Discover Destin–Fort Walton Beach: A Four-Day Island Escape

Just south of I-10, more than 20 miles of sugar-white sand and crystal-clear waters invite you to slow down and reconnect in Destin–Fort Walton Beach, Florida. This four day itinerary blends beachfront relaxation, family-friendly adventures and local favorites, creating a well-rounded island escape rooted in self-discovery and the charm of Northwest Florida.

From sunrise beach walks to dolphin cruise filled sunsets, here’s how to experience Destin–Fort Walton Beach while leaving room for discovery.

Day 1: Arrival and Island Unwind

Arrive at Destin–Fort Walton Beach Airport (VPS) in the morning and head to Beal House Fort Walton Beachfront, Tapestry Collection by Hilton. Located directly on the sand on Okaloosa Island, Beal House offers contemporary coastal design with nods to local history. The property features 100 guest rooms, many with balconies overlooking the Gulf, along with a beachfront pool, fitness center and direct beach access.

After checking in, spend the afternoon settling into vacation mode with time on the beach or a quiet walk along the shoreline. As the day winds down, visit nearby Ross Marler Park, a peaceful spot to enjoy coastal views and a relaxed first evening on the island.

Day 2: Doughnuts, Dolphins and the Destin Harbor

Begin the morning at Parlor Doughnuts, known for its layered doughnuts and specialty coffee. Options include classic favorites like the Maple Bacon doughnut, topped with crisp bacon and warm maple icing with a hint of cinnamon, or the Blueberry Hill, finished with a soft dusting of powdered sugar and bright blueberry icing. Vegan and gluten-friendly selections are also available, making it an easy stop for the whole family.

Spend the late morning at the beach before heading to Destin Harbor for lunch at AJ’s Seafood & Oyster Bar. A local staple since 1984, AJ’s serves fresh seafood in a lively harbor setting. Be sure to check out some of their signature dishes including the Coastal Steamer Platter, piled high with delicious Gulf shrimp and shellfish, and AJ’s Fish Tacos, featuring seasoned fish, fresh toppings and warm tortillas.

After lunch, explore HarborWalk Village , where waterfront shops, restaurants and family-friendly attractions line the harbor.

As evening approaches, board the glass bottomed boats of Boogie’s Sunset Dolphin Cruise for a narrated tour through the harbor and along the coast. Watch dolphins surface as the sun sets over the water, creating an unforgettable end to the day.

Return to Okaloosa Island for dinner at Rockin’ Tacos. Located above The Boardwalk, the restaurant pairs Gulf views with bold flavors. Check out their menu favorites including Baja-style fish tacos made with fried avocados and house-made tortillas, blending coastal ingredients with classic Mexican-inspired dishes.

Day 3: Pier Fishing, Downtown Strolls and Waterfront Dining

In Destin–Fort Walton Beach, epic adventures await families with our Little Adventures classes. From exploring hidden sea critters by snorkeling to gliding on the crystal-clear waters on a Stand Up paddle-board (SUP), these hands-on experiences are designed to inspire confidence, spark curiosity and create unforgettable memories for families and kids of all ages.

Spend the morning participating in a Little Adventures fishing class at The Island Pier on Okaloosa Island. This guided experience introduces families to pier fishing in a fun and approachable way, making it ideal for beginners. The clear water allows for easy sight-casting, where anglers can spot fish below and cast directly to them. Along the way, it’s common to see dolphins, sea turtles, manta rays, pelicans and herons around the pier.

The Island Pier offers rod and reel rentals, bait and wristband access for the full day, allowing families to take breaks for snacks or lunch before returning to the water.

Afterwards, stop at Angler’s Beachside Grill for lunch, where fresh seafood is served with sweeping views of the Gulf. To continue your seafood filled adventure make sure to look at some of their signature dishes including peel-and-eat shrimp, creamy shrimp and grits, crab-crusted grouper and classic grouper sandwiches.

After lunch, enjoy a sweet treat at Thick Cookie Co., known for oversized cookies in monthly rotating flavors. Options range from banana pudding cookies stuffed with creamy filling to chocolate caramel coconut cookies packed with rich flavors.

Later in the afternoon, explore the downtown area of Fort Walton Beach downtown area of Fort Walton Beach. The walkable district blends coastal charm with local culture, offering boutique shopping, dining and community gathering spaces.

End the day at The Gulf on Okaloosa Island, a bay-front venue designed with recycled materials and open-air seating. The seasonal menu highlights local ingredients, with popular selections including a seafood boil featuring snow crab legs, shrimp, mussels, corn and potatoes; fresh catch of the day fish, prepared grilled, blackened or fried; lobster and shrimp rolls; and the signature Gulf burger.

Day 4: Farewell, For Now

Enjoy breakfast at The Remedy at Beal House before checking out. The menu highlights coastal flavors with Cajun influences. Signature dishes include powdered sugar dusted beignets, the Floribama Benedict topped with grilled shrimp and crawfish mushroom sauce, and strawberry cream cheese-stuffed pancakes finished with fresh berries and whipped cream.

Check out late-morning and depart from VPS in the afternoon.

From laid-back beach days to dolphin encounters and local dining, Destin–Fort Walton Beach offers endless ways to explore, relax and reconnect, making every visit one worth repeating.