We Found These Experiences For You (18)
Sunset Sail and Florida
Classic Day Sail Aboard Schooner America 2.0
$56 Adults - Kids Under 12 Sail Free!
Enjoy an afternoon on the water aboard Schooner America 2.0, namesake of the first sailboat to win the 1851 America's Cup Race. The stunning Schooner America 2.0 is a 105-foot sailboat built in Albany, NY in 2011. She is the namesake of the first schooner to win the 1851 America's Cup Race. ...
Key West
1.5 Hours
Adirondack Sailing, Boat Tour, Cruise / Large Boat, Day Sail, Dolphin, Sailing, Sunset Sail, Water Activities, Yacht Charter
Classic Harbor Line - Key West
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Key West Champagne Sunset Sail on Schooner America 2.0
Voted 'Top Things to do on TripAdvisor!"
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 and glide through the crystal clear surrounding waters of the beautiful Florida Keys. This two-hour ...
Key West
2 Hours
Boat Tour, Sunset Sail
Classic Harbor Line - Key West
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Key West Lighted Boat Parade aboard America 2.0
From $104 • 3 Hours
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
3 Hours
Adirondack Sailing, Boat Cruise, Boat Tour, Booze Cruise, Cruise / Large Boat, Day Sail, Evening Cruise, Sailing, Sunset Cruise, Sunset Sail, Water Activities, Yacht Charter
Classic Harbor Line - Key West
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Key West Wind & Wine Sunset Sail
MOST POPULAR • Ages 13+ • 2 Hours • Includes an array of drinks and small bites
The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t your typical party boat - it’s a calm, uncrowded sail aboard a historic schooner with an intimate, relaxed vibe. You’ll enjoy a guided tasting of fine wines from around the world, along with a ...
Key West
2
Boat Tour, Sunset Sail
Danger Charters
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Private Sunset Sail
Accommodates up to 30 guests • Drinks, hors d'oeuvres and gratuity included
The Private Sunset Sail This is one of the more popular private charters that we do. Great for that special occasion or company outing on the water Wind and Wine Sunset Sail Danger’s Wind and Wine sunset sail features an array of fine wines and upscale beers from around the world, complemented by bountiful ...
Key West
2 hours
Private Tours
Boat Tour, Sunset Sail
Danger Charters
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Sunset Sail
3 hours · 6 guests · Picture perfect sunset cruise
Experience Key West's Famous Sunsets! maximum 6 people Duration Three Hours About On this an exclusive PRIVATE "Sunset Sail." We take you through several extraordinary locations and watch the sun drop with the music of your choice creating a sonic landscape that matches the occasion. Enjoy ...
Key West
Private Tours
Boat Tour, Cruise / Large Boat, Sailing, Sunset Cruise, Sunset Sail
Restless Native Charters
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Overnight Expedition
Private Charter · Spend the Night On the Water! · Max 6 people
Duration 2 Days, One Night Overnight Sailing Trip! This certainly qualifies as an Epic Adventure! Grab your favorite travel/adventure partner and set sail with us to the famous Marquesas and snorkel, and live on the water as we take care of your every need along the way! Its a full day on board with ...
Key West
Private Tours
Beer Tour, Boat Tour, Day Sail, Dinner Boat, Food Tour, Private Wine Tour, Sailing, SCUBA, Skydive, Snorkeling, Sunset Sail, Wine
Restless Native Charters
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Sunset Sail
For all ages! • 3 Hours • Chartered Yacht
Choose between our fleet of Luxury Yachts Duration 3 Hours Capacity Up to 12 guests on any of the boats in our fleet About Step away from the crowds of Key West to enjoy your own private sunset cruise aboard one of our beautiful catamarans. Our 3-hour sunset sail allows plenty of time to enjoy the water, ...
Key West
Private Tours
Boat Cruise, Boat Rental, Boat Tour, Catamaran, Cruise / Large Boat, Day Sail, Sailing, Snorkeling, Sunset Cruise, Sunset Sail
Sail Away Key West
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Historic Schooner Sunset Sail from Downtown Key West
2hrs • Up to 32 Guests • Shared Experience • $109pp
Sunset On A Gorgeous Classic Yacht "When the war is over, and if I live through it, Bea and I are going to sail around the world" declared General George S Patton of his beloved custom-built yacht. Sunset Sail Key West is proud to be home to the schooner yacht When and If: the peacetime dream ...
Key West
Pickup Available
Boat Tour, Sailing, Sunset Sail
Sunset Sail Key West
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Private Key West Harbor Sunset Sail
2 hours • Up to 12 Guests
Private, personal and elegant sunset charter At Sunset Sail Key West we bring you the perfect end to an island day; capture the magic of it all from the deck of your own private tropical sailboat. Sunset Sail Key West boasts a fleet of unique classic sailboats and we strive to revive the romance and ...
