Key West Day Sail
Enjoy a Mother's Day Brunch Sail aboard the Schooner America 2.0
Duration: 2 hrs
Boat: Schooner America 2.0
Cost: Starting at $84 Adult, $48 Children
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Enjoy your Mother's Day aboard Key West's most elegant sailboat, the 105-foot, 1851 revival, Schooner America 2.0. This is a Key West Mother's Day Brunch Cruise you don't want to miss! Take in the vibrant colors of Key West as you sip champagne, dine on passed a delicious brunch, and glide through the crystal clear surrounding waters. This two-hour day sail features two complimentary alcoholic beverages. Brunch is provided, including bagels and pastries, meats and cheeses, smoked salmon, quiche, crudite, and other delicious treats! 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 sailing experience!
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Enjoy an afternoon on the water for a Schooner America 2.0 day sail in Key West!
Duration: 1.5 hrs
Boat: Schooner America 2.0
Cost: $56 Adults, Kids Sail Free!
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Looking to get out on the water? Consider this fun Florida Keys Day Sail! A Key West sightseeing cruise aboard the Schooner America 2.0 is the best way to experience our beautiful waters. This Key West day sail is the perfect family activity too! Sail past Fort Zachary Taylor, Mallory Square and then head out into the emerald green waters that Key West has to offer. Light narration provided by the captain and crew will orient you to all the sights visible from the waterfront, and you’ll learn about the unique ecology and history of the beautiful Florida Keys! On this Key West sailing adventure, there is even a chance that our day sail will turn into a dolphin watching cruise! So, bring your family and friends and join our attentive crew for this adventurous day sail that completes the Key West experience in comfort and style!
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Enjoy a Key West Private Morning Charter aboard Key West's most elegant sailboat, the 105-foot, Schooner America 2.0
Duration: 1.5 hrs +
Boat: Schooner America 2.0
Cost: Contact for Pricing
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Let us whisk you and yours away on a glorious morning cruise across the beautiful waters of Key West on your own private yacht! This 1.5+ hour private sailing experience aboard the Schooner America 2.0 grants you all the luxuries of yachting on your own private sailing yacht without the huge price tag, or the maintenance! This is the perfect way to start your day of sightseeing in Key West! Just sit back and relax, surrounded by your loved ones, friends, or co-workers, and let us take care of the rest.
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All hands on deck for this fun Key West schooner race! Set sail in Key West for the monthly Schooner Wharf Bar Wrecker's Race!
Duration: 3 hrs
Boat: Schooner America 2.0
Cost: $104 Adult, $52 Children
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Back in the days of the yore, ships from afar carrying goods often ran aground on Sand Key Reef, nine miles off of the southern coast of Key West. When all the pirates in Key West heard there was booty to be had, they'd jump in their boats and have a good ol’ pirate ship race out to the reef. The first one there could claim the ship's cargo! Arrggh!
Today, we playfully remember this history with a sailing race out to the Sand Key Lighthouse. It all starts with a cannon firing, and then all of the schooners of Key West are on their way! The boat that gets there first "wins" the Schooner Wharf Bar Wrecker’s Cup at an evening awards ceremony. Enjoy the excitement on this Key West sailing adventure aboard Schooner America 2.0 as we race for victory! This is a fun Key West schooner race and family-friendly activity aboard Schooner America 2.0!
Today, we playfully remember this history with a sailing race out to the Sand Key Lighthouse. It all starts with a cannon firing, and then all of the schooners of Key West are on their way! The boat that gets there first "wins" the Schooner Wharf Bar Wrecker’s Cup at an evening awards ceremony. Enjoy the excitement on this Key West sailing adventure aboard Schooner America 2.0 as we race for victory! This is a fun Key West schooner race and family-friendly activity aboard Schooner America 2.0!
https://fareharbor.com/embeds/book/sail-keywest/items/26524/?full-items=yes&flow=5116
Celebrate Christmas morning in Key West with us on a Christmas sail aboard the elegant 105-foot Schooner America 2.0
Duration: 2.5 hrs
Boat: Schooner America 2.0
Cost: $168 General Admission
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Enjoy the vibrant colors of Key West as you sip champagne, dine on a delicious brunch, and glide through crystal clear surrounding waters on one of Key West’s premiere holiday cruises. This Christmas brunch Key West-style features complimentary mimosas, bloody marys, champagne, wine, beer, soft drinks, and water. Brunch includes spiral ham, bagels and pastries, meats and cheeses, smoked salmon, crudite, quiche, and other delicious treats! This is one of the few Christmas Day events in Key West not to be missed! Built in 2011, Schooner America 2.0 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 holiday brunch experience!
