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Experience a 2-hour sunset sail aboard the elegant America 2.0 schooner in Key West, with food, drinks, wildlife sightings, and the Green Flash phenomenon.

The Key West: Schooner Sunset Sail with Food & Drinks offers a refined way to enjoy the area’s iconic sunset. Priced at $116 per person, this 2-hour voyage departs from 202 William Street and takes you on a scenic trip on the 105-foot schooner America 2.0. Known for its teak decks, mahogany trimmings, and 3,600 square feet of canvas, the schooner provides a comfortable, elegant setting with room for picturesque views of Key West’s coastline.
This tour is ideal for those seeking a relaxed yet sophisticated experience, combining stunning scenery, wildlife sightings, and delicious food and drinks. While it features a light snack and unlimited drinks, it’s not a party cruise; rather, it emphasizes comfort, natural beauty, and a touch of class. The 2-hour duration makes it an accessible option for travelers with limited time but a desire for a memorable evening.
You can check availability for your dates here:
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This tour departs from 202 William Street, conveniently located directly behind the Schooner Wharf Bar. The meeting point is easy to find, and the departure times are usually scheduled for afternoon or evening, offering flexibility to catch the sunset. The crew is known for being courteous and professional, ensuring everyone feels comfortable and well taken care of during the 2-hour voyage.
The sailing vessel is equipped with teak decks and mahogany trimmings, creating a beautiful, classic atmosphere. Passengers are seated in assigned spots, with plenty of space to enjoy the views and relax. The experience is suitable for families, couples, or groups of friends seeking a leisurely, stylish outing.

During this sunset cruise, the America 2.0 glides past several notable sights. Passengers enjoy views of Fort Zachary Taylor, a historic fortification, from the water. The boat also passes Sand Key Reef, famous for its coral formations and marine life, as well as Mallory Square and Sunset Pier, both iconic landmarks known for their sunset celebrations.
The route provides excellent vantage points for appreciating Key West’s shoreline, with the vibrant colors of the sunset reflecting off the water. The cruise offers a unique perspective on the area’s natural beauty and historical sites, with plenty of opportunities for photos.

One of the highlights of this sailing adventure is the chance to observe wildlife in their natural habitat. The crew is experienced at spotting dolphins, which frequently play near the boat, adding a magical touch to the voyage. Water birds and sea turtles are also often visible, enriching the experience with glimpses of marine life.
Keeping an eye out for these creatures enhances the sense of connection with nature, making the sail more than just a pretty sunset. The cruise is smooth and calm, suitable for those who prefer gentle, close-up wildlife viewing.
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A distinctive feature of this tour is the opportunity to witness the Green Flash at sunset, a fleeting atmospheric phenomenon that occurs just as the sun dips below the horizon. This rare event only happens under clear conditions and offers a mesmerizing burst of green light, visible for a few seconds.
The crew is knowledgeable about the sunset’s natural spectacles and helps guide guests in spotting the Green Flash. Watching the sunset’s vivid colors reflected in the water rounds out the visual feast, creating perfect photo moments.
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Included in the $116 price are complimentary alcoholic and non-alcoholic drinks, allowing guests to relax with a beverage of choice. Passengers can enjoy delicious hors d’oeuvres served on personal plates, adding a touch of sophistication to the experience.
For those celebrating holidays, there are special options: on Christmas Eve and Christmas Day, guests can enjoy complimentary holiday treats and the chance to take a holiday photo at the helm. Plus, on New Year’s Eve and New Year’s Day, a champagne toast is offered along with a complimentary souvenir flute, perfect for ringing in the new year in style.

The America 2.0 features ample canvas space for capturing the sunset’s changing hues, with stellar water reflections enhancing the visual impact. As the sun fades, the stars begin to emerge in the deep blue sky, completing the romantic and peaceful atmosphere.
Guests appreciate how the crew hoists and lowers the sails, demonstrating their skill and making the voyage more engaging. The atmosphere is relaxed, with plenty of time to sip drinks, snack, and soak in the scenery. The lighting on the boat is subtle yet effective, allowing the natural beauty to shine without distraction.

