Private Charters
Exclusive. Customized. Memorable.
Your Boat Awaits!
The only thing better than sailing on a gorgeous shallow-draft schooner, is reserving the whole boat for your special occasion! Our private Key West boat charters can be customized for any event. What will we help you celebrate?
Private Harbor Cruise Day Sail
Soak up some of our island’s most celebrated sites as we head out for an easy, breezy day sail. We’ll see Mallory Square, the Coast Guard Headquarters, Sunset Key, Fort Zachary Taylor, and several historic marinas along the way. Beer, wine, soft drinks and healthy snacks included. This tour is the perfect excursion for a special occasion!
Call us to customize your cruise or adjust your departure time.
Private Wind & Wine Sunset Sail
Treat your guests to an enchanting, private sunset cruise that Coastal Living magazine called one of the top two Sunset Sails in all of North America! Along the way, enjoy carefully-selected wines from around the world, top quality beer, market-procured hors d’oeuvres and, of course, soft drinks and bottled water.
- 8 Varieties of Wine – 4 Red, 3 White & a Champagnoise
- 5 Premium Beers, Imported & Domestic
- Charcuterie BoardsMeats, cheeses, crackers, fruit, crudités, chocolate
Private Sail, Snorkel & Kayak
Adventure in paradise! During this private boat charter you’ll sail with the Key West breeze, snorkel and kayak in crystal-clear water, and relax on deck wine and beer, hand-selected snacks, soft drinks, and water. No experience necessary.
- Masks, fins, and snorkels provided
- Easy-handling ocean kayaks
- Comfortable life jackets for all sizes
- Wetsuits (winter months)
Design Your Dream Charter
What’s your idea of the perfect day on the water? Tell us about your dream sailing charter and we’ll do our very best to make it happen.
Our boats are world class, our crew is knowledgeable and highly experienced, and we have longstanding relationships with Key West’s best vendors. Use our more than 30 years in business to your advantage – together, we will create something extraordinary.
Your Event, Made Extra Special
We’ve hosted private charters of varying scope and scale for all types of occasions. From intimate events encompassing one vessel, to larger events that have featured more than one of our boats – we’ve done it all.
