The 15 Best Key West Tours & Boat Trips

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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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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3.Guided Bike Tour of Old Town Key West

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

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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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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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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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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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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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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9.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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10.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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11.Key West Sunset Sail with Live Music, Drinks and Appetizers

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

Sail into a Key West sunset with live music, unlimited drinks, appetizers, and views of Mallory Square for a lively two-hour evening.

“This cruise was so much fun! The band was phenomenal! The crew worked non-stop serving drinks and making sure there was always plenty of appetizers available.”

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

★★★★★★★★★★5.0 · 767 reviews · 6 hours 30 minutes (approx.) · from $152

Sail, snorkel, and kayak through Key West’s wildlife refuge with lunch, unlimited drinks, and a small crew for one active day at sea.

“The crew was very personable and took the time to know and remember each of our names. The fresh fruit, lunch, and later afternoon snacks were good too.”

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13.Dolphin Watching and Snorkeling Eco Cruise Tour

★★★★★★★★★★4.6 · 757 reviews · 3 hours · from $79

Key West dolphin watching and snorkeling cruise review with practical tips on wildlife, boat comfort, sunset timing, price, and what to bring.

“Brilliant afternoon. The guides were really knowledgeable and helpful and the overall experience was brilliant”

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14.Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

★★★★★★★★★★4.5 · 699 reviews · 2 hours 30 minutes (approx.) · from $89

Key West sunset sail with wild dolphin spotting, wine, champagne, beer, shrimp cocktail, tapas, and views of Mallory Square.

“The sunset cruise was a lot of fun. We enjoyed the views, the beautiful sunsets, and the dolphins. The appetizers were delicious and the staff were knowledgeable and fun!”

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

★★★★★★★★★★5.0 · 497 reviews · 4 hours (approx.) · from $143

Watch wild bottlenose dolphins and snorkel Key West waters on a small, eco-minded catamaran tour with patient guides and fresh snacks.

“Our guides, Bryan and Rachael, were wonderful. I learned a lot of really interesting facts about dolphins in addition to getting the chance to observe them in the wild. We loved how Bryan nerded out while snorkeling, brining things up from the bottom for us to see (a sea urchin, a sea star, a sea snail). They seem very committed to sustainability and responsibility in their operation - overall a great experience that you can feel good about.”

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