Key West

KEY WEST

Best Key West

Ranked by traveller popularity

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

10 Best 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!!”

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Shark and Wildlife Viewing Adventure in Key West

Shark and Wildlife Viewing Adventure in Key West - The Eco-Friendly Boat Setup (and Why It Feels Better)

2.Shark and Wildlife Viewing Adventure in Key West

5.0

Shark feeding from a 34-foot eco catamaran in Key West, with mangrove wildlife, included snacks, and polarized sunglasses in about 2 hours.

“Educational and fun. We took my 80+ year old mom and she took so many photos. We loved watching the shark feeding and then we went out to see a few dolphins (elsewhere)! We’d recommend doing this with family. The boat has a cover so it’s good for those who don’t want to bake in…”

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Guided Bike Tour of Old Town Key West

Guided Bike Tour of Old Town Key West - Price and timing: what $59 buys you (and why it feels fair)

3.Guided Bike Tour of Old Town Key West

5.0

A guided 2-hour bike ride through Old Town Key West with stops at major sights like Mallory Square and the Southernmost Point, plus water and key lime pie.

“Wonderful tour! The guide talked about the history of Key West, brought us through the major historical locations and took good care of the group. Then we finished with a slice of key lime pie!”

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Key West Mangrove Kayak Eco Tour

Key West Mangrove Kayak Eco Tour - The 2-Hour Flow: Easy Paddling, Small Group Control

4.Key West Mangrove Kayak Eco Tour

5.0

Paddle Key West mangroves on a guided eco kayak tour. See sea life, learn Florida Keys geology, and enjoy a calm 2-hour ride.

“Our guide was very knowledgeable about the marine environment. Made it fun and enjoyable. Thank you so much Brett!”

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Southernmost Food & Cultural Walking Tour by Key West Food Tours

Southernmost Food & Cultural Walking Tour by Key West Food Tours - Your 3-Hour Rhythm: How the Tour Keeps You Full Without Feeling Stopped

5.Southernmost Food & Cultural Walking Tour by Key West Food Tours

5.0

A small-group Key West walking food tour with Cuban coffee, key lime pie, rum cocktails, and local history on a 1.2-mile route.

“This was a great food tour. We enjoyed the variety of food dishes and the portion sizes. The tour had a good pace and the history pieces were informative. I highly recommend the tour.”

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Key West Sunset Cruise: Dinner, Live Music & Drinks Included

Key West Sunset Cruise: Dinner, Live Music & Drinks Included - The Tropical Buffet Dinner: What You’ll Actually Taste

Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset - Kayaking Through Mangroves: Calm Water, Real Wildlife Energy

7.Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

5.0

Half-day sailing, kayaking, and snorkeling off Key West, with wetsuits, reef wildlife, drinks and sunset options.

“This was out second time with Danger, and we really enjoyed both outings. Smaller crowds, lovely boat, informative guides, and great time on the water. I appreciated the use of wet suits, it was a thoughtful addition to the experience.”

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Key West Afternoon Snorkel Sail with Unlimited Cocktails!

Key West Afternoon Snorkel Sail with Unlimited Cocktails! - The ride to the Florida Reef: why it takes time

8.Key West Afternoon Snorkel Sail with Unlimited Cocktails!

4.5

Half-day Key West snorkel sail to Florida Reef on a 69-foot catamaran with open bar and crew-led snorkeling for about 3 hours.

“It was exactly as we anticipated. There were a lot of people on the boat, but the staff was great and well prepared. The equipment they provided was in good condition, but I felt the water wasn't that clear and I had a hard time seeing a lot on the reef.”

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Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour - Riding Smart: Where the Trolley Stops and What to Do There

9.Key West Hop-On Hop-Off Trolley Tour

4.5

A budget-friendly, hop-on hop-off trolley around Key West with lively narration, 13 smart stops, and free entry to Sails to Rails.

“Knowledgeable tour guides. A lot of crowding on days with the cruise ships. A convenient way to see the sights.”

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Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres - The Route: From Front Street Check-In to a Two-Hour Evening on the Water

10.Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

5.0

Small-group Key West sunset sail with a wine tasting, unlimited beer, and hors d’oeuvres, plus crew stories and a smoother pace for two hours.

“What an amazing experience! The wine was plentiful, the snacks were delicious, and the view of the water and sunset were unbeatable. Mary, James, and Connor were professional and friendly. All around absolutely worth doing this!”

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