Key West
Private Tours
Boat Tour, Day Sail, Harbor Tour, Private Boat, Sailing, Sunset Sail
Sunset Sail Key West
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4hr Private Snorkel Sunset Combo
4hrs • Up to 12 Guests • From $995
The best of both worlds! Enjoy a sail over to the spot where your Sunset Sail Key West captain will set the anchor for a swim call. There's a lot to see, from back country sponge beds and coral nurseries to lobster and reef fish to mangrove wildlife. Your view will depend on the day's weather ...
Key West
Private Tours
Boat Tour, Day Sail, Private Boat, Sailing, Snorkeling, Sunset Sail
Sunset Sail Key West
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2hr Proposal Private Sunset Sail
2hrs • Perfect Romance
"And they sailed away into the sunset forever." Now's your moment! With the golden sun kissing the horizon, soft waves lapping against the hull, a bottle of champagne ready on ice, and crew secretly standing by with your camera for photos and videos, it's time to get down on one knee. ...
Key West
Private Tours
Boat Tour, Day Sail, Private Boat, Sailing, Sunset Sail
Sunset Sail Key West
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Private Historic Schooner Sunset Sail From Downtown Key West
Private Charter Sunset Sail on Classic Schooner Yacht
Sail away on the gorgeous 1939 wooden schooner yacht built for General George S. Patton Duration 2 hours "When the war is over, and if I live through it, Bea and I are going to sail her around the world." When And If is the peacetime dream of an American war hero with her greatest destiny as ...
Key West
Private Tours
Boat Tour, Cruise / Large Boat, Day Sail, Sailing, Sunset Sail, Yacht Charter
Sunset Sail Key West
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4th of July Firework Sail
1.25 Hours • All Ages • Open Well Bar • Live Music • Appetizers
Grab a tropical mixed drink and dance to a live performance from one of Key West’s best entertainers while enjoying the legendary Key West Sunset. This activity is operated by: Key West Snorkel, Inc. This trip includes UNLIMITED open well bar which includes rum-runners, margaritas, mixed drinks, draft ...
Key West
1.25 Hours
4th of July Cruise, Boat Tour, Catamaran, Cruise / Large Boat, Fireworks Cruise, Sailing, Snorkeling, Sunset Cruise, Sunset Sail
Sunset Watersports
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Sunset Sip & Sail
2 Hours • Unlimited Well Bar • Live Music • Appetizers!!
This trip includes UNLIMITED open well bar which includes rum-runners, margaritas, mixed drinks, draft beer, wine, champagne & soft drinks. This trip also includes great appetizers for you to enjoy and live music as you cruise off into the sunset through the tropical waters on Key West’s newest ...
Key West
2 Hours
Boat Tour, Catamaran, Cruise / Large Boat, Sailing, Snorkeling, Sunset Cruise, Sunset Sail
Sunset Watersports
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Two Reef Snorkel Tour With Sunset Cruise
3 Hours • All Ages • Sunset Cruise & Double Reef Snorkel Adventure
Join us for a beautiful late afternoon sail out to two locations on our living coral reef. Enjoy a refreshing afternoon dip in the crystal clear waters, and top it all off with a gorgeous sunset as you cruise back to shore! Jump on Key West’s newest catamaran, The Miss Valyn, for a 3-hour snorkel adventure ...
Key West
3 Hour
Boat Tour, Catamaran, Cruise / Large Boat, Sailing, Snorkeling, Sunset Cruise, Sunset Sail
Sunset Watersports
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Key West Tour
14 Hours • All Ages
Same Day round trip Miami-Key West-Miami Duration 14 hours About Miami to Key West Distance: 170 Miles (272 Kilometers) Departure Dates: Daily Departure Time: 7:40 AM Departure Point: Complementary hotel pickup within Sunny Isles Beach, Miami Beach & Downtown Miami, Airport Are(Regency hotel) Arrival ...
Miami
Pickup Available
Aquarium, Beer Tour, Boat Tour, Catamaran, City Tour, Day Sail, Food Tour, Hop On Hop Off, Museum, Parasail, Sailing, SCUBA, Snorkeling, Speedboat, Sunset Sail, Train, Trolley, Wine
System Shuttle Miami
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Key Largo/Islamorada to Key West Private Day Tour
Florida Keys Tour • This is more than just a shuttle service • from Key Largo to Key West
Now Offering Pick-up in Key Largo! Enjoy the Scenery As We Drive Down The Keys with Up The Keys, from Key Largo to Key West What's Included Local driver/guide, Scenic views, Key West recommendations, and FREE pick-up at your requested location! Duration 9 hours includes 3-4 hours free time in Key ...
Key West
Private Tours
Boat Tour, City Tour, Day Sail, Distillery, Driving Tour, Food Tour, Happy Hour Tour, History Tour, Museum, Music Tour, Sailing, Shuttle, Sightseeing Tour, Sunset Sail
Up The Keys
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