice Shoes
A local favorite, known for its sustainably sourced beans and expertly crafted espresso drinks, Amavida Coffee and Tea has been connecting with Seaside customers for over a decade. It’s the go-to spot for quality coffee in a welcoming atmosphere.
Bud & Alley’s Pizza Bar + Trattoria
Where:
2236 East County Road 30-A, Seaside, FL 32459
Type:
AmericanAsianBbqFrenchItalian
MexicanSeafoodSouthernSpanish
Price:
$$$$
Reservations:
YesNo
Attire:
Flip-Flops
ShoesNice Shoes
Located in the heart of Seaside, Bud & Alley’s Pizza Bar + Trattoria serves up wood-fired pizzas and Italian classics in a laid-back, outdoor setting. It’s a great place to relax with a slice and a glass of wine while enjoying Seaside’s vibrant atmosphere.
Dining near Seaside vacation rentals offers a range of gourmet restaurants, casual eateries, and charming cafes. Enjoy fresh seafood, farm-to-table dishes, and international cuisine at popular spots like Bud & Alley’s, Great Southern Cafe, and Amavida Coffee. Savor oceanfront dining with Gulf views or grab a quick bite at the vibrant food trucks on Airstream Row. For a romantic dinner or a family-friendly meal, Seaside provides!
Seaside BEACH ACCESSES

Pensacola Private Access
Private To Specific Community

Savannah Access
Private To Specific Community

Seaside Pavilion Access
Private To Specific Community

Tupelo Access
Private To Specific Community

E. Ruskin Access
Private To Specific Community

Coleman Beach Pavilion Access
Private To Specific Community

W. Ruskin Access
Private To Specific Community

Natchez Private Access
Private To Specific Community

Odessa Private Access
Private To Specific Community
Pensacola Private Access
Where:
Access:
Public
Private To Specific Community
Parking:
NoneSome
Many
Restroom:
Yes
No
ADA Access:
Yes
No
Savannah Access
Where:
Access:
Public
Private To Specific Community
Parking:
NoneSome
Many
Restroom:
Yes
No
ADA Access:
Yes
No
Seaside Pavilion Access
Where:
Access:
Public
Private To Specific Community
Parking:
NoneSome
Many
Restroom:
Yes
No
ADA Access:
Yes
No
Tupelo Access
Where:
Access:
Public
Private To Specific Community
Parking:
NoneSome
Many
Restroom:
Yes
No
ADA Access:
Yes
No
E. Ruskin Access
Where:
Access:
Public
Private To Specific Community
Parking:
NoneSome
Many
Restroom:
Yes
No
ADA Access:
Yes
No
Coleman Beach Pavilion Access
Where:
Access:
Public
Private To Specific Community
Parking:
NoneSome
Many
Restroom:
Yes
No
ADA Access:
Yes
No
W. Ruskin Access
Where:
Access:
Public
Private To Specific Community
Parking:
NoneSome
Many
Restroom:
Yes
No
ADA Access:
Yes
No
Natchez Private Access
Where:
Access:
Public
Private To Specific Community
Parking:
NoneSome
Many
Restroom:
Yes
No
ADA Access:
Yes
No
Odessa Private Access
Where:
Access:
Public
Private To Specific Community
Parking:
NoneSome
Many
Restroom:
Yes
No
ADA Access:
Yes
No
EVENTS OF Seaside
Thu, February 12
Pop-up Return for Seaside Race Week
Seaside
Amavida Donuts is scheduled to return with a pop-up shop in Seaside, coinciding with the Seaside Half Marathon and 5K race week, beginning on Thursday, February 12th. The shop plans to reopen with an updated menu to align with the race-week festivities.
Learn More
Thu, February 12
Seaside Athletic Club: Water Aerobics
Seaside
The Water Aerobics class is a fun, low-impact session designed to improve cardiovascular fitness, strength, and flexibility by utilizing the natural resistance of water. Suitable for both beginners and experienced swimmers, this activity provides a full-body workout that is gentle on the joints, making it an excellent choice for individuals managing arthritis, joint pain, or those seeking an effective, softer alternative to traditional land-based exercises. Whether participants aim to boost their fitness, recover from an injury, or simply enjoy a refreshing workout, the class offers a great way to stay active and have fun in the pool. This class takes place at The Family Pool, and associated fees apply.
