KEY WEST · FLORIDA KEYS
Key West’s best days on the water.
The 15 most popular tours in Key West. What each trip costs, how long it runs, and who takes you out.
Guided bike tour through Old Town Key West with stops at Mallory Square, Mile Marker Zero, and the Southernmost Point, plus key lime pie.
Most Popular“Salty the tour guide did a great job, keep us together, telling us about history. Great time!!!! Awesome tour”
Paddle Key West mangrove creeks on a calm, guided 2-hour eco tour with wildlife spotting, cool geology stories, and small groups.
“Our guide was very knowledgeable about the marine environment. Made it fun and enjoyable. Thank you so much Brett!”
Southernmost Key West Food & Cultural Walking Tour packs 5 tastings, Cuban stops, and Old Town stories into a small-group 3-hour walk.
“This was a great food tour. We enjoyed the variety of food dishes and the portion sizes. The tour had a good pace and the history pieces were informative. I highly recommend the tour.”
Hop-on hop-off trolley tour of Key West with 13 stops, live narration, and free Sails to Rails Museum included, great for port days.
“Knowledgeable tour guides. A lot of crowding on days with the cruise ships. A convenient way to see the sights.”
Ride 28 miles around Key West on a guided 90-minute jet ski loop. Tandem riding is free, gas is included, and you get a real sightseeing plan.
“SPECTACULAR time!! Loved every minute. Only advice is be sure you like speed as even at 60km/hr I was the slowest of my group. Great biews and a nice way to ‘see’ Key West from a different perspective. Guides were excellent.”
Cruise Key West after dark on the Trolley of the Doomed, hear graveyard lore, then add a quick Shipwreck Museum stop.
“In hindsight, the trolley concept for a haunted tour probably wasn't a good choice for us. Not the same feel as a walking tour where can absorb a little more.”
Key West dolphin watching and a shallow-water snorkel in the Gulf, with drinks onboard, gear provided, and a small-group catamaran feel.
“Wonderful staff and fun trip. Of course, there is not guarantee that you will see the dolphins. We did not, but the snorkeling was good.”
Nighttime ghost tour of Key West’s haunted addresses and Hemingway’s home, with dowsing rods and a walk to Hard Rock Cafe.
“Nice and well organized tour guide. She spoke clearly and kept us engaged. The path we took was beautiful and well done.”
Ride Key West’s Conch Tour Train for a narrated 75-minute loop, end at Mallory Square, and get free Sails to Rails Museum entry.
“Very informative tour, was hard to hear at times, wish the train travelled at a slower pace, especially when in front of the location. Appreciated stopping at store for snacks. It’s pricey for a little over an hour tour. $75 Canadian per person. Would be nice to add more stops.”
Guided clear kayak eco-tour near Key West: 2 hours in Sugarloaf Key mangroves with close-up wildlife under your own kayak.
“My 9 year old son and I had our own kayak. Heidi helped us through the mangrove tunnels and pointed out all the sea creatures to see! Heidi was a fantastic guide, we felt safe and informed and had a lot of fun. Bring your water and apply sunscreen! We saw nurse sharks, starfish, pelicans…”
Key West dolphin cruise with included snorkeling gear and drinks on a 45-foot catamaran, plus sunset timing options.
“We loved our dolphin snorkeling tour with Fury. Ally & Anna were wonderful guides. The boat ride was comfortable and there was plenty of shade. We saw several dolphins and while snorkeling we saw sting rays, a barracuda, and several types of fish.”
Taste Key West’s Historic Seaport on a 3-hour small-group walk with 5 tastings, white wine, and end-of-tour key lime pie.
“Do not snack ahead! The food choices represented the history of the city and were delicious. Mike, our tour guide drew upon his culinary background to share behind the scene insight on local fishing and the vast number of restaurants in the trade. Time and money well spent!”
Zoom around Key West on a Sea-Doo jet ski with wildlife spotting, Southernmost Point views, and a guide who keeps you safe.
“We had a great time! AC ( tour guide) and Captan Chris. They are fun, talkative, knowledgeable and super friendly. Captain Chris knows where to take the boat and land us in a massive group of fish. AJ was so helpful and lead the fishing maneuvers. He was always next to you helping you when…”
Kayak or paddle the Florida Keys from a custom catamaran, learn about mangroves, then relax on a remote sandbar with lunch.
“The experience itself was pretty good BUT the time changed and VIATOR did not update time. We wasted money to take an uber there and they would not refund us any money wasted on that and having to find something to do for 3 more hours. Boat trip was great, staff was wonderful. Kayak through…”
Glass-bottom boat over Key West’s living coral reef, with narrated marine life and optional sunset champagne cruise. Air-conditioned comfort.
“The glass bottom boat has an inside deck, so we were not subject to the outdoor elements on this particularly cold, windy day. Our tour director was knowledgeable and told us a lot about the sea life we were observing through the glass. It was fun, educational, and safe.”
Every way to get out on the water, and every reason to stay for the sunset.
