America · KEY WEST TOURS

The 15 Best Key West Tours

25 tours  ·  ★★★★★★★★★★ 4.7 average  ·  from $34

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres - The boat, the vibe, and why it matters at sunset
Boat Tours in Key West, Concerts, Cruises & Boat Tours, Dinner & Sunset Cruises, Dinner & Sunset Cruises in Key West, Drinking Tours, Evening Experiences, Key West Tours, Tour Reviews

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

A 2-hour Key West sunset catamaran sail with open bar, live local music, and heavy hors d’oeuvres, plus plenty of room to watch.

“We had a little issue with finding the meeting location but once we found “the pineapple “, it was smooth sailing (pun intended). The crew were awesome. The food and drinks were plentiful and the delightful.”

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Shark and Wildlife Viewing Adventure in Key West - Meet the Boat: Tiger Cat, Power-Pole Holding, and Shade
Key West Tours, Shark Encounters, Tour Reviews, Wildlife

Shark and Wildlife Viewing Adventure in Key West

2.Shark and Wildlife Viewing Adventure in Key West

★★★★★★★★★★5.0 · 2,962 reviews · 2 hours (approx.) · from $99Top rated

See dolphins, turtles and stingrays from a Key West eco-catamaran, then watch bait draw sharks to the boat for photos in 2 hours.

“The Captain and crew did a great job of coaxing the sharks out on a cold day. Got great photos and videos. We also saw dolphins at another location and again got got photos and a great overall experience. Highly recommend!”

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Guided Bike Tour of Old Town Key West - How the Route Hits Old Town Landmarks (Without the Detours)
Cycling Tours, Guided, Key West Tours, Tour Reviews, Tours

Guided Bike Tour of Old Town Key West

3.Guided Bike Tour of Old Town Key West

★★★★★★★★★★5.0 · 2,611 reviews · 2 hours (approx.) · from $59

Pedal through Old Town Key West on a guided 2-hour ride to major sights like Mallory Square and Mile Marker Zero, with water and key lime pie.

“2 hrs of biking around Key West with history stops. We would have never seen all that we did on foot! James was great!”

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Key West Mangrove Kayak Eco Tour - Where You Start at Hurricane Hole Marina (and What to Expect)
Canoes & Kayaks, Kayak Tours, Key West Tours, Tour Reviews, Tours

Key West Mangrove Kayak Eco Tour

4.Key West Mangrove Kayak Eco Tour

★★★★★★★★★★5.0 · 2,205 reviews · 2 hours (approx.) · from $80

Kayak Key West mangrove creeks with a guide, learn Florida Keys geology, spot wildlife, bring your dog, choose morning or afternoon.

“Rachel was an incredible guide - immensely knowledgeable, friendly, and welcoming to all. A great way to get out on the water and learn about Key West ecology.”

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Southernmost Food & Cultural Walking Tour by Key West Food Tours - Price and Value: What $90.19 Buys You in Real Meals
Food, Food & Drink, Food Tours & Tastings, Key West Tours, Tour Reviews, Tours, Walking Tours

Southernmost Food & Cultural Walking Tour by Key West Food Tours

Key West Sunset Cruise: Dinner, Live Music & Drinks Included - Tropical Buffet Dinner: What You’ll Eat, and When It Matters
Boat Tours in Key West, Concerts, Cruises & Boat Tours, Dining Experiences, Dinner & Sunset Cruises, Dinner & Sunset Cruises in Key West, Dinner Experiences, Evening Experiences, Key West Tours, Tour Reviews

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

Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset - Getting started at 255 Front St and the sailing portion
1-Day Tours, Canoes & Kayaks, Evening Experiences, Half-Day, Kayak Tours, Key West Tours, Snorkeling, Snorkeling in Key West, Tour Reviews

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

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

★★★★★★★★★★5.0 · 1,683 reviews · 4 hours 30 minutes (approx.) · from $115

Half-day sailing, kayaking, and snorkeling off Key West in Florida Keys National Marine Sanctuary, with snacks, drinks, and calm-water gear.

