KEY WEST · FLORIDA KEYS
Key West’s best days on the water.
The 15 most popular guided 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!”
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!”
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.”
Biologist-trained dolphin watching on a small Key West catamaran, then guided snorkeling in sponge-and-coral shallows with included gear and snacks.
“The whole trip was very educational and eco-minded! The crew knows a lot about dolphins, the reef and the Key West area. Would love to do it again!”
Key West kayak, snorkel, and morning sail through mangroves and reefs with Honest Eco. Small groups, organic snacks, wildlife sightings.
“Capt Libby &Jackie were great and knowledgeable about the surrounding area and wildlife. Weather in Dec was nice. The provided wetsuits and floatations made snorkeling easy and comfortable. We saw a sea turtle while kayaking, fish & lobsters while snorkeling, and dolphins while sailing. My 8 yr old daughter loved it, and the 4 1/2…”
Bike Key West’s Old Town with a guide, hit Mallory Square and Mile Marker Zero, snap photos at the Southernmost Point, and end with key lime pie.
Ride Key West’s haunted trolley after dark for 1 hour of spooky history, a museum stop, and live ghost-host storytelling.
Paddle LED-lit clear kayaks through Key West mangroves at night, spot sea life in the dark, and learn from a small local guide team.
“There is no way resemble the bioluminescent bays elsewhere in the world. The Marine life was terrible and the kayaking was no fun either.”
Tour the Harry S. Truman Little White House in Key West in 1 hour. See Edison and Eisenhower stops, plus Truman’s working life for $25.
Self-guided Key West Old Town audio walk for $11.24 with GPS-triggered stops from Mallory Square to Southernmost Point, plus offline access.
“At times the directions weren't clear. The audio seemed to end before the tour was completed. Not as good as other audio tours I've used. The website itself was not user friendly.”
A self-guided Key West walking audio tour with automatic GPS stories, offline maps, and lifetime access. See Duval Street highlights for $9.99.
“wonderful idea and interesting facts. We passed a lot of places that we were surprised were not on tour. They looked historical but I guess you can't put everything there. Had problems with phone with tour but it could be on my end. Didn't get to finish”
A 2-hour Key West live music crawl with Maxwell: four venues, drink discounts, venue history, and local music downloads.
“Maxwell met us and we enjoyed several jazz clubs nearby. He was full of knowledge, making the musical experience more interesting. It was a wonderful way to begin exploring Key West! Maxwell also shared upcoming local venues that we could enjoy on our own while staying in Key West. Highly recommend this tour with him!”
Paddle a Key West mangrove eco tour with guided habitat spotting at a relaxed pace. Kayak or paddleboard, gear included, easy pickup.
“We had a great and chill time on our tour. We saw plenty of creatures and soaked in all the things Kristen had to share. Also, getting picked up and dropped off was so helpful and our shuttle drivers were friendly and gave us great tips while visiting! The owner was great and super trustworthy,…”
Self-guided Key West ghost walk with GPS, an EMF reader, and Hemingway stops from Captain Tony’s Saloon to Sloppy Joe’s.
“It was fun and nice that we could do it when we wanted to. It came with good directions which was important since we were in a new place.”
Self-guided Key West audio walk from Mallory Square to Southernmost Point, with stops at Hemingway, Truman, and iconic bars.
“Very informative”
Every way to get out on the water, and every reason to stay for the sunset.
