About Sebago Watersports | Best in Key West | Key West Activities – Sebago Watersports Key West
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Sebago Key West takes great pride in being Key West's favorite watersports and tour company. It's simple... Sebago offers the best tours at a great value. Our food is prepared fresh. Our crew is fantastic. And we never compromise on our ships or safety.

Sebago Watersports is a Key West family-owned and operated business. Our operations started in 1988 with the purchase of our first catamaran, the famous racing Sebago. For over 25 years, Sebago has provided visitors and locals with a true Key West sailing experience. Sebago is proud to be the longest established day-charter catamaran operation in the continental United States.

Paul McGrail and Sean Rowley, captains and co-founders of Sebago Watersports, remain the owners and are actively involved in the day-to-day operations of the company. Both call Key West home and are active in the community.

The longest established day-charter catamaran operation in the continental U.S.


Safety on Sebago

A great day on the water is a safe one.

Sebago’s owners are lifelong sailors who understand the importance of safety and enjoyment to ensure a great day on the water. We instill that need for safety in our crews and it shows in our impeccable safety record. Captains and crew are Red Cross trained in First Aid, CPR, AED and oxygen. Captains and crew are certified as Responsible Vendors and State Licensed food handlers. Experience makes all the difference on the sea. Our vessels are United States Coast Guard (USCG) inspected. Before setting sail, the crew provides you with safety instructions. Additional safety instructions are given for snorkel, waverunners, and parasail flights.


All Sebago Pasengers are Family

Every guest is a member of our Key West Sebago family.

All of our tours provide a premium experience at a competitive price. Sebago’s combination trips such as the Power Adventure and Island 'Ting Eco Tour provide several action-packed adventures in one trip which saves you time and money. Sebago chooses to limit the number of passengers on our ships to give you more room to spread out. We treat each of you as a valued customer and member of the Sebago family. All food and beverages are complimentary, included in the price of the trip (except premium cocktails on Marquesa).


Sebago Catering Kitchen

All food is prepared fresh daily in our catering kitchen.

If you are a vegetarian, let us know in advance of the tour and we will include vegetarian options for you. If you are lactose intolerant, have a gluten, nut or any other food allergy, we recommend bringing you own food for the day as we cannot accommodate you.


Sebago Crew

We only hire the best people with a love for the ocean and plenty of experience.

Our crew makes the difference: people with experience who are super friendly and who really enjoy what they do. We believe in hiring the best personnel and it shows. Sebago is proud to have many long-term employees who consistently and safely provide the best level of guest experience. Customer reviews rave about Sebago’s crew making their day on the water spectacular.

Sebago's Ships

Sebago operates Key West’s finest fleet of modern, well-maintained boats to ensure your comfort and safety. All the amenities that our guests expect are on Sebago’s boats with wide decks, generous seating and heads (bathrooms). True to our owners’ love of sailing, Sebago’s catamaran and schooner tours provide an authentic sailing experience, weather permitting. By using wind power on the open water instead of a motor, our guests enjoy a quiet excursion in the fresh Caribbean air. Sebago’s parasail boats feature extended platforms for easy take-offs and landings.

  • Sebago Marquesa

    Sebago Marquesa

    Sebago Watersports’ largest catamaran, Marquesa, sails Key West tours daily. The Marquesa is an impressive sight on the water. With a 100’ raked mast and 45’ boom, Marquesa holds one of the largest sails in South Florida.

    • 125 Passengers
    • 69' Long / 36' Beam
    • Over 2,300 SQ Ft. of deck space
  • Sebago Cubed

    Sebago Cubed

    Sebago Cubed sails Key West daily and was the first commercial sailing catamaran built in Key West. With her 74’ rotating wing spar and elegant lines, she is one of the fastest commercial sailing vessels anywhere.

    • 65 Passengers
    • 60′ Long / 38' Beam
    • Drafts only 3½'
  • Sebago Flyer

    Sebago Flyer

    Sebago Flyer is the newest addition to Sebago Watersport's fleet and sails Key West daily. With similar size and features of the Sebago Cubed, Flyer is fast and elegant on the water.

    • 68 Passengers
    • 60′ Long / 31' Beam
    • Drafts only 3½'
  • Appledore II

    Appledore II

    Appledore II is a majestic 86’ windjammer, fashioned after the schooners of old. Schooners were popular for transport boats in the 19th century, known to be fast, solid and reliable. Her wooden deck provides generous seating and room to roam. Appledore II sails Key West seasonally from November through March.

    • 49 Passengers
    • 86' Long / 19' Beam
    • Has Circumnavigated the Globe
  • Appledore Star

    Appledore Star

    The Appledore Star is a wooden two-masted bugeye schooner sailing Key West daily. She is built in the tradition of 19th century oyster draggers that worked Maryland’s Chesapeake Bay. Designed with a shallow draft, the Appledore Star is perfect for exploring Key West’s backcountry.

    • 22 Passengers
    • 65′ Long / 14.6' Beam
    • Only Bugeye Schooner in Key West
  • Sebago Pelican

    Sebago Pelican

    Sebago’s most intimate vessel, the Pelican is a 41’ Maine Cat sailing catamaran yacht. Her decks are wide and spacious. Carrying only 20 passengers, the Pelican provides you with plenty of room to spread out and enjoy your sail adventure.

    • 20 Passengers
    • 41′ Long / 23' Beam
    • Sebago’s Most Intimate Vessel