“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! - Getting on the Marquesa at 205 Elizabeth St
Boat Tours in Key West, Cruises & Boat Tours, Key West Tours, Snorkeling, Snorkeling in Key West, Tour Reviews

Key West Afternoon Snorkel Sail with Unlimited Cocktails!

8.Key West Afternoon Snorkel Sail with Unlimited Cocktails!

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

Key West afternoon snorkeling on the Marquesa catamaran to Florida Reef, with gear and an open bar after you swim.

“Beautiful weather calm seas. Entertaining & knowledgeable captain & crew. Great experience on board. All equipment needed available & in great condition. Enjoyed hour at reef snorkeling. Bartenders make a great Rum punch & full bar. We will do again when we return to visit family. Wonderful Fun”

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Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres - The Main Event: Sunset Sailing With Up to Eight Wines and Pairing Bites
Boat Tours in Key West, Cruises & Boat Tours, Dinner & Sunset Cruises, Dinner & Sunset Cruises in Key West, Evening Experiences, Key West Tours, Tour Reviews, Wine Tours

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

Key West Dolphin Watch and Snorkel Tour - Eco Adventure - Boat Comfort, Drinks, and the Stuff You Actually Need
Dolphin Watching, Key West Tours, Snorkeling, Snorkeling in Key West, Tour Reviews, Tours

Key West Dolphin Watch and Snorkel Tour – Eco Adventure

Key West Sunset Sail with Live Music, Drinks and Appetizers - What $79.95 Buys You: Open Bar Value You Can Feel
Boat Tours in Key West, Concerts, Cruises & Boat Tours, Dinner & Sunset Cruises, Dinner & Sunset Cruises in Key West, Evening Experiences, Key West Tours, Tour Reviews

Key West Sunset Sail with Live Music, Drinks and Appetizers

11.Key West Sunset Sail with Live Music, Drinks and Appetizers

★★★★★★★★★★4.5 · 952 reviews · 2 hours (approx.) · from $79

Key West sunset catamaran with live music, unlimited margaritas and wine, plus appetizers. Sail past Mallory Square and watch the horizon drop.

“Not your usual review as our sunset cruise was cancelled by a freak raging windstorm. Just wanted to thank the team there at the pier that handled everything so professionally and quick. Rescheduling was offered but we had opt for cancellation as it was our last night in town.”

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Key West Conch Tour Train - Henry Flagler’s railroad story, told in plain language
Key West Tours, Tour Reviews, Tours, Train Experiences

Key West Conch Tour Train

12.Key West Conch Tour Train

★★★★★★★★★★4.5 · 792 reviews · 1 hour 30 minutes (approx.) · from $45

Ride Key West’s Conch Tour Train, a 75 minute narrated mini-train with free Sails to Rails Museum, ending at Mallory Square.

“Nice way to see and learn some of the history of this lovely town. The staff was so helpful and knowledgeable. We really enjoyed this outing.”

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Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail - Mangrove Kayaking: Quiet Water, Up-Close Wildlife Chances
Boat Tours in Key West, Canoes & Kayaks, Cruises & Boat Tours, Full-Day, Kayak Tours, Key West Tours, Snorkeling, Snorkeling in Key West, Tour Reviews

Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

Key West: Dolphin Watching and Snorkeling Eco Cruise Tour - Dolphin Watching on the Gulf of Mexico, What to Expect and How to Read the Water
Boat Tours in Key West, Cruises & Boat Tours, Dolphin Watching, Key West Tours, Snorkeling, Snorkeling in Key West, Tour Reviews, Tours

Key West: Dolphin Watching and Snorkeling Eco Cruise Tour

Key West: Dolphin Watching and Snorkeling Sunset Cruise - Snorkeling around the reef, what you can realistically expect
Boat Tours in Key West, Cruises & Boat Tours, Dinner & Sunset Cruises, Dinner & Sunset Cruises in Key West, Dolphin Watching, Evening Experiences, Key West Tours, Snorkeling, Snorkeling in Key West, Tour Reviews

Key West: Dolphin Watching and Snorkeling Sunset Cruise

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