Learn More
Thu, February 12
2026 Seaside School Race Weekend: Locals and Sponsors Packet Pick-Up
Seaside
The Seaside School Half Marathon + 5K is a three-day charity race weekend scheduled for February 13th through 15th, 2026, in Seaside, Florida. The event starts on Friday night with the coastal cuisine event "Taste of the Race," followed by a "Race Expo" on Saturday that is suitable for all ages. The weekend culminates on Sunday morning with the half marathon and 5K run along the scenic Highway 30A, beginning and ending in Seaside. Discounts on registration are available for military personnel, first responders, and educators. The event schedule includes Locals and Sponsors Packet Pick-Up on Thursday, February 12, from 3:30 to 7:30 PM; "Taste of The Race" on Friday, February 13, from 6 to 9 PM; the "Race Expo" on Saturday, February 14, from 12 to 4 PM; and the Half Marathon + 5K in SEASIDE on Sunday, February 15. All proceeds from the event directly benefit the SEASIDE SCHOOL FOUNDATION, which supports one of Florida's oldest and top-performing public charter schools.
Learn More
Fri, February 13
Seaside Athletic Club: Meditative Movement
Seaside
This unique class is designed to cultivate inner peace and physical relaxation by blending gentle, flowing movements with mindfulness practices. Participants are guided to connect their breath with motion, which helps them achieve a sense of calm and balance while simultaneously stretching and strengthening the body. The exercises are low-impact and focused on improving flexibility, mobility, and posture, making the class ideal for those seeking a workout that nurtures both the body and mind while reducing stress and increasing overall body awareness. This session is held at the SEASIDE® Assembly Hall, and fees apply.
Learn More
Fri, February 13
Jared Herzog
Seaside
Jared Herzog will be performing live from 4:00 PM to 7:00 PM.
Learn More
Fri, February 13
Keylan Smith
Seaside
Keylan Smith will be performing live from 4-7 PM.
Learn More
Fri, February 13
2026 Seaside School Race Weekend: Taste of The Race
Seaside
The Seaside School Half Marathon + 5K is a three-day charity race weekend scheduled for February 13th through 15th, 2026, in Seaside, Florida. The event begins on Friday night with "Taste of the Race," a coastal cuisine event, followed by a Race Expo on Saturday. The weekend culminates on Sunday morning with the half marathon and 5K run along the scenic Highway 30A, starting and finishing in Seaside. Discounts are offered for military personnel, first responders, and educators. The schedule includes a Locals and Sponsors Packet Pick-Up on Thursday, February 12, from 3:30-7:30 PM, "Taste of The Race" on Friday, February 13, from 6-9 PM, the Race Expo on Saturday, February 14, from 12-4 PM, and the Half Marathon + 5K in SEASIDE on Sunday, February 15. All proceeds from the event directly benefit the SEASIDE SCHOOL FOUNDATION, which supports one of Florida’s oldest and top-performing public charter schools.
Learn More
Sat, February 14
Valentine’s Day Cookie Boxes
Seaside
Amavida Coffee and Perla Baking Co. are introducing Valentine’s Day cookie boxes, which will be available in the days leading up to Saturday, February 14th. The boxes will feature a dozen festive, freshly baked cookies. In other news, AJ’s Grayton Beach is hosting a job fair on February 2nd and February 9th, from 12 PM to 5 PM. Interested applicants are encouraged to attend ready to interview and bring their resume. The restaurant group, a locally owned and operated establishment that has been part of the community for over 42 years, is hiring for all departments. These positions include Bartenders, Servers, Door Staff, Retail Associates, Bussers, Expos, Food Runners, Host Staff, Kitchen Staff, Prep Cooks, and Late Night Bussers. Candidates will have the opportunity to meet face-to-face with hiring managers to learn about the many available opportunities.
Learn More
Sat, February 14
Farmers Market
Seaside
The Seaside Farmers Market is held in the Seaside Amphitheater, rain or shine. Market hours are Saturdays from 9 AM to 1 PM and Tuesdays from 9 AM to 1 PM (June until July 30). Airstream Row is located next to the market, along with many shops, restaurants, and places to sit and observe the town's activity.
