Classic Harbor Line Key West Sailing

Dedicated to providing the most perfect hospitality and sailing experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the most elegant vessel in the local schooner fleet: Adirondack II. While visiting Key West, Florida you will find a number of land and water based activities. However, a classic schooner sail – a day sail or sunset sail – is well known to be the quintessential Key West activity that will highlight your stay and be the lasting memory forever. More on Classic Harbor Line>

Fury Water Adventures

For almost three decades visitors and locals alike have been choosing Fury Water Adventures as their #1 excursion in and on the waters of Key West. Choose from a variety of activities: Snorkeling, Sunset sails/cruises, parasailing, Glass bottom boat, Private Charters and our most popular trip, the all inclusive Fury Ultimate Adventure. More on Fury Water Adventures >

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 >

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 >

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 >

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>

Barefoot Billy's

Barefoot Billy's " Home of the Island Jet Ski Tour" is the premium jet ski company in Key West. If you are looking for The guided island jet ski tour (wave runner tour) or looking to do your own thing with a jet ski rental, we are here to serve you. Barefoot Billy's has been dedicated to serving you, the watersports customer in Key West, for over 20 years. More on Barefoot Billy's >

Classic Harbor Line Key West Sailing

Dedicated to providing the most perfect hospitality and sailing experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the most elegant vessel in the local schooner fleet: Adirondack II. While visiting Key West, Florida you will find a number of land and water based activities. However, a classic schooner sail – a day sail or sunset sail – is well known to be the quintessential Key West activity that will highlight your stay and be the lasting memory forever. More on Classic Harbor Line>

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 Water Adventures

For almost three decades visitors and locals alike have been choosing Fury Water Adventures as their #1 excursion in and on the waters of Key West. Choose from a variety of activities: Snorkeling, Sunset sails/cruises, parasailing, Glass bottom boat, Private Charters and our most popular trip, the all inclusive Fury Ultimate Adventure. More on Fury Water Adventures >

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 >

Classic Harbor Line Key West Sailing

Dedicated to providing the most perfect hospitality and sailing experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the most elegant vessel in the local schooner fleet: Adirondack II. While visiting Key West, Florida you will find a number of land and water based activities. However, a classic schooner sail – a day sail or sunset sail – is well known to be the quintessential Key West activity that will highlight your stay and be the lasting memory forever. More on Classic Harbor Line>

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 Water Adventures

For almost three decades visitors and locals alike have been choosing Fury Water Adventures as their #1 excursion in and on the waters of Key West. Choose from a variety of activities: Snorkeling, Sunset sails/cruises, parasailing, Glass bottom boat, Private Charters and our most popular trip, the all inclusive Fury Ultimate Adventure. More on Fury Water Adventures >

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 >

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 >