KEY WEST

9 Sailing Tours with an Open Bar in Key West Worth Booking

9 sailing trips  ·  from $59 a head

The 9 best sailing tours with an open bar in Key West you can book right now, with the price a head, how long each one runs and whether the sails go up. Number one is first for a reason.

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres - What the route shows you in two hours
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Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

1.Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

★★★★★★★★★★4.5 · 3,559 reviews · 2 hours (approx.) · from $79Our pick

Key West sunset sail review with open bar, live music, shrimp, spacious catamaran decks, practical tips, value, weather advice, and FAQs.

“The sunset was absolutely divine. We sat outside on the bow, drank wine, and took it all in. The crew were attentive and the company was a good time. 10/10 would do again.”

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Key West Afternoon Snorkel Sail with Unlimited Cocktails! - Getting ready at the reef
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Key West Afternoon Snorkel Sail with Unlimited Cocktails!

2.Key West Afternoon Snorkel Sail with Unlimited Cocktails!

★★★★★★★★★★4.5 · 1,572 reviews · 3 hours (approx.) · from $59Best value

Review of Key West’s 3-hour reef snorkel sail, with catamaran details, drink policy, value, crowding, safety, and practical tips.

“Not cruise ship friendly. If you're traveling on a cruise ship, they dropped us off far from our port and made it a difficult boarding. At least let me know, so I can plan accordingly. Because I would not have selected this experience.”

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Key West Sunset Sail with Live Music, Drinks and Appetizers - Boarding the 65-foot Fury catamaran
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Key West Sunset Sail with Live Music, Drinks and Appetizers

Key West: Schooner Sunset Sail with Food & Drinks - America 2.0 brings the right kind of drama
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Key West: Schooner Sunset Sail with Food & Drinks

Key West Signature Sunset Sail with Live Music, Open Bar & Food - The open bar is the strongest value at $72
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Key West Signature Sunset Sail with Live Music, Open Bar & Food

Key West: Sunset Sailing Trip with Open Bar, Food and Music - The Sandie Cat: room to move, plenty of company
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Key West: Sunset Sailing Trip with Open Bar, Food and Music

Classic Key West Schooner Sunset Sail with Full Open Bar - The sunset route around Mallory Square and Fort Zachary Taylor
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Classic Key West Schooner Sunset Sail with Full Open Bar

Key West Day Sail on Schooner America 2.0 with 2 Drinks - Sailing past Mallory Square
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Key West Day Sail on Schooner America 2.0 with 2 Drinks

Key West: Sunset Sail with Live Band, Drinks, and Appetizers - Checking in at 631 Greene Street
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Key West: Sunset Sail with Live Band, Drinks, and Appetizers

9.Sunset Sail with Live Band, Drinks, and Appetizers

★★★★★★★★★★4.7 · 171 reviews · 2 hours - 150 minutes · from $79

Review of Key West’s 2-hour sunset catamaran cruise with live music, open bar, appetizers, Gulf views, and practical booking tips.

“Everything was great but one thing. When you finished snorkeling and went for a drink the line was very long due to only having one person serving the drinks”

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