Learn More
Sat, February 14
2026 Seaside School Race Weekend: Race Expo
Seaside
The Seaside School Half Marathon + 5K is scheduled for February 13th to 15th, 2026, in Seaside, Florida. This three-day charity race weekend begins on Friday night with "Taste of the Race," a coastal cuisine event, followed by a Race Expo on Saturday, and concluding on Sunday morning with the half marathon and 5K run along Scenic Highway 30A, starting and finishing in Seaside. Registration is available online, and discounts are offered for military personnel, first responders, and educators. The schedule for the 2026 event includes a Locals and Sponsors Packet Pick-Up on Thursday, February 12, from 3:30-7:30 PM; Taste of The Race on Friday, February 13, from 6-9 PM; the Race Expo on Saturday, February 14, from 12-4 PM; and the Half Marathon + 5K in SEASIDE on Sunday, February 15. Participants are encouraged to run along the stunning Scenic Highway 30A. All proceeds directly benefit the SEASIDE SCHOOL FOUNDATION, which supports one of Florida’s oldest and top-performing public charter schools.
Learn More
Sun, February 15
2026 Seaside School Race Weekend: Half Marathon + 5K in SEASIDE
Seaside
The Seaside School Half Marathon + 5K is a three-day charity race weekend scheduled for February 13th through 15th, 2026, in Seaside, Florida. The event starts on Friday evening with the coastal cuisine event Taste of the Race. Saturday features a Race Expo open to all ages, and the weekend culminates on Sunday morning with the half marathon and 5K run along the scenic Highway 30A, beginning and ending in Seaside. Attendees can register for the event, and discounts are available for military personnel, first responders, and educators. The schedule includes Locals and Sponsors Packet Pick-Up on Thursday, February 12, from 3:30 to 7:30 PM; Taste of The Race on Friday, February 13, from 6 to 9 PM; the Race Expo on Saturday, February 14, from 12 to 4 PM; and the Half Marathon + 5K on Sunday, February 15, in SEASIDE. All proceeds from the event directly benefit the SEASIDE SCHOOL FOUNDATION, which supports one of Florida’s oldest and most successful public charter schools.
Learn More
Mon, February 16
Seaside Athletic Club: Core Express
Seaside
This fast-paced, 45-minute class is designed to target and strengthen core muscles, improve posture, and enhance stability. Modifications are available to accommodate all fitness levels, from beginner to advanced. Participants will engage in a mix of floor exercises, dynamic movements, and bodyweight routines intended to increase muscle endurance and tone the midsection. The class regularly takes place at the SEASIDE® Assembly Hall, and fees apply for attendance. Please note that on January 19th, the class will be held at the West Pool Deck, weather permitting.
Learn More
Tue, February 17
Seaside Athletic Club: Water Aerobics
Seaside
The water aerobics class is described as a fun, low-impact session focused on enhancing cardiovascular fitness, strength, and flexibility by utilizing the natural resistance of water. This full-body workout is gentle on the joints, making it suitable for participants, regardless of their swimming experience, who may have arthritis, joint pain, or who desire an effective, yet softer, alternative to conventional land-based exercise. Attendees can use the class to improve their fitness, aid in injury recovery, or simply enjoy a refreshing workout while staying active in the pool. This class is held at The Family Pool, and fees are applicable.
Learn More
Wed, February 18
Kick Off Crawfish Season
Seaside
This high-energy, full-body workout is designed to strengthen and sculpt every major muscle group. The class effectively combines strength training with cardiovascular movements, making it an excellent option for increasing lean muscle mass, boosting metabolism, and improving endurance. The exercises are adaptable, ensuring the program is suitable for all fitness levels, whether the participant is new to fitness or a seasoned athlete. This class takes place at the SEASIDE Assembly Hall, and fees apply for enrollment.
Learn More
Thu, February 19
Seaside Athletic Club: Water Aerobics
Seaside
This fun, low-impact water aerobics class is designed to improve cardiovascular fitness, strength, and flexibility by utilizing the natural resistance of water. The class offers a gentle, full-body workout that is suitable for both beginners and experienced swimmers. It is an ideal alternative to land-based exercises for individuals managing arthritis or joint pain, as it is gentle on the joints. Participants looking to improve their fitness, recover from an injury, or simply enjoy a refreshing workout will find this class an excellent way to stay active in the pool. The class is held at The Family Pool, and fees apply.
