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Key West’s Favorite Tours on the Water for over 25 Years!

Sebago Watersports offers amazing catamaran and schooner sailing tours! Choose from Key West sunset sails, snorkel the living reef, extreme watersports combo, eco snorkel/kayak tour, and parasailing. Sebago’s ships are spacious and state-of-the-art with an experienced, friendly crew. Experience the Best of Key West with Sebago Key West Watersports.

The Best of Key West

Rave
Reviews

Everyone agrees on
TripAdvisor and Yelp

Sebago is a
Top Key West
Thing To Do!

TripAdvisor Certificate Of Excellence
2015 TripAdvisor
Certificate of Excellence

“What impresses us most about Sebago Key West? Their guests are treated like family and are offered a value that one would be hard-pressed to find anywhere else.”

5 Diamond Award for Shoreside Excursions in AgentCruiseReview.com

Uniquely Sebago

  • Spacious Modern Fleet of Ships
  • Awesome Food Prepared Fresh Daily
  • Coast Guard Inspected Top Safety Record
  • Friendly & Experienced Crews
  • Endless Refreshments Always Included
  • Key West Family Owned & Operated
  • Key West's Top-Rated Attraction featuring Both Catamarans and Schooners

New @ Sebago


March 15th Only - Skraeling Live on the Appledore II Sunset Sail!

The Celtic rock band Skraeling is back in Key West and they're onboard the Windjammer Classic Sunset Sail for March 15th only.


The Bar is Now Open - Literally

We’ve added cocktails to our Schooner Champagne Sunset Sail, Bloody Mary Sail, Windjammer Classic Day Sail, and Windjammer Classic Sunset Sail. And to celebrate, Sebago is including them in the price. That should put a little extra wind in your schooner sails!


Windjammer Special Musical Sailings

Enjoy songs of the sea with Sebago's Windjammer live music sailing series! Our special live musical guest, Geoff Kaufman, will be playing his great selection of folk and nautical inspired songs every day on both the Windjammer Schooner Day Sail and Windjammer Schooner Sunset Sail now through February 21st.


Sebago Key West Private Charters

Key West
Private Charters

  • Weddings
  • Rehearsal Dinners
  • Corporate Outings
  • Family Reunions

All of Sebago’s ships are available for private charters with each trip fully customized to your specifications, including beverages and food from Sebago’s own catering kitchen. All size groups are welcome for your private sailing charter, from a cruise for 1 up to 125 on a single ship.

SEBAGO CHARTERS