Things to do in Chokoloskee

Reserve a private boat for your group of 7 or more and explore the Everglades in search of manatees and wildlife.

Experience a sunset cruise with chances to spot manatees, dolphins, and wildlife in the Everglades.

Experience a private sunset cruise with chances to spot manatees, dolphins, and more in the Everglades.

Spot dolphins and manatees, then relax on a secluded 10,000 Islands beach in a smooth-water eco cruise

Experience wildlife, beach time, and shelling on a private boat tour for your group.

Spot gentle manatees and Everglades wildlife on a relaxed 90-minute covered boat cruise

Catch fish among mangrove-lined islands on a 2.5-hour trip with all gear provided.

Experience a half-day fishing adventure with all equipment and licensing included.

Catch and release in calm backwaters, spot manatees and alligators, and enjoy family-friendly fun

Relax on a private pontoon to Keewaydin with BYOB and beach gear included

Discover hidden island beaches, collect rare seashells, and watch wild dolphins on a guided small-group boat trip.

Explore secluded beaches, collect shells, and watch playful dolphins on a scenic Naples boat trip

BYOB private tiki cruise for up to 26, with beach time or wildlife watching, offered in 3 or 6 hours

Sail a private tiki boat to admire Port Royal mansions, spot wildlife, and toast the sunset.

Cruise the scenic canals of Port Royal and enjoy a relaxing guided boat tour.

Discover rare shells and marine life on a private guided adventure through the Ten Thousand Islands.

Discover rare seashells with expert guides on secluded Southwest Florida islands

Discover rare seashells with expert guides and enjoy a comfortable boat ride through Southwest Florida’s islands.

Capture close-up encounters with dolphins on a private 2–3 hour charter for up to six guests.

Effortlessly explore mangroves by pedal kayak on a relaxing 2-hour eco-tour

Glide through calm mangrove tunnels and learn about the coastal ecosystem on an easy, all-skill-levels tour

Explore Rookery Bay's wildlife-rich waterways with a biologist guide on a small-group 3-hour cruise

Explore hidden mangrove tunnels and mudflats with a biologist guide for a unique wildlife adventure.

Enjoy a customizable private boat tour for your group with expert guides and luxury amenities.

Customize your cruise through hidden islands with expert captains, music, and luxury amenities for up to 17 guests

Spot playful dolphins and collect exotic shells on a guided mangrove cruise.

Paddle calm estuarine waters with a naturalist guide to spot birds, manatees, and dolphins

72-hour kayak, paddle board, or fishing gear rental with free delivery on Marco Island, Goodland, and Isles of Capri

Get gear delivered free on Marco Island, Isles of Capri, and Goodland for a week of paddling and fishing

Explore Marco Island waterways at your own pace with free gear delivery to your door

Explore mangrove tunnels and channels at your own pace with included maps and gear.

Get kayaks, paddleboards, or fishing gear delivered free to your property on Marco Island, Goodland, or Isles of Capri.

Spot playful dolphins up close on a 2-hour guided boat trip with guaranteed sightings.

Cruise the Ten Thousand Islands, spot dolphins, and collect exotic shells on a 2-hour family-friendly adventure

Explore mangrove tunnels and channels at your own pace with included maps and gear.

Cruise the Ten Thousand Islands on a private tour to discover wildlife and gather tropical seashells.

Enjoy a full day exploring islands, wildlife, and local spots with your group on a private boat tour.

Enjoy a customizable private boat tour exploring Marco Island and the 10,000 Islands with your group.

Get kayaks, paddle boards, or fishing gear delivered to your property for six days of flexible exploration.

Enjoy four days with gear delivered free to your home on Marco Island, Goodland, or Isles of Capri