Key West
Romantic

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Our most recommended Key West Romantic

  • Key West: 2-Hour Sunset Sail with Live Music

    1. Key West: 2-Hour Sunset Sail with Live Music

    Set sail on a breathtaking sunset cruise aboard a spacious catamaran. Admire views of the Historic Seaport, pass jugglers and entertainers at the Mallory Square Sunset Celebration, and gaze at Fort Zachary Taylor. Enjoy unlimited drinks and appetizers on board, as well as live musical entertainment. Sail past the landmarks of Key West, as your captain positions the ship to maximize your view of the sunset. Savor a fantastic evening on the water.

    Everyone should do this sunset cruise! So fun. Great crew and food and amazing views.

  • Key West: Sunset Sailing Trip with Open Bar, Food and Music

    2. Key West: Sunset Sailing Trip with Open Bar, Food and Music

    Join a sailing experience to get you closer to the sunset than ever before. Set sail from the historic sea port of Key West and head straight out to sea for a cruise with unobstructed views of the sunset on the horizon. During the cruise, enjoy an unlimited open bar, with a wide variety of drinks on offer including rum runners, Champagne, margaritas, and draft beer. Taste a selection of finger foods, ranging from Swedish meatballs, veggie treats, cheese and crackers, pita and hummus, and meat and veggie platters. You will be sailing on one of Key West's newest sailing catamarans, the Sandie Cat. This vessel has capacity for up to 149 passengers across 3 decks, so there will always be plenty of room onboard. Grab a drink, head to the upper deck, and dance to live music as you watch the sun go down. The captain and crew will even let you help raise the sails and you can ask to have a pic...

  • Key West: 2-Hour Sunset Sail on Schooner America 2.0

    3. Key West: 2-Hour Sunset Sail on Schooner America 2.0

    Take in the vibrant colors of Key West's fabulous sunset as you glide through the waters on one of the finest boats in the Key West Schooner Fleet. Watch the sun fade into the horizon and the stars emerge into the deep blue sky. America 2.0 features teak decks, mahogany-trimmings, and 3,600 square feet of canvas! Sit back and relax while she plies effortlessly through the crystal-clear waters off Key West, heading towards the horizon for the quintessential Florida sunset experience! Some of the sights on this sailing adventure include a view of Fort Zachary Taylor from the water, and views of the famed Sand Key Reef, Mallory Square, and Sunset Pier. Keep your eyes peeled for wildlife such as dolphins, sea turtles, and water birds – and for the famous Key West "Green Flash" at sunset. Bring your family or friends and join the courteous and professional crew for this sunset sail that c...

    This was a great experience! Had a great time sailing and watching Sunset, the crew is very friendly. The Schooner 2.0 is a beauty!

  • Key West Champagne Cruise at Sunset

    4. Key West Champagne Cruise at Sunset

    Leave your worries behind and set sail into a Key West sunset on a champagne cruise aboard a spacious, state-of-the-art catamaran. Cruise the tropical waters with a warm ocean breeze and magnificent sunset as your backdrop. Toast the end of another perfect day in paradise as you watch the sun slowly disappear beyond the horizon. Take advantage of the complimentary beer, wine, champagne and sodas and snuggle up with that special someone as the sun paints the sky brilliant hues of blue, yellow, orange, pink and red. Get a better understanding of why a sunset on the water is what this island paradise is all about. The sunset cruise is extremely popular, so book early!

    Great staff, lots of fun, beautiful sunset. A wonderful excursion. Plan to do it again.

Other Sightseeing Options in Key West

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What people are saying about Key West

Overall rating

4.9 / 5

based on 39 reviews

The sunset sail was beautiful!! The captain and crew were friendly and helpful. Definitely glad we made it part of our Key West experience.

This was a great experience! Had a great time sailing and watching Sunset, the crew is very friendly. The Schooner 2.0 is a beauty!

Pleasant experience! The captain was very friendly and helpful! Wonderful drinks with the great crew Would definitely recommend!

Nice and attentive crew, nice experience. The drinks did not seem bottom shelf like other party cruises might.

Everyone should do this sunset cruise! So fun. Great crew and food and amazing views.