Learn More
Fri, February 20
Seaside Athletic Club: Meditative Movement
Seaside
This distinctive class offers a combination of gentle, flowing movements and mindfulness techniques, promoting physical relaxation and inner peace. The curriculum emphasizes linking breath with movement, enabling participants to attain calmness and equilibrium while simultaneously stretching and strengthening their bodies. These exercises are specifically designed to enhance flexibility, mobility, and posture, contributing to stress reduction and greater overall body awareness. It is an excellent choice for individuals who desire a tranquil, low-impact exercise regimen that benefits both the mind and body. The class is held at the SEASIDE® Assembly Hall, and fees are applicable for participation.
Learn More
Fri, February 20
Emily Bass
Seaside
Emily Bass will be performing live from 4 PM to 7 PM.
Learn More
Fri, February 20
Zack Miller
Seaside
Zack Miller performs live from 4-7 PM.
Learn More
Sat, February 21
Farmers Market
Seaside
The Seaside Farmers Market takes place in the Seaside Amphitheater, rain or shine. Market hours are Saturdays from 9 AM to 1 PM and Tuesdays from 9 AM to 1 PM (June until July 30). Airstream Row is located next to the market, as are many shops, restaurants, and places to sit and watch the town go by.
Learn More
Mon, February 23
Seaside Athletic Club: Core Express
Seaside
This fast-paced, 45-minute class is designed to target and strengthen the core muscles of participants, resulting in improved posture and enhanced stability. Modifications are offered to accommodate all fitness levels, from beginner to advanced. The session incorporates a mix of floor exercises, dynamic movements, and bodyweight routines, all intended to increase muscle endurance and tone the midsection. The class typically takes place at the SEASIDE® Assembly Hall. Participants should note that fees apply, and on January 19th, the class location will be changed to the West Pool Deck, weather permitting.
Learn More
Wed, February 25
Seaside Athletic Club: Total Bodysculpt
Seaside
This intense, comprehensive workout is designed to strengthen and sculpt all primary muscle groups. The session integrates both strength training and cardiovascular exercises, serving as an effective means to increase lean muscle, enhance metabolism, and build endurance. The movements are adjustable to accommodate participants of all fitness levels, from beginners to experienced athletes. The class is held at the SEASIDE® Assembly Hall, and fees are applicable for participation.
Learn More
Thu, February 12
Pop-up Return for Seaside Race Week
Seaside
Where:
Amavida Donuts
Central Square, Seaside, 32459
When:
Thursday, February 12, 7:00 am - 12:00 am
In 1 days
Amavida Donuts is scheduled to return with a pop-up shop in Seaside, coinciding with the Seaside Half Marathon and 5K race week, beginning on Thursday, February 12th. The shop plans to reopen with an updated menu to align with the race-week festivities.
Thu, February 12
Seaside Athletic Club: Water Aerobics
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Thursday, February 12, 8:30 am - 9:30 am
In 1 days
The Water Aerobics class is a fun, low-impact session designed to improve cardiovascular fitness, strength, and flexibility by utilizing the natural resistance of water. Suitable for both beginners and experienced swimmers, this activity provides a full-body workout that is gentle on the joints, making it an excellent choice for individuals managing arthritis, joint pain, or those seeking an effective, softer alternative to traditional land-based exercises. Whether participants aim to boost their fitness, recover from an injury, or simply enjoy a refreshing workout, the class offers a great way to stay active and have fun in the pool. This class takes place at The Family Pool, and associated fees apply.
