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Key West private charters are a specialty of Sebago Watersports. For a no-worries one-stop day, tell Sebago what you want and we take care of the details!

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. We can arrange music for your special day – from a DJ, to a steel drum percussionist, to a 5 piece band. Or use the satellite radio on our catamarans.

Popular sailing charters are morning or afternoon sails and, of course, the spectacular Key West sunset cruise. Full day charters are popular for private snorkel trips. Our combo packages, the Island 'Ting Eco Tour and Power Adventure, are great for corporate team building activities and family get-togethers alike.

All size groups are welcome for your private sailing charter, from a cruise for 1 up to 125 on a single ship. Or charter several ships for a larger group. Our sailing catamarans and the Schooner Appledore II are all licensed for full liquor bars.


Sebago works with you to personalize the menu to your specifications. Sebago’s own catering kitchen prepares your food selection fresh for your event.

Key West Wedding Snapshot

Contact Courtney to customize your very own worry-free day on the water.

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The Perfect Destination Wedding

Key West destination weddings are already beautiful set in Florida’s tropical paradise. Make it perfect by exchanging vows while sailing into a Key West sunset. Or make us part of your wedding plans – rehearsal dinner, bridesmaid luncheon or the wedding reception itself. Sebago’s own catering kitchen turns your dreams into reality.

Key West Wedding Sailing Charters

While you design your own charter wedding package, many opt to include champagne, premium beer and boutique wines to complete the evening. Another popular option is hors d’oeuvres such peel & eat shrimp, artisan cheeses and tropical fruit. We can also arrange music for your wedding.

Key West Wedding

Imagine exchanging your vows while the captain maneuvers your ship to perfectly position the pastel sky and blazing orange sun!

Or Just The Best Party Ever!

Sebago works with you to completely customize your Florida Keys destination event. Key West sailboat charters make a special occasion such as a milestone birthday or wedding anniversary spectacular. Snorkel trips are great icebreakers for family reunions. Sunset sails are popular as are our combination packages – perfect for family members of all ages. Ask Sebago about your personalized choices to create cherished memories that last a lifetime.

Corporate events become favorite events when combined with Sebago’s sailing charters. Whether it’s team building activities, impressing a client, a unique office Christmas party or a conference sunset sail, Sebago takes care of the details and customizes the no-worry event to suit your unique needs.

Mary Veal Photograhpy Logo

We take pride in working with the best. Many of the photos on this site are courtesy of Mary Veal Photography. We proudly recommend Mary to capture that special event while sailing with Sebago.