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“Wonderful tour! The guide talked about the history of Key West, brought us through the major historical locations and took good care of the group. Then we finished with a slice of key lime pie!”
Paddle Key West mangrove creeks on a calm, guided 2-hour eco tour with wildlife spotting, cool geology stories, and small groups.
“This was a great excursion while visiting KW. Plan to go barefoot or wear flip flops. Wear lots of sunscreen. If it’s over 85 degrees out I wouldn’t do it ! 70 degrees was perfect (and hot actually). I didn’t bring a cell in kayak but could have (and wished I had). Put it in…”
Southernmost Key West Food & Cultural Walking Tour packs 5 tastings, Cuban stops, and Old Town stories into a small-group 3-hour walk.
“We enjoyed everything about this tour. Marissa our tour guide provided a nice balance of history, food and local lore. The walking was pretty easy and now there are so many new places to try. Well worth it!”
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.
“You can’t beat these tours for the ability to see so much of an area. Our driver was knowledgeable and funny! Highly recommend!”
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.
“Tour guides were absolute rockstars. They’re patient, fun, friendly individuals. First time with my brothers on jet skis. And they were beyond exceptional. You won’t regret this booking”
Cruise Key West after dark on the Trolley of the Doomed, hear graveyard lore, then add a quick Shipwreck Museum stop.
“It was cute. Kinda cheesy but a nice ride around Key West pointing out points of interest with the narrate in full character.”
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.
“We were very interested in the history of Key West. We did the walking tour which provided us more time at each site. Our tour guide was very knowledgeable and entertaining I highly recommend!”
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 Knowledgeable! Lots of fun! Learned a lot ! Our guide made the experience worthwhile! Recommend this for families and friends!”
Guided clear kayak eco-tour near Key West: 2 hours in Sugarloaf Key mangroves with close-up wildlife under your own kayak.
“Fun day on water and through Mangroves. Heidi was an excellent tour guide. Very knowledgeable on area.”
Key West dolphin cruise with included snorkeling gear and drinks on a 45-foot catamaran, plus sunset timing options.
“We loved it! Lisa and Ali were awesome. We saw dolphins, sea turtles and spotted eagle rays. Lisa and Al’n had sunscreen and Mimosas - all in all a great way to start the day. Highly recommend to everyone !!”
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.
“Amazing! Fantastic! Had an incredible day! My 18 year old niece said it was the most fun thing she’s ever done in her life.”
Kayak or paddle the Florida Keys from a custom catamaran, learn about mangroves, then relax on a remote sandbar with lunch.
“We took this trip a second time to revisit the pristine heavenly clear waters of the keys and this trip doesn’t disappoint! Captain Matthew and his crew go above and beyond to ensure your trip is enjoyable while looking after your safety. We had captain Matthew the first time we took this excursion and continue…”
Glass-bottom boat over Key West’s living coral reef, with narrated marine life and optional sunset champagne cruise. Air-conditioned comfort.
“Very relaxing trip out to the reef. Staff was professional and knowledgeable. I highly recommend this trip.”
Every way to get out on the water, and every reason to stay for the sunset.