Thu, February 12
2026 Seaside School Race Weekend: Locals and Sponsors Packet Pick-Up
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Thursday, February 12, 3:30 pm - 7:30 pm
In 1 days
The Seaside School Half Marathon + 5K is a three-day charity race weekend scheduled for February 13th through 15th, 2026, in Seaside, Florida. The event starts on Friday night with the coastal cuisine event “Taste of the Race,” followed by a “Race Expo” on Saturday that is suitable for all ages. The weekend culminates on Sunday morning with the half marathon and 5K run along the scenic Highway 30A, beginning and ending in Seaside. Discounts on registration are available for military personnel, first responders, and educators. The event schedule includes Locals and Sponsors Packet Pick-Up on Thursday, February 12, from 3:30 to 7:30 PM; “Taste of The Race” on Friday, February 13, from 6 to 9 PM; the “Race Expo” on Saturday, February 14, from 12 to 4 PM; and the Half Marathon + 5K in SEASIDE on Sunday, February 15. All proceeds from the event directly benefit the SEASIDE SCHOOL FOUNDATION, which supports one of Florida’s oldest and top-performing public charter schools.
Fri, February 13
Seaside Athletic Club: Meditative Movement
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Friday, February 13, 9:00 am - 10:00 am
In 2 days
This unique class is designed to cultivate inner peace and physical relaxation by blending gentle, flowing movements with mindfulness practices. Participants are guided to connect their breath with motion, which helps them achieve a sense of calm and balance while simultaneously stretching and strengthening the body. The exercises are low-impact and focused on improving flexibility, mobility, and posture, making the class ideal for those seeking a workout that nurtures both the body and mind while reducing stress and increasing overall body awareness. This session is held at the SEASIDE® Assembly Hall, and fees apply.
Fri, February 13
Jared Herzog
Seaside
Where:
The Shrimp Shack & Boardwalk Bar
2236 Scenic Hwy 30A, Seaside, 32459
When:
Friday, February 13, 4:00 pm - 7:00 pm
In 2 days
Jared Herzog will be performing live from 4:00 PM to 7:00 PM.
Fri, February 13
Keylan Smith
Seaside
Where:
Pickle's Sandbar
2236 CR-30A, Santa Rosa Beach, 32459-6210
When:
Friday, February 13, 4:00 pm - 7:00 pm
In 2 days
Keylan Smith will be performing live from 4-7 PM.
Fri, February 13
2026 Seaside School Race Weekend: Taste of The Race
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Friday, February 13, 6:00 pm - 9:00 pm
In 2 days
The Seaside School Half Marathon + 5K is a three-day charity race weekend scheduled for February 13th through 15th, 2026, in Seaside, Florida. The event begins on Friday night with “Taste of the Race,” a coastal cuisine event, followed by a Race Expo on Saturday. The weekend culminates on Sunday morning with the half marathon and 5K run along the scenic Highway 30A, starting and finishing in Seaside. Discounts are offered for military personnel, first responders, and educators. The schedule includes a Locals and Sponsors Packet Pick-Up on Thursday, February 12, from 3:30-7:30 PM, “Taste of The Race” on Friday, February 13, from 6-9 PM, the Race Expo on Saturday, February 14, from 12-4 PM, and the Half Marathon + 5K in SEASIDE on Sunday, February 15. All proceeds from the event directly benefit the SEASIDE SCHOOL FOUNDATION, which supports one of Florida’s oldest and top-performing public charter schools.
Sat, February 14
Valentine’s Day Cookie Boxes
Seaside
Where:
Amavida Donuts
Central Square, Seaside, 32459
When:
Saturday, February 14, 7:00 am - 12:00 am
In 3 days
Amavida Coffee and Perla Baking Co. are introducing Valentine’s Day cookie boxes, which will be available in the days leading up to Saturday, February 14th. The boxes will feature a dozen festive, freshly baked cookies. In other news, AJ’s Grayton Beach is hosting a job fair on February 2nd and February 9th, from 12 PM to 5 PM. Interested applicants are encouraged to attend ready to interview and bring their resume. The restaurant group, a locally owned and operated establishment that has been part of the community for over 42 years, is hiring for all departments. These positions include Bartenders, Servers, Door Staff, Retail Associates, Bussers, Expos, Food Runners, Host Staff, Kitchen Staff, Prep Cooks, and Late Night Bussers. Candidates will have the opportunity to meet face-to-face with hiring managers to learn about the many available opportunities.
Sat, February 14
Farmers Market
Seaside
Where:
Seaside Farmers Market
2235 E County Hwy 30A, Seaside, 32459
When:
Saturday, February 14, 9:00 am - 1:00 pm
In 3 days
The Seaside Farmers Market is held in the Seaside Amphitheater, rain or shine. Market hours are Saturdays from 9 AM to 1 PM and Tuesdays from 9 AM to 1 PM (June until July 30). Airstream Row is located next to the market, along with many shops, restaurants, and places to sit and observe the town’s activity.
