Conch Tour Train

ALL ABOARD and welcome to 400 years of history, family fun and excitement! See the Best on the tour that's been entertaining visitors to the Island City since 1958. The Conch Tour Train is one of Florida's most popular attractions, and for a good reason. Our expert 'engineers' and friendly staff have delighted over 10 million guests with the legends and lores of this charming tropical paradise. More on Conch Tour Train >

Old Town Trolley Tours® of Key West

See the best of Key West on our 90 minutes tours. We are Key West’s most comprehensive tour, covering over 100 points of interest. Get off at any of our convenient stops to shop, dine or sightsee then reboard a trolley and it’s on with the tour. More on Old Town Trolley Tours>

Danger Charters

When you sail with Danger Charters, you sail to another world and time; to a place where the wildlife is still "wild", and your interaction with nature is intimate and authentic. You feel as if you’ve stepped back in time, back to the days when the Florida Keys backcountry was home to traditional, shallow-draft sailing craft, captained by local water men that had grown up sailing and navigating the notorious shallows and challenging narrow channels of the Florida Keys. More on Danger Charters >

Dolphin Safari Charters

Our 3.5 hr. trip takes only 6 passengers to see dolphins in the wild. Each dolphin safari is unique and exciting. Watch them sleep, fish & play. Enjoy a nice boat ride, then snorkel & see fish, starfish, stingrays, turtles, patch reef, sponge gardens & more. Swim and snorkel in the shallow turquoise waters of the marine sanctuary. Snorkel equipment is provided. Complimentary soft drinks, bottled water, light snacks and fresh pineapple. More on Dolphin Safari Charters >

Fury Glassbottom Boat

Whether enjoying one of the day time eco-tours to the coral reef or our later eco-tour that combines a daylight viewing of the reef followed by an incredible Key West Sunset the Fury Glassbottom Boat offers educational fun for all the family. More on Fury Glassbottom boat

Lazy Dog Charters

Lazy Dog Kayak Guides offers kayak tours and rentals daily. Tours include a 4 hour kayak and snorkel tour and a 2 hour kayak tour. You can also rent a kayak on your own and we will supply you with a map and suggested areas to explore. More on Lazy Dog Charters >

Sebago Watersports

Premiere Watersports company serving Key West for over 20 years, offering the finest watersports experience and the best seats on the water! Champagne Sunset Sails, Snorkel and Sail Excursions to the living coral reef with all equipment and instruction included. Parasailing, jet skis and wave runners, All Day Island Ting and Power Adventure with continental breakfast, buffet lunch drinks and all the toys included! Private Charters for Special Events... More on Sebago Watersports >

Sunny Days Catamarans

Whether it’s snorkeling the living coral reef, observing dolphins in their natural habitat, or reliving the history of Fort Jefferson in the Dry Tortugas, let Sunny Days Catamarans be your host! We are a small, family owned company who respects the fragile ecosystem of the Keys. Throughout the past 19 years, we have worked hard to operate a business that has as minimal an impact as possible. Our Owner Sonny Eymann, designed and built our 5 boats with state-of-the-art materials for fuel efficiency and a fast, smooth ride. Enjoy almost two hours of snorkeling in a three-hour trip aboard the power catamarans “Reef Express” & “Cruzan Cat”! These fast and stable catamarans take you to two separate snorkeling locations at the Florida Keys National Marine Sanctuary. More on the Sunny Day Catamarans>

Sunset Watersports

Sunset Watersports is Key West's oldest and largest Water Sports company with 4 locations since 1984. Offers: Parasail $29 AM flights, Reef Snorkel Trips $35, Sunset Cruises $30, 2 Beach Locations offering Sailboats, Kayaking, Wind Surfing, Chairs & Umbrellas, Safari Tours & Boat Rentals. The World's 1st Water Sports Party Boat Company introduces our NEW 2 Million Dollar Air-Conditioned 149 Passenger Party Cat. More on Sunset Watersports >

Yankee Freedom II - Dry Tortugas National Park

Almost 70 miles, (112.9 km) west of Key West, Florida nestled among spectacular coral reefs, fascinating shipwrecks, and sandy beaches, lie seven undeveloped coral and sand islands called the Dry Tortugas. The Yankee Freedom II, Key West’s premier ferry to the Dry Tortugas, departs daily at 8am. More on Yankee Freedom II>

Sunny Days Catamarans

Whether it’s snorkeling the living coral reef, observing dolphins in their natural habitat, or reliving the history of Fort Jefferson in the Dry Tortugas, let Sunny Days Catamarans be your host! We are a small, family owned company who respects the fragile ecosystem of the Keys. Throughout the past 19 years, we have worked hard to operate a business that has as minimal an impact as possible. Our Owner Sonny Eymann, designed and built our 5 boats with state-of-the-art materials for fuel efficiency and a fast, smooth ride. Enjoy almost two hours of snorkeling in a three-hour trip aboard the power catamarans “Reef Express” & “Cruzan Cat”! These fast and stable catamarans take you to two separate snorkeling locations at the Florida Keys National Marine Sanctuary. More on the Sunny Day Catamarans>

Yankee Freedom II - Dry Tortugas National Park

Almost 70 miles, (112.9 km) west of Key West, Florida nestled among spectacular coral reefs, fascinating shipwrecks, and sandy beaches, lie seven undeveloped coral and sand islands called the Dry Tortugas. The Yankee Freedom II, Key West’s premier ferry to the Dry Tortugas, departs daily at 8am. More on Yankee Freedom II>