Key West Sailing Adventure

Private Sailing Charters

305.304.4911

info@keywestsailingadventure.com

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Summer Specials & Sunset Weddings

Key West Sampler

A guest favorite, the Key West Sampler is the best of Key West and Sailing. A mixture of time at the dock in the midst of Key West’s Historic Seaport, tour downtown Key West, then cast-off 24 and sail to the Barrier Reef for gentle calm seas. Add beautiful days and starlit nights anchored off an uninhabited island. A beach to play on, captain and mate seeing to it we do your choices of snorkeling, fishing, sailing, exploring or just relaxing. You tell us what you want to do.

This is your sailboat. All meals are prepared to your liking according to your choices sent by email.

Summer is a surprise for many people. The Gulf Stream and the Gulf of Mexico exchange cool breezes throughout the Summer months. Key West is essentially ‘at sea’. Our temperatures are cooler than much of the country during the summer. The Ocean and Gulf water temperature set the climate and cause the breezes. Many do not realize that deep water does not change its temperature very rapidly, where land, soil changes rapidly causing warmer temperatures and wet skies. The reef also celebrates the Summer with a clarity that can reach 100 feet of visibility, quite amazing, your own aquarium to swim in. The suggested charter is 4 nights, 5 days a mixture of the first and fourth nights at the dock with the middle 48 hours out sailing and anchoring at night in blue beauty.

You can mix or match your nights and days anyway you like. We are custom and private. The boat is yours alone to enjoy, there are no other charterers. Enjoy your Summer vacation with us, 20 years at this location and having fun. Call for your custom rate 305 304 4911. Of course you can adjust the number of nights to less or more.


Stay/Sail Charters

Another favorite for families as well as couples, it is the main stay of our charter business. With this charter choice we pretend you own the boat. You'll have the entire sailboat to yourself at the dock and get to go sailing to the barrier reef with snorkeling. This charter comes with the sailing trip with your own captain and mate. Location,location,location. We are downtown Key West, within the Historic Seaport, don’t be fooled by boats in other Marinas miles away from Key West but use the ‘Key West’ name. Your boat is steps away from Duval St, restaurants every 50 feet, swimming pool at Dante’s restaurant, Sunset celebration 4 blocks away, a beach bar the next street over with the Waterfront Brewery restaurant at the head of your dock. You are in the center of the most fun you can have on a boat. We offer a night free on this Summer special. Call for pricing and details 305 304 4911 Capt Albert


Tropical Wedding in Key West on a sail boat charter Tropical Wedding in Key West on a sail boat charter Tropical Wedding in Key West on a sail boat charter Tropical Wedding in Key West on a sail boat charter Tropical Wedding in Key West on a sail boat charter
The most exclusive romantic weddings happen in the tropics with Key West Sailing Adventure aboard our sailboats. The most exclusive romantic weddings happen in the tropics with Key West Sailing Adventure aboard our sailboats. The most exclusive romantic weddings happen in the tropics with Key West Sailing Adventure aboard our sailboats. The most exclusive romantic weddings happen in the tropics with Key West Sailing Adventure aboard our sailboats. The most exclusive romantic weddings happen in the tropics with Key West Sailing Adventure aboard our sailboats.
After your wedding vows you can 'take the plunge' and go swimming or snorkeling. After your wedding vows you can 'take the plunge' and go swimming or snorkeling. After your wedding vows you can 'take the plunge' and go swimming or snorkeling. After your wedding vows you can 'take the plunge' and go swimming or snorkeling. After your wedding vows you can 'take the plunge' and go swimming or snorkeling.

Sunset Weddings (and Honeymoons too)

The sky is the limit with choices: Our pricing and options are clearly the best. Take in the famous Key West Sunset as you exchange your vows on a sailboat surrounded by natural beauty. You can celebrate your union with any combination of the above 2 choices. Choose our 2 hour Sunset wedding as many have over our 20 years at this location. Or you can stay aboard as part of your honeymoon in the heart of Key west with addition reef sailing or choose the Key West Sampler as your honeymoon choice. We will customize to your liking just let us know your wishes. Call to customize your special event and design your wedding your way. 305 304 4911 Capt Albert

Choose from our 3 sailboats in the Historic Seaport.

44’ Morgan sailboat “Wildthing”  known for its great smooth ride, comfort and sailing ability, a world class sailboat $310 per night for 2 guests… A romance or family vessel, 2 cabins, 2 bathrooms for privacy and a large living room, sunny on deck.

42’ Irwin sailboat “Moondance”  swift, solid ride in comfort. Great deck space for lounging, 14’ wide makes for lots of room below. Invites larger groups with 3 beds, 2 bathrooms and 2 couches if needed. $310 per night for 2 guests extra guests.

37’ O’Day sailboat “Obsession”  a tried and true boat, she sailed most of the Bahamas and to Mexico. 6’ 3” headroom well thought accommodations. A cabin, galley, bathroom and living room forward and a private cabin aft with a private entrance. 2 cabins 2 bathrooms. We use her to race in regattas for fun. $210 a night for 2 guests.

All vessels can accommodate 4 in cabins and 2 more on couches if desired. Extra guests are $45 PP per night.

All Stay-Sail Charter Packages must include a Half day, Full day or Overnight at anchor adventure.

For guests seeking a multiple day package, choose a boat and any combination of charters from the above list.




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