Seaside, Florida: The Most Underrated Town in the State
Seaside, Florida, has been named the “most underrated town” in the entire state by multiple travel sources in 2025, and for good reason-it’s a coastal gem that blends architectural beauty, vibrant community spirit, and a relaxed, family-friendly atmosphere that stands apart from Florida’s more crowded destinations.
A Distinctive, Movie-Famous Setting
Seaside is nestled along the Florida Panhandle’s scenic 30A, a stretch of picturesque coastline known for its sugar-white sands and emerald waters. The town’s pastel cottages, white picket fences, and iconic pavilions have made it instantly recognizable, especially since it served as the backdrop for the 1998 film The Truman Show. This cinematic history only adds to Seaside’s allure, drawing visitors eager to experience its storybook setting in real life.
New Urbanism and Walkable Charm
One of Seaside’s defining features is its commitment to the principles of New Urbanism-a design philosophy that emphasizes walkability, community engagement, and architectural harmony. The town’s layout encourages strolling along brick-paved streets, where you’ll find a mix of Victorian and modern architectural styles. Open communal spaces foster a sense of togetherness, making it easy for residents and visitors alike to connect and enjoy the town’s vibrant atmosphere.
Vibrant Community and Events
Seaside is more than just a pretty face; it’s a lively community with a calendar packed full of events. Annual highlights include the 30A Songwriters Festival and the Seeing Red Wine Festival, both of which draw crowds eager to celebrate music, food, and local culture. The Seaside Times newspaper keeps everyone informed about happenings, local artisans, and small businesses, further strengthening the town’s tight-knit feel.
Culinary Delights and Shopping
Food lovers will find plenty to savor in Seaside. The town’s culinary scene is diverse, with options ranging from fresh seafood at The Shrimp Shack to creative Southern cuisine at the Great Southern Cafe. For something quick and quirky, Airstream Row offers a lineup of food trucks serving everything from tacos to gourmet grilled cheese sandwiches, ensuring there’s something for every palate.
Shopping in Seaside is a delight, with unique boutiques like Seaside Style offering curated goods that capture the town’s laid-back, coastal essence. Family-friendly shops and local artisan markets make it easy to find the perfect souvenir or beach accessory.
Outdoor Adventures and Natural Beauty
Seaside’s location provides easy access to outdoor activities that showcase the area’s natural beauty. The nearby Timpoochee Trail is an 18-mile scenic path perfect for biking and walking, while Grayton Beach State Park, just a mile away, offers opportunities for hiking, camping, and wildlife viewing. Water enthusiasts can enjoy kayaking, paddleboarding, and fishing in the Gulf’s clear waters, often spotting dolphins or seabirds along the way.
Family-Friendly Atmosphere
What truly sets Seaside apart is its welcoming, family-friendly vibe. The town is meticulously clean, safe, and designed for easy exploration on foot or by bike. Its central square and open spaces invite families to relax, play, and soak in the sun, while the abundance of activities ensures there’s never a dull moment.
A Place That Feels Like Home-Even If You’re Just Visiting
Despite its growing popularity, Seaside retains a sense of authenticity and warmth that can be missing from more commercialized beach towns. It manages to be both upscale and unpretentious, embracing its Florida roots while offering a vacation experience that feels both special and accessible. Whether you’re drawn by the architecture, the events, the food, or simply the promise of a slower pace by the sea, Seaside delivers an unforgettable stay.
Seaside, Florida, is the state’s most underrated town because it offers:
- Striking architecture and a walkable layout inspired by New Urbanism
- A vibrant calendar of community events and festivals
- A diverse culinary and shopping scene
- Easy access to natural beauty and outdoor adventures
- A family-friendly, welcoming atmosphere that feels like home
For travelers seeking a quintessential Florida experience away from the crowds-where charm, community, and coastal beauty converge-Seaside is the ultimate hidden treasure.
Sources:
- https://www.worldatlas.com/cities/2025-s-most-underrated-towns-in-florida.html
- https://www.iheart.com/content/2025-03-03-charming-florida-spot-named-most-underrated-town-in-the-entire-state/
- https://www.businessinsider.com/30a-florida-best-town-seaside-things-to-do
- https://travelswithbibi.com/seaside-florida/
- https://wildandwellblog.com/2024/09/09/seaside-florida-travel-guide/