Discover amazing Okaloosa Island activities and premium in-home experiences.
Okaloosa Island is a coastal destination in Florida Gulf Coast, where you'll find sun-soaked beach days, fun for families. Whether you're seeking relaxation, exploration, or local flavor, this vibrant spot has something for everyone.
Cruise Choctawhatchee Bay with up to 12 friends aboard a shaded pontoon
Ride high-performance jet skis along Fort Walton Beach with fuel included
Snorkel vibrant waters and spot playful dolphins on a relaxing afternoon cruise
Enjoy exclusive access to a lighted pickleball court for up to 16 players in downtown Fort Walton Beach
Cruise emerald waterways on a spacious 14-passenger pontoon with twin slides and fuel included.
Enjoy a safe, captain-guided parasail flight with sweeping views of white beaches and marine life.
Ride premium Sea-Doos and reach Crab Island quickly with flexible 30-minute to 8-hour rental options.
Spot wild dolphins while skimming across Choctawhatchee Bay on an early-morning guided jet ski tour
Captain your own pontoon and explore Destin’s emerald waters at your own pace
Spot playful bottlenose dolphins from a spacious glass-bottom boat on a relaxing 90-minute narrated eco-cruise.
Watch playful dolphins and a vibrant sunset from a glass-bottom boat on Destin Harbor
Relax while a captain guides your spacious double-decker pontoon with slides through Destin’s scenic waters.
Pilot a roomy double-decker pontoon with dual slides for an unforgettable day around Destin and Fort Walton Beach.
Pilot your own spacious pontoon with twin slides for a memorable Destin water adventure.
Cruise to Shell Island on brand-new 12-passenger pontoons with fuel and freebies included
Let a pro captain navigate while you relax on a spacious double-decker pontoon with slides just minutes from Crab Island.
Ride a spacious 14-person pontoon featuring two slides and a free lily pad.
Captain your own pontoon for a day of swimming, dolphin watching, and relaxing at Crab Island
Relax at Crab Island and explore Destin Harbor aboard a private tiki boat
Spot playful dolphins and capture stunning Gulf sunsets aboard a custom catamaran.
Watch dolphins and a vibrant Destin sunset with your private group of up to 16.
Experience Destin Harbor's glowing skyline on a luxury sunset cruise with captain and deckhand
Sail into the sunrise on a 1.5-hour private cruise with captain, deckhand, and chilled drinks on board.
Relax on a 3-hour cruise to Crab Island and spot dolphins around Destin Harbor.
Paddleboard, snorkel, and search for dolphins on a captained pontoon with onboard restroom and water toys
Celebrate special moments around a cozy seaside fire with s'mores, games, and hassle-free setup.
Ride a banana boat and watch playful dolphins along Destin's shoreline
Soar above Miramar Beach on a safe, family-friendly parasail flight.
Enjoy a relaxing beachside picnic at sunset with elegant setup and dinner included.
Experience Crab Island, spot dolphins, and enjoy a Destin sunset on a relaxing cruise.
Enjoy a private cruise to Crab Island with water toys and space for your group.
Cruise to Shell Island to spot dolphins and collect sea shells in Destin, FL.
Enjoy a full day on the water with a spacious 24' Tritoon boat for up to 12 people.
Enjoy a spacious 24' Tritoon for 4.5 hours with room for up to 12 people.
Enjoy a family-friendly fishing adventure with up to 6 people included.
Introduce your kids to fishing with a safe, fun, and educational trip in Navarre.
Rent a single kayak and explore beautiful beaches at your own pace.
Rent a tandem kayak and explore beautiful beaches at your own pace.
Rent a stand up paddleboard and enjoy time on the water with easy beach access.
Enjoy a private pontoon boat for up to 11 people and explore the water at your own pace.
Cruise Scenic Highway 98 and explore Destin attractions together in a convenient street-legal cart.
From bayou bounty to beachside charm, the Gulf Coast Groove experience captures the bold, soulful, and refreshingly coastal flavors of America’s southern shoreline.
Enjoy a curated wine tasting experience delivered to your vacation home.
Sample four local craft beers delivered to your beach home and learn about each brewery.
Spice up your gathering with our Tex-Mex Taco Bar, a complete, ready-to-eat meal perfect for groups of 10+
This casual fine dining experience includes a personalized menu featuring fresh, seasonal ingredients, all plated and served at your table for an evening of true culinary delight.
Okaloosa Island is a serene stretch of Florida’s Emerald Coast, where the Gulf meets sugar-soft sands and the rhythm of the waves sets the tone. Less crowded than neighboring Destin, the island is known for its peaceful beaches, pristine views, and family-friendly atmosphere.
Wake to the sound of the surf and spend your day beachcombing, parasailing, or relaxing with a book under an umbrella. Visit the Gulfarium Marine Adventure Park or walk the Okaloosa Island Pier for dolphin sightings and sunset photos. The vibe here is pure relaxation -- no high-rises, no hustle, just beach life at its best.
Greetwell guests can book private beach yoga, sunset photography, in-home massages, or seafood dinners cooked by a local chef. Whether you're planning a romantic retreat or a multigenerational getaway, Okaloosa Island offers a blend of nature, comfort, and coastal simplicity.