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.
Double the Fun: Slide into a Crab Island Adventure!
Zip across the Emerald Coast and explore coves and beaches at your own pace.
Reach Crab Island in 10–15 minutes from Okaloosa Island on clean, comfortable pontoons
Sail Choctawhatchee Bay with a captain, spot wildlife, and try steering the catamaran
Spot dolphins, seabirds, and sea turtles with a licensed local captain
Sail with a licensed captain to swim, snorkel, and unwind—perfect for families and groups up to six
See local sea life as you snorkel Destin and Choctawhatchee Bay with a licensed captain
Catch sunrise views over Choctawhatchee Bay with a private captain
Ride high-performance jet skis along Fort Walton Beach with fuel included
Cruise Choctawhatchee Bay with up to 12 friends aboard a shaded pontoon
Cruise Choctawhatchee Bay with bimini shade, fuel included, and operating instructions
Ride brand-new GTI jet skis on a guided 2-hour dolphin tour with a stop at Crab Island
Snorkel vibrant waters and spot playful dolphins on a relaxing afternoon cruise
Start your day snorkeling clear waters and spotting playful dolphins on a morning cruise.
Explore Crab Island and Destin waters with a beginner-friendly boat and Bluetooth stereo
Cruise Destin’s waters on a 12-passenger pontoon with Bluetooth stereo and a free cooler
Spot wild dolphins on a narrated 2-hour cruise with free beverages
Spot wild dolphins at sunset with free drinks on a 2-hour cruise
Enjoy a private, operator-driven boat charter tailored to your group's interests
Explore Key West waterways at your pace on a spacious pontoon with cooler, shade, and room for up to 12.
Explore Key West waterways with friends on a spacious pontoon equipped with two slides
Cruise to Crab Island on a spacious pontoon with fuel and safety gear included
Cruise to Crab Island on a 12-passenger pontoon with fuel and safety gear included
Slide into an affordable adventure on a double-decker pontoon with two waterslides
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.
Explore Crab Island and the bay on a roomy double-decker pontoon with slides; fuel included
Enjoy a 3-hour eco cruise to Crab Island aboard a 45' catamaran with roomy seating and a bathroom onboard
Search for dolphins and snorkel on a 3-hour cruise aboard a 45-foot catamaran.
Play on a lit downtown court for up to 16 players with easy 2-hour bookings
Cruise the Emerald Coast on a 14-passenger tiki boat with optional captain
Explore the water in comfort on a spacious pontoon, perfect for a relaxing day
Relax on a spacious two-level barge with a built-in slide for a fun day at Crab Island
Teach kids to fish on a private 2-hour charter with hands-on instruction
Fish the Gulf on a private charter with gear and license included; choose 4–12 hour trips for up to 6.
Customize your day with snorkeling, dolphin cruising, and time at Crab Island on a private boat
Cruise Destin waters in comfort on a private 40' yacht with upscale amenities and room to unwind
Customize your day around Crab Island with lounge floats, snorkel gear, shade, and a cooler on a private pontoon
Explore Destin and Ft. Walton Beach with a captain who shares hidden gems
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.