Sat, February 14
2026 Seaside School Race Weekend: Race Expo
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Saturday, February 14, 12:00 pm - 4:00 pm
In 3 days
The Seaside School Half Marathon + 5K is scheduled for February 13th to 15th, 2026, in Seaside, Florida. This three-day charity race weekend begins on Friday night with “Taste of the Race,” a coastal cuisine event, followed by a Race Expo on Saturday, and concluding on Sunday morning with the half marathon and 5K run along Scenic Highway 30A, starting and finishing in Seaside. Registration is available online, and discounts are offered for military personnel, first responders, and educators. The schedule for the 2026 event includes a Locals and Sponsors Packet Pick-Up on Thursday, February 12, from 3:30-7:30 PM; Taste of The Race on Friday, February 13, from 6-9 PM; the Race Expo on Saturday, February 14, from 12-4 PM; and the Half Marathon + 5K in SEASIDE on Sunday, February 15. Participants are encouraged to run along the stunning Scenic Highway 30A. All proceeds directly benefit the SEASIDE SCHOOL FOUNDATION, which supports one of Florida’s oldest and top-performing public charter schools.
Sun, February 15
2026 Seaside School Race Weekend: Half Marathon + 5K in SEASIDE
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Sunday, February 15, 6:00 pm - 9:00 pm
In 4 days
The Seaside School Half Marathon + 5K is a three-day charity race weekend scheduled for February 13th through 15th, 2026, in Seaside, Florida. The event starts on Friday evening with the coastal cuisine event Taste of the Race. Saturday features a Race Expo open to all ages, and the weekend culminates on Sunday morning with the half marathon and 5K run along the scenic Highway 30A, beginning and ending in Seaside. Attendees can register for the event, and discounts are available for military personnel, first responders, and educators. The schedule includes Locals and Sponsors Packet Pick-Up on Thursday, February 12, from 3:30 to 7:30 PM; Taste of The Race on Friday, February 13, from 6 to 9 PM; the Race Expo on Saturday, February 14, from 12 to 4 PM; and the Half Marathon + 5K on Sunday, February 15, in SEASIDE. All proceeds from the event directly benefit the SEASIDE SCHOOL FOUNDATION, which supports one of Florida’s oldest and most successful public charter schools.
Mon, February 16
Seaside Athletic Club: Core Express
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Monday, February 16, 7:30 am - 8:30 am
In 5 days
This fast-paced, 45-minute class is designed to target and strengthen core muscles, improve posture, and enhance stability. Modifications are available to accommodate all fitness levels, from beginner to advanced. Participants will engage in a mix of floor exercises, dynamic movements, and bodyweight routines intended to increase muscle endurance and tone the midsection. The class regularly takes place at the SEASIDE® Assembly Hall, and fees apply for attendance. Please note that on January 19th, the class will be held at the West Pool Deck, weather permitting.
Tue, February 17
Seaside Athletic Club: Water Aerobics
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Tuesday, February 17, 8:30 am - 9:30 am
In 6 days
The water aerobics class is described as a fun, low-impact session focused on enhancing cardiovascular fitness, strength, and flexibility by utilizing the natural resistance of water. This full-body workout is gentle on the joints, making it suitable for participants, regardless of their swimming experience, who may have arthritis, joint pain, or who desire an effective, yet softer, alternative to conventional land-based exercise. Attendees can use the class to improve their fitness, aid in injury recovery, or simply enjoy a refreshing workout while staying active in the pool. This class is held at The Family Pool, and fees are applicable.
Wed, February 18
Kick Off Crawfish Season
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Wednesday, February 18, 7:30 am - 8:30 am
In 7 days
This high-energy, full-body workout is designed to strengthen and sculpt every major muscle group. The class effectively combines strength training with cardiovascular movements, making it an excellent option for increasing lean muscle mass, boosting metabolism, and improving endurance. The exercises are adaptable, ensuring the program is suitable for all fitness levels, whether the participant is new to fitness or a seasoned athlete. This class takes place at the SEASIDE Assembly Hall, and fees apply for enrollment.
