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Key West, FL

Romantic Sails

Romance in Key West

Take to the water and fall in love all over again. There are a lot of romantic things to do in Key West, but the most unique romantic thing to do in Key West is step aboard our classic yacht for an unforgettable memory.

Take a deep breath, relax and feel the wind in your hair. Sip on Champagne and have a quiet, intimate conversation with your loved one as you drift by Mallory Square or cruise over to Fort Zachary Tayler. Sit aboard this yacht and have moments of laughter and take in the breath taking views. Whether it is a Sunset Sail, Full Moon Sail or one of our Special Holiday Events you and your loved one will share an experience that will last a life time and you are sure to make this a regular date idea.


sunset-sail

Sunset Sail aboard Schooner America 2.0

Enjoy your romantic sunset sail aboard Key West’s most elegant sailboat, the 105-foot, 1851 revival, Schooner America 2.0. Take in the vibrant colors of Key West’s famous sunset as you sip champagne, dine on passed hors d’oeurves, and glide through the crystal clear surrounding waters. This two-hour sunset sail features complimentary champagne, wine, beer, soft drinks, and water. Passed hors d’oeurves are provided, including shrimp cocktail, a cheese plate, and delicious veggies! Schooner America 2.0 is a state of the art vessel built in 2011. She features teak decks, mahogany-trimmings, and 3600 square feet of canvas! Sit back and relax while she plies effortlessly through the turquoise green Key West sailing waters and off towards the horizon for the quintessential Key West Sunset experience!

  Depart: Schooner Wharf   Boat: America 2.0   Cost: Adult $85

full-moon

Full Moon Sail Aboard Schooner America 2.0

Take to the Key West waters by Full Moon Light!! This romantic, moonlight sailing adventure is yours aboard Key West’s most stunning sailboat, the 105-foot wooden schooner, America 2.0. America 2.0 features teak decks, mahogany-trimmings, and just under 3600 square feet of canvas! Sit back and relax while she slices through the evening, basking in the golden moonlight that dances in the night waters. This special sail features complimentary beer, wine, champagne, soda, and water. Guests are encouraged to make the most of the event by bringing aboard their own picnic!

  Depart: Schooner Wharf   Boat: America 2.0   Cost: Adult $45

lighted-boat-parade

Lighted Boat Parade aboard Schooner America 2.0

Join us for Key West’s Annual Lighted Boat Parade, a favorite maritime holiday event. Sit aboard the fastest, most elegant schooner, the brand new eco-friendly, America 2.0 as we parade through the Bight and Harbor of Key West! She’ll be fully decorated in Holiday decor with up to 30 other Key West vessels. Cruise aboard America 2.0 while taking in this magical display of holiday spirit. All of these vessels will have the opportunity to show off their creative and imaginative holiday decorations as they glide by the viewers and judges at the Schooner Wharf Bar.

  Depart: Schooner Wharf   Boat: America 2.0   Cost: Adult $85 | Child $45

new-years-bash

New Year’s Eve Bash aboard Schooner America 2.0

Join us aboard America 2.0 for a wonderful New Year’s Eve Bash! Enjoy this timeless celebration on the most exclusive boat in the Historic Bight, and experience VIP dockside access to the famous Schooner Wharf Bar “Lowering of the Pirate Wench” from the rig of Schooner America 2.0! This special ’21 and older’ event features complimentary beer, wine, champagne, well drinks, soda, water, and delicious hors d’ oeuvres!

  Depart: Schooner Wharf   Boat: America 2.0   Cost: Adult $165

champagne-aphrodisiacs

Champagne & Aphrodisiacs Valentine’s Day Sail

“This Valentine’s Day, take to the water and fall in love all over again. Join Schooner America 2.0 on Valentine’s Day for an unforgettable sunset sail that is sure to tickle your taste buds and create a memory to last a lifetime.

Celebrate this Valentine’s Day with your special someone on our Champagne and Aphrodisiacs Pairing Sunset Sail in Key West. As you sail along the beautiful turquoise green waters on the Schooner America 2.0, you and your loved one will be able to take in all the romance that Key West has to offer while being treated to a delicious pairing menu that is sure to entice consisting of hors d’ oeuvres expertly paired with champagnes and sparkling wines from around the world!”

  Depart: Schooner Wharf   Boat: America 2.0   Cost: Price Varies $85 - $125