The 15 Best Key West Tours & Boat Trips

Boat Tours in Key West, Concerts, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, 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

Sail into a Key West sunset aboard a spacious catamaran with live music, open bar, shrimp, hors d'oeuvres, and views of Mallory Square.

“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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Key West Tours, 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 lemon and nurse sharks up close from a shaded catamaran, with dolphins, turtles, drinks, and expert wildlife guides in Key West.

“Fun and very informative tour guides. Shark experience was awesome! I highly recommend this experience!”

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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

Review of Key Lime Bike Tours’ two-hour Old Town Key West ride, with historic sights, ocean views, local guides, water, and key lime pie.

“Our bike tour was fun, I formative and very casual. The quirky guide, "James" kept it lively! Enjoy the ride 🚴‍♀️ 💕”

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Canoes & Kayaks, 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

Paddle Key West’s quiet mangrove creeks, spot sea life, and learn about Florida Keys ecology on a relaxed, beginner-friendly two-hour tour.

“It’s so beautiful but I was very lucky to have perfect weather conditions! We staked through the mangroves and stopped periodically to admire sea life and birds.”

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Food, Food & Drink, Food Tours, Key West Tours, Tour Reviews, Tours, Walking Tours

Southernmost Food & Cultural Walking Tour by Key West Food Tours

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

★★★★★★★★★★5.0 · 1,730 reviews · 3 hours (approx.) · from $90

Taste Cuban, Caribbean, and Key West favorites on a small-group walk through Old Town, with local stories, rum, coffee, and key lime pie.

“Great variety of food stops with a cultural lesson about Key West along the way! We learned about how Key West can to be.”

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Boat Tours in Key West, Concerts, Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews

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

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

★★★★★★★★★★4.5 · 1,707 reviews · 2 hours (approx.) · from $92

Review of Key West’s two-hour sunset dinner cruise, with buffet, open bar, live music, sunset views, pricing, tips, and honest drawbacks.

“Excellent crew and spacious room for dining. Great open air top level gives great views and picture opportunities”

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1-Day Tours, Canoes & Kayaks, Evening Experiences, Half-Day, 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

Review of Key West’s half-day schooner trip with mangrove kayaking, reef snorkeling, snacks, drinks, and a sunset sail.

“Micah and Katy were great hosts! Snacks were healthy. They were great guides made sure we had enough to drink. We were given a mini history of Key West. Wishing the kayaking went through the mangroves more. Not much to see with the snorkeling, some sponges, small fish and a lobster and jelly fish. Did get to hold a Casiopian jelly fish which was cool.”

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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

Review of Key West’s 3-hour reef snorkel sail, with a 69-foot catamaran, gear, crew help, and an open bar after snorkeling.

“The boat was great as well as the captain and mates! I didn't see a lot of fish that was a bit disappointing. Other than that it was fun!”

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Hop-On Hop-Off Bus Tours, Key West Tours, Tour Reviews, Tours

Key West Hop-On Hop-Off Trolley Tour

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

★★★★★★★★★★4.5 · 1,530 reviews · 1 hour 30 minutes (approx.) · from $55

See Key West by narrated trolley, with 13 stops, free reboarding, Sails to Rails admission, and time to explore at your own pace.

“BS sign up. Booked this in November before a Feb cruise. Got texts reminding me of upcoming g adventure. When I got to the ticket booth- which took three try’s to get find - they wanted a QR code. Why not send the QR code with the text when you charge my card???? Spent ten minutes at the desk with agent - who was very nice - and finally got a sticker. Nice cruise around the island. A bunch of people on phones and some other “chatters” can be irritating for the driver and for the passengers trying to listen. Good way to see town on a tight schedule. Viator…”

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Boat Tours in Key West, Cruises & Boat Tours, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews, Wine Tours

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

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

★★★★★★★★★★5.0 · 1,366 reviews · 2 hours (approx.) · from $125

Sail Key West at sunset with up to eight wines, beer, soft drinks, and generous hors d'oeuvres aboard a small 26-person boat.

“Perfect end of the day watching the sunset and enjoying wine and snacks. Crew was amazing and boat was comfortable.”

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Jet Skis, Key West Tours, Tour Reviews, Tours

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

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

★★★★★★★★★★5.0 · 1,362 reviews · 1 hour 30 minutes (approx.)

Ride 28 miles around Key West on a guided jet ski tour, with tandem riding, landmark views, safety training, and no extra charge for a partner.

“Great experience on the Tiki boat out to a gorgeous sandbar. Jordan and the Captain were great. We saw a shark! Plenty of drinks.”

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Ghost & Haunted History Tours, Hop-On Hop-Off Bus Tours, Key West Tours, Tour Reviews, Tours

Key West Ghosts and Gravestones Trolley Tour

12.Key West Ghosts and Gravestones Trolley Tour

★★★★★★★★★★4.5 · 1,217 reviews · 1 hour (approx.) · from $39

Ride Key West’s Trolley of the Doomed for ghost stories, dark history, the Shipwreck Museum, and a funny costumed guide after sunset.

“Fun and intresting Kate was very charismatic entertaining and Howard was very good driving us around!”

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Dolphin Watching, Dolphin Watching in Key West, Key West Tours, Snorkeling, Snorkeling in Key West, Tour Reviews, Tours

Key West Dolphin Watch and Snorkel Tour – Eco Adventure

13.Key West Dolphin Watch and Snorkel Tour – Eco Adventure

★★★★★★★★★★4.5 · 1,163 reviews · 3 hours (approx.) · from $79

Watch wild dolphins, snorkel Key West’s Gulf backcountry, and enjoy drinks aboard a small catamaran for a relaxed three-hour outing.

“Great staff. We got to see some dolphins which was one of the best experience we had and were looking forward to. The crew was very friendly and helpful. We had a great time and looking forward to doing it again.”

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