About Us

Booking a tour with Sebago Watersports means participating in a 35-year tradition. As Key West’s favorite watersports and tour company, Sebago never compromises on safety or service.

top-rated tours

Longest Establish Sailing Day-Charter Catamaran Operations in the Continental U.S.

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 operations started in 1988 with the purchase of our first catamaran, the famous racing Sebago. For over 35 years, Sebago has provided visitors and locals with a true Key West sailing experience. Sebago is proud to be the longest established sailing day-charter catamaran operation in the continental United States.

generational traditions

The RED Hospitality Experience

As your premier gateway to extraordinary maritime experiences, we invite you to discover why our curated collection of luxury excursions has become synonymous with unparalleled excellence.

Embark on world-class snorkel expeditions where vibrant tropical fish become your companions in crystalline waters, or surrender to the magic of our spectacular sunset cruises featuring locally-sourced gourmet cuisine, live entertainment, and breathtaking panoramic vistas. Whether you choose to paddle through pristine waters aboard premium kayaks and SUPs, explore magnificent coral reefs, or relax aboard our luxury vessels, every moment reflects our unwavering commitment to excellence. At RED Hospitality, handcrafted cocktails, signature hospitality that treats you like treasured family, and meticulously orchestrated adventures create your pathway to extraordinary memories that endure long after you’ve returned home.

Man steering a sailboat, wearing a hat and sunglasses, against a cloudy sea backdrop.

Safety Always Comes First

A Great Day On The Water Is A Safe One

In our opinion, a great day on the water is a safe one, and Sebago prioritizes guest safety in all aspects of service. After all, our long background in Key West water tours proves that experience can make all the difference when at sea.

Four people in matching blue outfits smile on a sailboat.

Become Part of the Sebago Family

Every Guest Is a Member of Our Key West Sebago Family

All Sebago guests — both old and new — are adopted into the Key West sailing family. This emphasis on cultivating a safe, friendly environment has resulted in lots of repeat customers who are excited for another exceptional experience on the water. Discover why Sebago’s “family-owned” approach sets us apart from our competitors by booking a tour today.

Couple enjoying drinks and snacks on a boat with ocean view.

Enjoy High-Quality Fresh Food

All Food Is Prepared Fresh Daily

Most Sebago Watersports tours include a meal for guests. All food is prepared fresh on a daily basis in our catering kitchen. When it comes to meals and beverages, the crew is also required to be certified as Responsible Vendors and State Licensed food handlers.

We do offer alternative vegetarian options of most meals upon request. If you are lactose intolerant or have a gluten, nut, or other food allergy, we highly encourage bringing your own food for the day.

Every Way to Play