This sailing tour is lauded for its professional and friendly crew. Multiple reviews mention the captain and crew members by name, highlighting their attentiveness, friendliness, and expertise. They are skilled at trimming sails, guiding guests, and sharing insights about the scenery and wildlife.
Passengers consistently note that the crew makes everyone comfortable, whether by offering drinks promptly, explaining the sunset phenomena, or simply creating a welcoming environment. This attentive service adds significant value to the experience.

Special departures on Christmas Eve, Christmas Day, New Year’s Eve, and New Year’s Day elevate the experience. During these sailings, guests enjoy complimentary holiday treats or a champagne toast, making the sunset even more special. Taking a holiday photo at the helm adds a memorable touch, perfect for celebrating special occasions or creating lasting memories.
The meeting point is at 202 William Street, with easy access and clear directions. The tour lasts around 2 hours, with flexible scheduling available in the afternoon or evening. Guests should bring passport or ID, and driver’s license if needed.
Smoking is not permitted onboard to maintain safety and comfort for all guests. Seating may be assigned, but the crew makes sure everyone has a good view of the sunset and wildlife. The cancellation policy allows for full refunds if canceled up to 24 hours in advance.
This sunset sail offers a relaxing, elegant way to experience Key West’s famous sunset, with included drinks, hors d’oeuvres, and opportunities for wildlife viewing and photos. The high customer ratings—a 4.9 out of 5 based on 304 reviews—confirm its popularity and quality.
The experience is best suited for adults, couples, families, or small groups looking for a refined and memorable evening. It’s not a raucous party cruise but a peaceful, scenic outing that emphasizes natural beauty and comfort.
The America 2.0 schooner provides a beautiful setting to watch the sunset in Key West. Its elegant design, friendly crew, and inclusive offerings create a well-rounded experience that many find worth the $116 price. The chance to see wildlife, enjoy a Green Flash, and celebrate holidays at sea makes this voyage a true highlight of any Key West visit.
While the 2-hour duration is perfect for some, those seeking a longer or more elaborate dinner cruise might prefer other options. Nonetheless, for a peaceful, scenic, and stylish sunset experience, this sail remains a top choice.
What is included in the price of $116?
The ticket includes a sailboat tour on the America 2.0 schooner, complimentary alcoholic and non-alcoholic drinks, personal hors d’oeuvres plate, and special holiday treats or champagne toast on select dates.
Where does the tour depart from?
It departs from 202 William Street, Key West, located directly behind the Schooner Wharf Bar.
How long is the cruise?
The sailing experience lasts approximately 2 hours, typically scheduled in the afternoon or evening around sunset.
Can I see wildlife during the cruise?
Yes, dolphins, sea turtles, and water birds are often seen in the area, adding to the natural appeal of the voyage.
What is the best time to see the Green Flash?
The Green Flash appears just as the sun sets over the horizon, under clear skies, and is a fleeting but spectacular event.
Are there holiday specials during the cruise?
Yes, during Christmas Eve, Christmas Day, New Year’s Eve, and New Year’s Day, complimentary treats or a champagne toast are offered, along with the opportunity to take a holiday photo.
Is there a dress code or specific requirements?
Guests should bring passport or ID and driver’s license; smoking is not allowed onboard. Seating may be assigned, but overall, the experience is casual yet refined.
Can I cancel my booking?
Yes, full refunds are available if you cancel up to 24 hours before the scheduled departure.
Who operates this tour?
The tour is run by Classic Harbor Line – Key West, known for its high-quality sailing experiences.
Is this tour suitable for children or families?
While the data does not specify age restrictions, the relaxed atmosphere and scenic nature suggest it’s suitable for families with children, especially those who enjoy gentle boat rides and wildlife viewing.