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Key West MarchCruises and Events

Key West Champagne Sunset Sail on Schooner America 2.0

Experience Key West's Best: Unmatched SunsetViews Aboard the 105-foot Schooner America 2.0
Duration: 2 hrs
Boat: Schooner America 2.0
Cost: $108 to $124 Adult, $54 to $74 Children (Ages 2-12), Infants Free
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There is simply nothing better than sailing at sunset in Key West. So, why experience it on anything other than the best Key West sunset cruise aboard the Schooner America 2.0? Glide through emerald green waters with the wind in your hair and the sea breeze on your face. Enjoy a Key West romantic sunset sail in an elegant and relaxing atmosphere, complete with comfortable bench seating and refreshments. Witness the breathtaking Key West sunset, renowned for its vibrant colors, and keep an eye out for playful dolphins and the elusive Key West “Green Flash!” This picturesque and sunset boat tour is the perfect way to end your day in Key West and create unforgettable memories.
https://fareharbor.com/embeds/book/sail-keywest/items/26520/?full-items=yes&flow=5116

Classic Day Sail aboard Schooner America 2.0

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!
https://fareharbor.com/embeds/book/sail-keywest/items/26519/?full-items=yes&flow=5116

Key West Full Moon Sail aboard Schooner America 2.0

Sail by moonlight on this nighttime adventure aboard the 105 ft Schooner America 2.0
Duration: 1.5 hrs
Boat: Schooner America 2.0
Cost: $64 Adult
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This Key West moonlight sail is perfect for a romantic evening on the water, sharing a fun evening with friends, winding down after a long day of sightseeing. If night sailing in Key West is on your bucket list, we’ve got you covered with this full moon boat tour!

This special full moon cruise in Key West is only offered for a limited time every month!

Looking for other ways to get out on the water after dark? Consider our Key West Stargazing Sail or our Starry Night Astronomer-Guided Stargazing Sail!
https://fareharbor.com/embeds/book/sail-keywest/items/26523/?full-items=yes&flow=5116

Haunted Seas: Nautical Superstitions and Ghost Stories on Schooner America 2.0

Step aboard Schooner America 2.0 for an eerie evening sail, where haunting nautical tales come to life under the moonlit Key West sky.
Duration: 1.5 hrs
Boat: Schooner America 2.0
Cost: $68 General Admission
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Get your ghost hunting hats on! Join us aboard for a haunted boat tour in Key West. This is a nautical Key West ghost tour aboard the Schooner America 2.0 that will give you the eerie chills. Set sail with us in the mysterious waters of Key West and enjoy an unforgettable evening of ghostly tales and maritime lore! Sail with us through the night and enjoy a beverage in hand as you learn the rich haunted history of this famous island. This haunted tour in Key West is by far the most unique way to experience both sailing and history with a spooky twist!

Interested in more ways to get out on the water after dark? Try our unguided Key West Stargazing Sail or Full Moon Sail!
https://fareharbor.com/embeds/book/sail-keywest/items/610253/?full-items=yes&flow=1252027

Starry Night: Astronomer Guided Stargazing Cruise Aboard Schooner America 2.0

Unveil the wonders of our solar system on a Key West Stargazing cruise for a guided stargazing tour of the night sky!
Duration: 1.75 hrs
Boat: Schooner America 2.0
Cost: $82 General Admission
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Experience the serenity of Key West night sailing aboard the Schooner America 2.0 for a Key West stargazing cruise. The dark Key West skies will reveal a canvas of stars and celestial phenomena on this starry night tour. Our knowledgeable astronomer offers live narration about the constellations, planets, galaxies, and shooting stars. Whether you're an astronomy enthusiast, seeking quiet reflection, or seeking the perfect family night activity, this night sky tour aboard the Schooner America 2.0 promises a serene and captivating experience while stargazing beneath the night sky. This Key West narrated cruise features a bar and snacks available for purchase (for adults 21+). Interested in more ways to get out on the water after dark? Try our unguided Key West Stargazing Sail or Full Moon Sail!
https://fareharbor.com/embeds/book/sail-keywest/items/522626/?full-items=yes&flow=5116

Key West Private Morning Charter on Schooner America 2.0

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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Wreckers Race aboard Schooner America 2.0

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!
https://fareharbor.com/embeds/book/sail-keywest/items/26524/?full-items=yes&flow=5116

Key West Stargazing Cruise Aboard Schooner America 2.0

Schooner America 2.0 stargazing is the perfect Key West family night activity while you are visiting town
Duration: 1.5 hrs
Boat: Schooner America 2.0
Cost: $64 General Admission
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Experience the serenity of night sailing aboard the 105-foot Schooner America 2.0 for a Key West Stargazing Cruise. Away from land, the dark Key West skies reveal a canvas of stars and celestial phenomena. Whether you're an astronomy enthusiast or seeking quiet reflection, stargazing aboard the Schooner America 2.0 promises a serene and captivating experience beneath the night sky. This is the perfect sail to unwind after a long day in Key West. Ranked one of our most peaceful sails!
https://fareharbor.com/embeds/book/sail-keywest/items/526630/?full-items=yes&flow=5116

2025 Blue Angels Air Show Viewing Party on Schooner America 2.0

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.
https://fareharbor.com/embeds/book/sail-keywest/items/425650/?full-items=yes

Key West sailing in March aboard Schooner America 2.0

It’s March and things are heating up in Key West! Join us for some Key West events on the water aboard the schooner America 2.0! Our March cruises are a must do while visiting Key West this month. We offer a variety of Key West sailing experiences that are sure to create lasting memories aboard our stunning sailboat.

There are a lot of spring break cruises available in Key West. A sail aboard Schooner America 2.0 offers a relaxing and more intimate sightseeing experience that’s great for friends or family.   

If you are looking for things to do in Key West to soak up the Florida sunshine then the perfect way to do that is aboard our classic afternoon sightseeing boat ride.  Or join us for a good old Wreckers Race, where we sail against other local sailing yachts and race to cross the finish line at Sand Key Lighthouse. The schooner America 2.0 offers the most premium sailing experience in Key West. 

In town for St. Patrick’s Day? While we don’t offer specific St. Patrick’s Day Cruises, we do offer memorable sailboat rides that will surely make you feel like you have the luck of the Irish. One of the best things to do in Key West is the famous sunset sail!  Enjoy cocktails with friends or family and catch a glimpse of the green flash.  We also host two different Key West evening boat tour cruises that are sure to give you the peace and serenity we all need in life. 

Don’t miss out on these Key West activities in the month of March!  We look forward to hosting you when you are in town.

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Our Reviews

“This was a beautiful boat! The sails were up as soon as we got out far enough! The crew were very attentive and friendly! We would highly recommend this trip!”

– Very Happy Passenger

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