Key West

UNITED STATES · DESTINATION

15 Best Key West Tours

The ones worth booking.

The 15 Key West tours travellers book more than any others, with the operator, the running time and the real price set out on each one.

15 Best Key West Tours

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 - The catamaran experience: deck space, bathrooms, and where to sit

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

Most Popular 4.5

Key West sunset on a roomy catamaran with open bar, live local music, and filling hors d’oeuvres. Calm water, big views, 2 hours.

“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 - Pier B to the Wildlife Refuge: What Happens Before the Sharks

2.Shark and Wildlife Viewing Adventure in Key West

5.0

Key West shark tour on the eco-friendly Tiger Cat: dolphins and turtles, then close-up lemon and nurse sharks. $99, 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 - The 2-Hour Route: What You’ll See and Why It Matters

3.Guided Bike Tour of Old Town Key West

5.0

Guided Old Town Key West bike tour past Mallory Square, Mile Marker Zero, and the Southernmost Point, plus key lime pie and bottled water.

“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 - Getting to the marina and getting comfortable fast

4.Key West Mangrove Kayak Eco Tour

5.0

Paddle Key West mangrove creeks on a guided 2-hour eco tour with wildlife spotting, geology stories, and dog-friendly fun for all levels.

“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 - Stop 1 at El Siboney: Starting in Downtown Key West

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

5.0

Taste Cuban and Caribbean bites in Old Town Key West on a small-group 3-hour walk with 5 stops, rum, and lime pie.

“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 - Price and value: $92.95 for dinner plus unlimited drinks

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

Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset - The Route: Key West Harbor Sail, Then Sanctuary Kayak + Snorkel

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

5.0

Half-day Key West sailing plus kayaking through mangroves and snorkeling in the Florida Keys National Marine Sanctuary, with drinks and snacks.

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

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres - The Main Event: Sailing Nightly and Sampling Up to Eight Wines

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

5.0

A small-group Key West sunset sail with wine tasting, beer, and hors d'oeuvres included, plus a friendly crew and calm views from the water.

“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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Key West Island Adventure Jet Ski Tour: Bring a Partner for Free

Key West Island Adventure Jet Ski Tour: Bring a Partner for Free - Before You Go: Training, Timing, and What You’re Being Set Up For

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour - The Grave-Digger Ghost Stories While Rolling Through Old Town

10.Key West Ghosts and Gravestones Trolley Tour

4.5

A nighttime trolley tour through Key West’s haunted corners, with a shipwreck museum stop and spooky, funny stories for ages 13+.

“In hindsight, the trolley concept for a haunted tour probably wasn't a good choice for us. Not the same feel as a walking tour where can absorb a little more.”

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Key West Dolphin Watch and Snorkel Tour – Eco Adventure

Key West Dolphin Watch and Snorkel Tour - Eco Adventure - Dolphin watch: how you get the best odds (and what to expect)

Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses - The Drink Plan: Champagne-Style Bottomless, Plus Real Variety

12.Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

5.0

Adults-only Key West sunset sail on a small catamaran with bottomless champagne-style drinks and a gourmet cheese buffet.

“This was such a wonderful experience. Having a small group made it even more special. The sunset was beautiful. The captain and crew were knowledgeable and hospitable. If you’re wondering if you should book this trip- you definitely should!”

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Key West Sunset Sail with Live Music, Drinks and Appetizers

Key West Sunset Sail with Live Music, Drinks and Appetizers - Live music you can actually enjoy (not just endure)

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included - Meet at the Hyatt, Then Let the Water Take Over

14.Sunset Sail in Key West with Beverages Included

5.0

A small-group Key West sunset sail with drinks included, a rail-side view for photos, and a calm cruise past the nightly Sunset Celebration.

“Very relaxing, smaller group makes it feel much more personal. The captain and his first mate were great. My husband & I very much enjoyed it.”

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

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres - Entering Key West Bight Marina: Getting Set for the 2-Hour Sail

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

5.0

Sail the America 2.0 schooner for a 2-hour Key West sunset, with beer, wine, champagne, and plated hors d’oeuvres.

“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!🌞⛵️”

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