Thu, February 19
Seaside Athletic Club: Water Aerobics
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Thursday, February 19, 8:30 am - 9:30 am
In 8 days
This fun, low-impact water aerobics class is designed to improve cardiovascular fitness, strength, and flexibility by utilizing the natural resistance of water. The class offers a gentle, full-body workout that is suitable for both beginners and experienced swimmers. It is an ideal alternative to land-based exercises for individuals managing arthritis or joint pain, as it is gentle on the joints. Participants looking to improve their fitness, recover from an injury, or simply enjoy a refreshing workout will find this class an excellent way to stay active in the pool. The class is held at The Family Pool, and fees apply.
Fri, February 20
Seaside Athletic Club: Meditative Movement
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Friday, February 20, 9:00 am - 10:00 am
In 9 days
This distinctive class offers a combination of gentle, flowing movements and mindfulness techniques, promoting physical relaxation and inner peace. The curriculum emphasizes linking breath with movement, enabling participants to attain calmness and equilibrium while simultaneously stretching and strengthening their bodies. These exercises are specifically designed to enhance flexibility, mobility, and posture, contributing to stress reduction and greater overall body awareness. It is an excellent choice for individuals who desire a tranquil, low-impact exercise regimen that benefits both the mind and body. The class is held at the SEASIDE® Assembly Hall, and fees are applicable for participation.
Fri, February 20
Emily Bass
Seaside
Where:
The Shrimp Shack & Boardwalk Bar
2236 Scenic Hwy 30A, Seaside, 32459
When:
Friday, February 20, 4:00 pm - 7:00 pm
In 9 days
Emily Bass will be performing live from 4 PM to 7 PM.
Fri, February 20
Zack Miller
Seaside
Where:
Pickle's Sandbar
2236 CR-30A, Santa Rosa Beach, 32459-6210
When:
Friday, February 20, 4:00 pm - 7:00 pm
In 9 days
Zack Miller performs live from 4-7 PM.
Sat, February 21
Farmers Market
Seaside
Where:
Seaside Farmers Market
2235 E County Hwy 30A, Seaside, 32459
When:
Saturday, February 21, 9:00 am - 1:00 pm
In 10 days
The Seaside Farmers Market takes place in the Seaside Amphitheater, rain or shine. Market hours are Saturdays from 9 AM to 1 PM and Tuesdays from 9 AM to 1 PM (June until July 30). Airstream Row is located next to the market, as are many shops, restaurants, and places to sit and watch the town go by.
Mon, February 23
Seaside Athletic Club: Core Express
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Monday, February 23, 7:30 am - 8:30 am
In 12 days
This fast-paced, 45-minute class is designed to target and strengthen the core muscles of participants, resulting in improved posture and enhanced stability. Modifications are offered to accommodate all fitness levels, from beginner to advanced. The session incorporates a mix of floor exercises, dynamic movements, and bodyweight routines, all intended to increase muscle endurance and tone the midsection. The class typically takes place at the SEASIDE® Assembly Hall. Participants should note that fees apply, and on January 19th, the class location will be changed to the West Pool Deck, weather permitting.
Wed, February 25
Seaside Athletic Club: Total Bodysculpt
Seaside
Where:
Seaside
Scenic Highway 30-A
When:
Wednesday, February 25, 7:30 am - 8:30 am
In 14 days
This intense, comprehensive workout is designed to strengthen and sculpt all primary muscle groups. The session integrates both strength training and cardiovascular exercises, serving as an effective means to increase lean muscle, enhance metabolism, and build endurance. The movements are adjustable to accommodate participants of all fitness levels, from beginners to experienced athletes. The class is held at the SEASIDE® Assembly Hall, and fees are applicable for participation.
Expect wonderful year-round events that draw curious visitors, including the Farmers Market every Monday and Saturday. Enjoy live music at Sounds of Seaside, and don’t miss the Seeing Red Wine Festival in the fall. Holiday events feature the Christmas Parade and New Year’s Eve fireworks. Art lovers can visit the First Friday Art Walk, and athletes can join the Half Marathon and 5K Run in the spring. These events make this adorable town a vibrant destination year-round.
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