Guided

KEY WEST

Best Guided In Key West

Ranked by traveller popularity

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

10 Best Guided In Key West

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)

1.Guided Bike Tour of Old Town Key West

Most Popular 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.

“The bike tour was so much fun! James was a great guide and so funny. He did a great job of keeping us as dry as possible during a rainy morning, so do t let the chance of showers keep you away.”

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Key West Ghost and Mysteries Guided Tour

Key West Ghost and Mysteries Guided Tour - Meeting on Caroline Street, ending on Duval: the logistics that keep it easy

2.Key West Ghost and Mysteries Guided Tour

4.5

Key West ghost tour after dark: 90 minutes, nine haunted stops, Hemingway’s Casa Antigua, and dowsing rods. Mobile ticket.

“This was a great walking ghost tour! The storytelling was superb. Easy walking and opportunities to sit while listening. We were sad the tour was over. We could’ve listened to her all night.”

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Guided Clear Kayak Eco-Tour Near Key West

Guided Clear Kayak Eco-Tour Near Key West - Stop 1 around Sugarloaf Key: channels, clarity, and quick setup

3.Guided Clear Kayak Eco-Tour Near Key West

5.0

Paddle a clear kayak in the Keys, spotting starfish, turtles, sharks, and more on a small-group guided eco-tour near Key West.

“Victoria was excellent and enthusiastic. Somewhat hard to spot fish unless they are under your plexiglass kayak”

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Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling - Dolphin Watching in the Wild: What You Really Do Out on the Water

4.Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

5.0

Biologist-led dolphin watching and guided snorkeling in Key West aboard a small catamaran. Snacks, gear, and expert tips included.

“Having a marine biologist lead the snorkeling and dolphin watching added an extra special element to the tour. I learned so much about the sponge ecosystem and dolphin community. The crew went the extra mile to ensure we saw as many dolphins as possible.”

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Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco

Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco - Sail first: a roomy 42-foot catamaran and why it matters

5.Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco

5.0

Paddle Key West mangroves by tandem kayak, snorkel Sand Key Reef with a guide, then relax on a morning sail with organic snacks.

“1/2 day trip was a blast - kayak, snorkel, delicious food and saw group of 10+ dolphins with babies. Highly recommend! If Haden is your catamaran’s co-captain you’re in for a treat…a wealth of knowledge, funny and catered to every need….made the trip so enjoyable for all!”

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Key West: Guided Bicycle Tour with Key Lime Pie

Key West: Guided Bicycle Tour with Key Lime Pie - Meeting at the partner office: what happens before you ride

Key West: Ghosts & Gravestones Guided Trolley Tour

Key West: Ghosts & Gravestones Guided Trolley Tour - Shipwreck Treasures Museum Stop: The One Place You Actually Step Inside

Guided Night Kayak Adventure Tour in Luminous Lagoon

Guided Night Kayak Adventure Tour in Luminous Lagoon - Meeting at 5016 5th Ave: Getting Started in the Dark

8.Guided Night Kayak Adventure Tour in Luminous Lagoon

4.5

Glide through Key West’s Luminous Lagoon in clear LED kayaks, spot night wildlife, and paddle mangrove tunnels with a local guide.

“We loved this experience! Sebastian was our tour guide and he was so knowledgeable. We saw starfish, crab, lobsters, and jellyfish! A few people in our group even saw a nursing shark. The mangroves were magnificent, too.”

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Key West: Truman Little White House Guided Tour Ticket

Key West: Truman Little White House Guided Tour Ticket - What the 1-Hour Guided Tour Covers (and How It Flows)

Key West’s Old Town Treasures: A Self-Guided Audio Tour

Key West’s Old Town Treasures: A Self-Guided Audio Tour - Start at the Historic Memorial Sculpture Garden, end at Southernmost Point

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