Image: Dream Catcher Charters' websiteWater ActivitiesDream Catcher ChartersKey West, FLCustom private fishing charters, sandbar outings, and eco-snorkeling tours led by veteran local captains.View Details
Photo by Samuel PhillipsWater ActivitiesSebago WatersportsKey West, FLSunset catamaran sails, coral reef snorkeling, parasailing, kayak tours, and full-day watersports adventure packages.View Details
Photo by Ayşegül AytörenWater ActivitiesSchooner HinduKey West, FLHistoric 1925 gaff-rigged wooden schooner. Offers intimate day sails and classic sunset sails in Key West Harbor.View Details
Image: Honest Eco's websiteWater ActivitiesHonest EcoKey West, FLBiologist-led dolphin watching and shallow-water snorkeling tours in Key West National Wildlife Refuge, aboard the "Squid" — Key West's first lithium-ion solar-powered catamaran.View Details
Photo by Ayşegül AytörenWater ActivitiesSunset Sail Key WestKey West, FLBoutique local charter sailing classic wooden vessels, including replica Chesapeake skipjacks and ketches. Focused on small-group sailing and reef snorkeling.View Details
Photo by Trieu Kim TranWater ActivitiesNice Guy ChartersKey West, FLLocal private charter providing custom snorkel, dolphin watch, and sandbar trips.View Details
Photo by Vika GlitterWater ActivitiesIsland Vibes ChartersKey West, FLBoutique private boat charters specializing in customizable sandbar excursions, remote reef snorkeling, and sunset cruises away from the crowds.View Details
Photo by Valera RychmanWater ActivitiesSchooner WolfKey West, FLSail aboard a classic 74-foot steel-hulled flagship of the Conch Republic. Offers sunset sails, stargazing sails, and pirate-themed harbor excursions.View Details
Photo by Vika GlitterWater ActivitiesCruisin' Tikis Key WestKey West, FLMotorized floating tiki bar tours around Key West Harbor and local sandbars. Private BYOB charter experience.View Details
Image: Key West Helicopter Tours' websiteWater ActivitiesKey West Helicopter ToursKey West, FLScenic helicopter flight tours providing bird's-eye views of Key West harbor, historical landmarks, marine life, and shallow shipwrecks.View Details
Photo by Vika GlitterWater ActivitiesKey West Extreme AdventuresKey West, FLMarine biologist-led shark tours and wildlife eco-adventures in the Key West backcountry shallow waters.View Details
Photo by Trieu Kim TranWater ActivitiesPurple Heron ChartersKey West, FLPrivate custom boat charters for sandbars, snorkeling, and backcountry eco-adventures with Captain Keith.View Details
Photo by Vika GlitterWater ActivitiesDanger ChartersKey West, FLLuxury wind sailing, shallow-water reef snorkeling, and sea kayaking eco-tours. Nature-focused and intimate group sizes.View Details
Photo by Trieu Kim TranWater ActivitiesKey West Pro GuidesKey West, FLBoutique collective of Key West's premier independent light-tackle sportfishing captains, offering online charter reservations.View Details
Photo by Vika GlitterWater ActivitiesLazy Dog AdventuresKey West, FL AreaBoutique dog-friendly kayak and paddleboard tours exploring shallow mangrove creeks and backcountry channels.View Details
Image: Fury Key West's websiteWater ActivitiesFury Key WestKey West, FLAll-inclusive watersports: reef snorkeling, parasailing, sunset sails, jet skis, and dolphin watch eco-tours aboard large catamarans.View Details
Photo by Vika GlitterWater ActivitiesKey West Seaplane AdventuresKey West, FLThe exclusive, authorized seaplane flight service to Dry Tortugas National Park and historic Fort Jefferson, departing from Key West International Airport.View Details