The 15 Key West Tours That Earn Their Price

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

Review of Key West’s sunset catamaran sail with an open bar, live music, shrimp, hors d’oeuvres, and views from Mallory Square to Sunset Key.

“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 an eco-friendly catamaran, with dolphins, turtles, drinks, and expert wildlife guidance in Key West.

“Wonderful experience!!! Loved the info provided about the sharks and dolphins. They made sure that kids had a safe and fun time. Small group made it even more enjoyable.”

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3.Guided Bike Tour of Old Town Key West

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

Explore Old Town Key West by bike, with history, ocean views, famous landmarks, local stories, water, and key lime pie.

“Such a great way to see the city and learn some cool history! James war fantastic and very funny! We loved it”

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4.Key West Mangrove Kayak Eco Tour

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

Explore Key West’s mangroves by kayak for two hours, with wildlife, local ecology, friendly guides, free parking, and easy pacing for beginners.

“Our time with the Lazy Dog team was relaxing and informative. Highly recommended. This is an adventure you will remember for sure.”

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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, seafood, rum, and key lime pie while walking 1.2 miles through quieter, historic Key West neighborhoods.

“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

Key West sunset dinner cruise review with buffet, open bar, live music, yacht views, practical tips, crowd notes, and value advice.

“Great way to add an experience to your 50th Anniversary. Good food and drinks! And the crew was excellent!!”

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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

Sail, kayak through mangroves, snorkel coral reefs, and watch the Key West sunset with gear, snacks, drinks, and expert crew included.

“The crew was amazing—friendly, professional, and helpful. They were clear in their instructions. We loved this half-day excursion because it wasn’t too long and included some of our favorite activities. Kayaking through the mangroves was so unique. We would certainly book this tour again when visiting Key West!”

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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 $59 afternoon snorkel sail, with reef swimming, gear, open-bar drinks, crew tips, timing, and honest drawbacks.

“Booked the excursion, called the office. They said, check-in time was 1230. That was incorrect. The boat left at 12:30. We missed the trip. .They did not refund”

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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

Review of Key West’s small-group sunset sail with up to eight wines, beer, hors d’oeuvres, friendly crew, and practical booking tips.

“Just do it! The crew is wonderful. The wine & appetizers were delicious. It was a chilly and windy sail, but the crew had blankets ready and it was picture perfect. And, a couple got MARRIED during the sail!”

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

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

Review of Key West’s 3-hour dolphin watch and shallow-water snorkel tour, with boat details, wildlife, costs, tips, and honest drawbacks.

“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 Schooner Sunset Sail with Bar & Hors d’oeuvres

★★★★★★★★★★5.0 · 804 reviews · 2 hours (approx.) · from $122

Review of Key West’s America 2.0 sunset sail, with sailing views, open beer and wine, plated hors d’oeuvres, tips, and honest value advice.

“Sunset was enchanting and the crew was super accommodating! Captain Dan also added historical tid bits that enhanced the Key west experience. Great trip!”

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12.Dolphin Watching and Snorkeling Eco Cruise Tour

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

Spot wild dolphins, snorkel Florida Keys backcountry waters, and cruise home with drinks or a sunset view on this 3-hour Key West tour.

“Penny was so amazing and helpful we had so much fun. Nicole did an awesome job driving and getting us information. It was a perfect day.”

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

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

Review of Key West’s sunset catamaran sail with wild dolphins, wine, champagne, shrimp cocktail, tapas, and landmark views.

“Very good value,unlimited drinks lots of dolphin sightings and very helpful staff and perfect length of trip”

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14.Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt

★★★★★★★★★★4.5 · 549 reviews · 2 hours (approx.) · from $32Best value

Review of Key West’s Haunted Pub Crawl: spooky Old Town stories, historic bars, Robert the Doll, a free T-shirt, and practical tips.

“Great and informative! Gene Beach (narrator) was fantastic! Worth it and it’s a must when in Key West!”

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

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

Review of Key West’s small-group dolphin watching and snorkeling tour, with wild bottlenose dolphins, marine life lessons, snacks, and practical tips.

“We had a wonderful experience with Sam and Jess. Full of adventure and great snorkeling around the pods.”

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