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Witness history with a Civil War Heritage Day Sea Battle reanactment in one of the coolest Key West historic tours!
Duration: 2 hrs
Boat: Schooner America 2.0
Cost: $68 Adult, $34 Children
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All hands on deck! Join us on this 2-hour Key West sailing adventure aboard one of the Florida Keys most stunning sailboats, the 105-foot Schooner America 2.0. Be a part of this annual festivity as we participate in a Civil War Sea Battle (on the Union side, of course!) Soak up the sun on this Key West afternoon sightseeing boat ride! If you’re looking for a fun Civil War reenactment, this Key West family activity is a must do! But, watch out for cannon fire!
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Celebrate Mother's Day in style aboard the Schooner America 2.0 on a Key West sailing cruise designed to pamper and indulge.
Duration: 1.5 hrs
Boat: Schooner America 2.0
Cost: $64 Adult, FREE for Moms
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Toast to mom's special day with a refreshing Mother's Day mimosa upon boarding, then embark on a leisurely journey along the coast of Key West. Whether you're relaxing on deck with a glass of champagne in hand or taking a turn at the helm, this special Key West Mother’s Day event promises to create cherished memories for mom! Treat her (or yourself!) to a sailboat ride aboard the Schooner America 2.0 for this special Mother’s Day event, where every moment aboard is a celebration of motherhood and love. Soak up the morning sunshine with your family on this Key West boat ride experience!
Take to the water on the Schooner America 2.0, namesake of the first sailboat to win the America's Cup in 1851, and enjoy a top rated Key West sightseeing cruise.
Take to the water on the Schooner America 2.0, namesake of the first sailboat to win the America's Cup in 1851, and enjoy a top rated Key West sightseeing cruise.
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Join us for an unforgettable viewing party aboard the Schooner America 2.0 to experience the Blue Angels Air Show!
Duration: 4.5 hrs
Boat: Schooner America 2.0
Cost: $208 Adult, $48 Children
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Join us for an unforgettable viewing party aboard the Schooner America 2.0 to experience the Blue Angels Air Show!
Looking to watch the Blue Angels Air Show? Classic Harbor Line Key West is offering a Blue Angels cruise aboard America 2.0! Your adventure includes three complimentary premium beverages and a delicious, gourmet lunch from a local bakery! As the Blue Angels take to the sky, watch their breathtaking aerial maneuvers from the best seat in the house, the open deck of our Key West yacht. Feel the excitement and energy of the show, enhanced by the comfort and elegance of our classic Key West schooner. This incredible event only occurs once every two years, so don't miss this exclusive opportunity to enjoy world-class entertainment and exceptional hospitality on the open water.
Looking to watch the Blue Angels Air Show? Classic Harbor Line Key West is offering a Blue Angels cruise aboard America 2.0! Your adventure includes three complimentary premium beverages and a delicious, gourmet lunch from a local bakery! As the Blue Angels take to the sky, watch their breathtaking aerial maneuvers from the best seat in the house, the open deck of our Key West yacht. Feel the excitement and energy of the show, enhanced by the comfort and elegance of our classic Key West schooner. This incredible event only occurs once every two years, so don't miss this exclusive opportunity to enjoy world-class entertainment and exceptional hospitality on the open water.
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Do you love sailing? We do too!
Join us on a Schooner America 2.0 sailing tour and cruise with us for a classic Key West Day Sail or Key West sightseeing cruise! You can even soak up the afternoon sun on one of our special day sailing tours like the Wreckers Race or a holiday brunch sail, or book Schooner America 2.0 for a private sailing charter!
No matter which afternoon day sail you choose, we are sure to have the wind in our sails as we head out into the harbor to see the sights. Just some of the sights you’ll see along the way are Fleming Key, Sunset Key, Sand Key Lighthouse and Fort Zachary Taylor. While this isn’t a Dolphin watching tour, you may catch a glimpse of some Key West wildlife, including dolphins, as they surf the bow of our boat. And if we are VERY lucky, we may even spot a sea turtle during your sailing tour! Schooner sailing is one of the best activities in Key West, and will make for a truly classic experience during your times in town.
Not interested in a day sail? Then, make sure to join us on our Key West Champagne Sunset Sail, or book a private event!
