15 Key West Tours, Compared

Bar 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

Review of Key West’s two-hour sunset sail with open bar, live music, shrimp, hors d’oeuvres, and practical tips on value, weather, and seating.

“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, Shark Diving, 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 sharks, dolphins, turtles, and more on a family-friendly Key West catamaran tour with guides, drinks, shade, and safe wildlife viewing.

“Great experience. Also learned some shark facts. As we were heading back to shore, we also saw a bunch of dolphins swimming. The captain circled around so we could watch them for a bit”

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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

Explore Old Town Key West by bike on a relaxed guided tour with history, ocean views, famous sights, bottled water, and key lime pie.

“Wonderfully done. Excellent history lesson. James was/is knowledgeable, very engaging and downright funny!”

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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 mangrove creeks, spot sea life, and learn about Florida Keys ecology on this relaxed, beginner-friendly kayak tour.

“Great experience. Heather was a wonderful guide and very knowledgeable. Staff was very helpful getting in and out of the kayaks.”

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Food, Food & Drink, 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, five tastings, and a rum drink.

“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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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 sunset dinner cruise with buffet, open bar, live music, yacht views, practical tips, drawbacks, and booking advice.

“Was cold, but captain made it fun and the drinks were flowing! The SUN came out just in time! Great time.”

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1-Day Tours, Canoes & Kayaks, Evening Experiences, Half-Day, Key West Tours, Snorkeling, Snorkeling Trips 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 sail, kayak, snorkel, and sunset trip, with honest advice on activities, value, weather, gear, and who should book.

“Captain Mary & 1st Mate Connor were great. Fruits on the way out, beverages with Yuengling, Miller lite and wine was a great surprise then some humas, salsa and chips. Kayaking and sailing were my favorites for sure.”

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Cruises & Boat Tours, Key West Tours, Snorkeling, Snorkeling Trips 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 the Key West afternoon snorkel sail, with Florida Reef snorkeling, open-bar drinks, crew notes, timing, value, and practical tips.

“If you're staying in Miami, take the trip to Key West and book with the crew from Sebago. Awesome crew and your safety is their highest priority , not for behind the service levels and fun they provide you is second to none! Catamaran was very clean and the equipment was modern, not old used and beat up. Kudos to the Captain and his crew!!!!! (Be generous when tipping them, they definitely earn it)”

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

Review the Key West Hop-On Hop-Off Trolley Tour, with stop-by-stop tips, pricing, timing, museum access, and honest advice on value.

“There was a lot of traffic! In some cases it was quicker to walk than wait for the trolley to get to my next stop. And it was very hard to find parking. I didn't stay in Key West. I stayed on another key and drove to Key West. They don't tell you where to park. You have to figure it out. I checked in and parked at the 20 minute parking spot but when I asked the guy where I can park my rental car he really couldn't help me. So I had to drive around where I finally found a parking lot near the post office, many blocks…”

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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

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

“Very attentive staff on the boat! Generous wine pouring. Nice variety. Beautiful cruise. Check in process was slow.”

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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.) · from $155

Review of Key West’s 90-minute tandem jet ski tour, with island views, sandbars, safety tips, pricing, guides, and practical booking advice.

“New Jet skis. A little hard to find so call for free shuttle (plus optional tip). Gavin is a natural, you can tell he loves this and has been doing it a long time. Accommodating. One suggestion, is less profanity. Especially the F Bomb. That can be very offensive to their customers. If would influence my decision to return especially with my family. IE One couple had not shown up in time… “F them”. Also when he was concerned about a bad reviews online, used again to discourage bad reviews. I would place use of that word next to the 3rd commandment. I know not everyone is offended by that…”

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Ghost & Haunted Tours, Key West Tours, Tour Reviews, Tours, Trolley 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

Review of Key West Ghosts and Gravestones, with haunted tales, trolley details, pricing, family advice, itinerary, and practical tips.

“Great experience and Danny and captain Jack were amazing! The route was awesome and plenty of information!”

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Dolphin Watching, Dolphin Watching in Key West, Key West Tours, Snorkeling, Snorkeling Trips 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

Key West dolphin watch and snorkel review covering wildlife, shallow Gulf snorkeling, crew, drinks, value, tips, and who should book.

“Our taxi was late. We were going to miss the experience, so I called Fury. The rescheduled us for a later trip without a hassle. The the boat ride was awesome! Captain Jude and Kelsey were great!”

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Ghost & Haunted Tours, Guided, Key West Tours, Tour Reviews, Tours

Key West Ghost and Mysteries Guided Tour

14.Key West Ghost and Mysteries Guided Tour

★★★★★★★★★★4.5 · 1,079 reviews · 1 hour 30 minutes (approx.) · from $33Best value

Key West Ghost and Mysteries Tour review covering haunted sites, guides, walking pace, dowsing rods, price, and practical booking tips.

“Dawn was exceptional! Great stories and very knowledgeable and accommodating. I highly recommend this tour.”

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Cruises & Boat Tours, Evening Experiences, Key West Tours, Tour Reviews

Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

15.Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

★★★★★★★★★★5.0 · 954 reviews · 2 hours (approx.) · from $108

Review of Key West’s adults-only Moët sunset sail, with small-group sailing, unlimited drinks, gourmet cheeses, pricing, and practical tips.

“Amazing!! We love it!! Friendly people, nice food and excellent service a lot of drinks, no to many people in the catamaran, no kids is the best experience no kids”

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