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Tours, activities and experiences bookable on Tripadvisor, ranked using exclusive Tripadvisor data including reviews, ratings, photos, popularity, user preferences, price, and bookings made through Tripadvisor.
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Tours, activities and experiences bookable on Tripadvisor, ranked in alphabetical order.
“Captain John and his crew (Jack and Phil) were impressive in their mastery of the vessel... and we're also fun and great hosts.”
Catch some of the best views of the Florida coast from the water during this Key West cruise that combines a day (or evening) activity with some drinks. Unlike other similar cruises, this particular itinerary is on...read more
“Our family had a great time with Matt and Hunter -- fun and respectful at every turn!”
Discover Key West from 300 feet in the air on a private parasailing adventure. Ride tandem with your loved one, as you soar above the stunning coastline of the southernmost city in the United States. You decide...read more
“us hydrated and answered all of our question about key west and everything out on the water…..saw a large pod of dolphins which was amazing and the crew was great in helping us spot tons of fish during the snorkel...”
“This adventure and crew were AMAZING!! Vaughn,Ayo,Brian & Capt Mitch made us feel like family. 2 of our excursions were cancelled due to weather but our 3rd trip was made very special by this crew!”
Make like a Key West local and spend a full day out on the Gulf of Mexico’s water aboard a catamaran. Relax on a sailing excursion while someone else pilots the catamaran, and then get in on the action. Kayak...read more
“This was our 4th sunset cruise and as always we had a great captain (Matt) and crew (AB and Josh) We Always enjoy the relaxing atmosphere and knowledgeable and fun staff If you want to enjoy a nice evening and rel...”
Renting a boat in Key West can be pretty pricy. This Key West sunset cruise takes you on a classic...read more
“Wonderful trip at sunset, the boat is perfect for smaller crowds, experienced sea rays, dolphins, and an experience of a lifetime.”
“One of those was the beautiful Curry mansion, where we were able to go up to the rooftop for the BEST view in Key West!”
“First Mate Amanda is also professional but is also an exceptional asset to the tour, remaining helpful to all and offering local insights that improved our Key West vacation, including local food and areas to visit.”
“We’ve snorkeled close to 50 times all over the Caribbean, and the barrier reef off of Key West has to be in the top three!! Relaxing hour cruise to the snorkeling site, during which time we saw several turtles sur...”
“(And a lesson about Florida’s spiny lobster (more savory) vs Maine’s (more sweet lobster.) a trip to the Eaton street seafood market was educational and tasty, where we sampled pink shrimp and homemade horseradish...”
“Julie is Awesome, we had such a great time meeting everyone and exploring different clubs, drinks and ghost stories Jim won the Conch blowing contest, so.”
“On Jan. 15th our party of 4 used Up The Keys to transport us to Key West and give us the opportunity to sit back, relax, and drink some adult beverages.”
Visit the one-and-only island city of KEY WEST!Enjoy a narrated tour on the way down, and island music on the way back.HIGHLIGHTS • See the sights in Key West • Stay for the Key West sunset • Plenty of Free Time...read more
“Kim did a great job of meeting our needs on our Key West walking tour She changed the tour time to accomadte the hot weather and was easy to listen to on our journey to the sunset at Mallory Square.”
“From the seabirds trailing the boat, to the lights of Old Town several hundred yards across the water, to the dolphins that occasionally surface and cast an inquisitive side eye at the two-legged mammals above the...”
This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from around the world and a variety of beers. You will be sailing on a 65-foot schooner while watching the sunset into...read more