Discover amazing Cabbage Key activities and premium in-home experiences.
Cast adrift in the aquamarine waters of Pine Island Sound, Cabbage Key is a sun-dappled hideaway where swaying palms and whispering mangroves set the rhythm. Here, island time reigns supreme—meals linger on breezy porches and every sunset feels private, as if painted just for you. On Cabbage Key, Florida’s coastal wildness invites you to unwind at nature’s pace.
Effortless pedal-assist to explore parks and waterways, plus free delivery on 3+ day rentals
Enjoy days on the water with paddles, vests, and free delivery in Cape Coral, Matlacha, and Pine Island
Enjoy multi-day paddling with included gear and free delivery in Cape Coral, Matlacha, and Pine Island
Have a fishing kayak delivered with paddle, vest, and anchor for multi-day fun around Cape Coral
Enjoy days on the water with free delivery in Cape Coral, Matlacha, and Pine Island
Paddle through mangrove mazes with expert guides and discover local wildlife and history.
Navigate mangrove waterways on a 2-hour self-guided kayak or paddle board adventure.
Rent a kayak or paddle board to explore mangrove islands and spot local wildlife.
Paddle through winding mangrove tunnels with certified naturalists and spot local wildlife up close
Paddle calm Caloosahatchee waters at dusk, spotting dolphins, manatees, and seabirds with a certified naturalist guide
Ideal for fly fishing with up to 3 people and flexible rental durations.
Ideal for fishing with up to 7 people and flexible rental durations.
Cruise and fish local waters with up to 7 people on a comfortable, powerful boat.
Cruise local waterways with friends or family on a spacious deck boat.
Cruise and fish local waters with up to 6 people on a versatile 20′ Tidewater boat.
Spot playful dolphins and other wildlife on a relaxing 1.5-hour morning cruise.
Ride top-tier WaveRunners on Fort Myers waters with flexible 1–8 hour rental options
Enjoy a 24' trimaran for up to 14 passengers with half or full-day options
Enjoy a stable 20' trimaran with room for up to 10 passengers for a relaxed day on the water
Cruise Estero Island and beyond on a 23’ RipTide for up to 14 passengers
Powerful 115 HP pontoon for groups up to 14
Enjoy a lively 90-minute pirate-themed cruise with interactive games and family fun.
Enjoy a 90-minute adults-only pirate cruise with comedy, music, and themed fun on the water.
Spot playful dolphins and collect shells on a small-group 3-hour cruise led by certified naturalists
Watch dolphins and birds on a relaxed 90-minute evening cruise with space for just 28 guests
Spot playful dolphins and diverse birds on a relaxed 90-minute cruise led by certified naturalists
Reel in snook, redfish and more aboard a stable 31' cat with gear, bait and expert captain included
Experience a relaxing wildlife cruise and explore coastal ecosystems with a naturalist guide.
Cabbage Key is a hidden gem where time seems to slow down, inviting you to savor every moment in this serene island paradise. Accessible only by boat, this tranquil escape offers an authentic taste of Old Florida with its lush landscapes and welcoming atmosphere. Imagine arriving as the sun casts golden hues over mangroves and palm trees swaying gently in the ocean breeze—it's a scene straight out of a dream.
Begin your adventure with a stroll along nature trails that weave through verdant foliage, offering glimpses of local wildlife like ospreys and manatees. The island’s centerpiece is its iconic inn, rumored to have inspired Jimmy Buffett's "Cheeseburger in Paradise." Here, you can enjoy delicious meals while surrounded by walls adorned with dollar bills left by previous visitors—a quirky tradition that's hard not to join.
For those seeking more exploration, nearby waters are perfect for kayaking or fishing excursions where dolphins might playfully escort your journey. As evening falls, gather on the dock to watch spectacular sunsets paint the sky in shades of pink and orange. Whether you're sipping cocktails at sunset or exploring secluded coves by day, Cabbage Key promises an unforgettable experience that feels both intimate and extraordinary.