KEY WEST · FLORIDA KEYS
Key West’s best days on the water.
The 15 standout trips around Key West. The sails, snorkels and adventures people still talk about long after they fly home.
Sail Key West at sunset on a large catamaran with an open bar, live local music, and filling hors d’oeuvres. Depart from Elizabeth St.
Most Popular“Sunset was beautiful. Music and food were good. Dancing was fun. Would recommend to a friend. The time of the excursion was perfect.”
Key West shark and wildlife tour on the eco-friendly Tiger Cat. Learn, snack, and watch lemon and nurse sharks feed up close.
“The captain and crew here very knowledgeable and nice. The boat was clean and everyone was very professional!”
Guided bike tour through Old Town Key West with stops at Mallory Square, Mile Marker Zero, and the Southernmost Point, plus key lime pie.
“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.
“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.”
Key West sunset dinner cruise with a tropical buffet, unlimited drinks, and live music on a 65-foot yacht. See sunset from the water.
“Was very relaxing. If you wanted to be alone by yourself, you could. if you wanted to party with others you could. Good mix.”
Half-day Key West sailing with mangrove kayaking and snorkeling in protected waters, with wetsuits, drinks, snacks, and a sunset option.
“This is well worth the $125 cost! The crew could not have been nicer or more accommodating! I was worried that it would be too cold to snorkel but there were wetsuits available for use. I had never been snorkeling before but it didn’t matter because the crew was very patient with you. My husband…”
Sail the 69-foot Marquesa to the Florida Reef for easy snorkeling, unlimited drinks after swimming, and the chance to spot dolphins.
“Very rude staff.. 10 mins of snorkeling in 30 feet water. They were in big rush.. just roamed around in the water to kill time. Very rude staff. Very bad experience. Over crowded too.”
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!”
Key West small-group sunset sail with up to eight wines, beer, and hors d'oeuvres on a schooner. Intimate, romantic start to night.
“The captain and crew were awesome. The wines were a great choice and the snacks were just the right amount. There was a vegan in our party and she had nothing but wine...no complaints! I recommend the danger boat..it's the best!!”
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.
“Snorkeling in KW is limited, but I think the captain got us out to where was fairly decent. A little too much time watching a couple of dolphins between 3 boats.”
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!”
Adults-only Key West sunset cruise on a small Echo catamaran with champagne-inspired drinks, gourmet cheeses, and Moët upgrades available.
“It was romantic and peaceful. The girls who were taking care of us were so friendly and the wine was perfect and the cheese was awesome.”
Every way to get out on the water, and every reason to stay for the sunset.
