Drinking Tours

KEY WEST

Best Drinking Tours In Key West

Ranked by traveller popularity

The 10 most popular drinking tours in Key West. Here's what they actually deliver, who runs them, and what they cost.

10 Best Drinking Tours In Key West

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

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres - Your Route: Mallory Square, Fort Zachary Taylor, and Sunset Key Moments

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

Most Popular★ 4.5

A 2-hour Key West sunset sail on a roomy catamaran with an open bar, sangria, hors d’oeuvres, and live local music.

“The captain and crew were extremely attentive to all of the passengers. They even brought drinks and horsdoeuvres to the passengers hanging out on the main deck who were watching the Amazing sunset. They even mingled with the everyone and helped take pictures when asked. This was a highlight of our time at Key West!!”

3,559 reviews2 hours (approx.)From $79.00by Sebago Key West

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Key West Schooner Sunset Sail with Bar & Hors d’oeuvres

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres - Your Two-Hour Schedule: What Happens From Departure to Sunset

2.Key West Schooner Sunset Sail with Bar & Hors d’oeuvres

★ 5.0

Key West sunset on America 2.0: beer, wine, champagne, and plated hors d’oeuvres as you pass Fort Zachary and Mallory Square.

“Our captain, Janet was fantastic! She made sure our experience on her ship was perfect including the sunset. Her crew Jade, Milo & Heather were super efficient in not only tending to the ship’s duties but served their guests with a huge smile. Thanks for the great experience!🌞⛵️”

804 reviews2 hours (approx.)From $122.59by Classic Harbor Line

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Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt

Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt - Captain Tony’s Saloon and 429 Caroline St: morgue lore and the Porter Mansion photo stop

Key West Afternoon Reef Snorkeling with Open Bar

Key West Afternoon Reef Snorkeling with Open Bar - The 3-hour schedule: what happens when, and why it matters

4.Key West Afternoon Reef Snorkeling with Open Bar

★ 4.5

Key West reef snorkeling on the Sandie Cat with included gear and an open bar on the way back. 3 hours, easy, first-timer friendly.

“This trip involves a one hour cruise to the reef, an hour to snorkel and an hour back. Snorkel and flippers (if you want them) are provided, and wetsuits can be hired for $20. There are toilets on board and a shower hose for rinsing off after the swim. You are also required to wear…”

419 reviews3 hours (approx.)From $59.95by Sunset Watersports

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Original Key West Pub Crawl: The Best Bars with Free T-Shirt

Original Key West Pub Crawl: The Best Bars with Free T-Shirt - Start time, meeting point, and how the 8 pm plan works

Key West: All-Inclusive Watersports Adventure with Lunch & Beer

Key West: All-Inclusive Watersports Adventure with Lunch & Beer - What 13 Water Sports Means When You’re Managing Your Time

Key West Signature Sunset Sail with Live Music, Open Bar & Food

Key West Signature Sunset Sail with Live Music, Open Bar & Food - The Two-Stop Sail: How the Water Time Gets Used

7.Key West Signature Sunset Sail with Live Music, Open Bar & Food

★ 4.5

Sail the Sandie Cat for Key West sunset with live music, an unlimited open bar, and simple appetizers over two hours.

“The sunset, the drinks and the music were all great! Snacks were nothing special, but we planned ahead ate dinner. We have done a cruise like this before and it is usually a couple of veggies and maybe rolls or some kind of bite size snack.”

314 reviews2 hours (approx.)From $72.00by Sunset Watersports

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

Key West: Sunset Sailing Trip with Open Bar, Food and Music - Open bar details that actually matter (and what to plan around)

Key West: Sunset Dinner Cruise with Open Bar & Live Music

Key West: Sunset Dinner Cruise with Open Bar & Live Music - Dinner in the Air-Conditioned Room: Buffet Choices and Realistic Timing

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