Best Adventurous Things to Do in Key West

THE 10 BEST Adventurous Things to Do in Key West

Best Adventurous Things to Do in Key West

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  • Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.
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What travellers are saying

  • Jenn S
    Greensboro, NC25 contributions
    5.0 of 5 bubbles
    We were not prepared for diving this wreck! We ended up doing 5 seperate dives with Southpoint divers and conditions were totally different each day from strong currents to almost compeltely calm waters. The ship is MASSIVE and there is so much to see. You really can't expect to see it in just one dive. We were awestruck each time and it was the highlight of our KeyWest trip. If you're certified, DO THIS DIVE. Opt for the Nitrox if you have that certification for the extra bottom time- you may not think those extra few minutes matter but they really do on this dive.
    Written 14 March 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • WeRe Adventurous
    United States8 contributions
    4.0 of 5 bubbles
    There is not a better party anywhere! Ok... that might be a bit presumptuous, but if you are over 30 and like to dress up, have fun, eat, drink, drink and get a little crazy, this party is for you. The costumes are amazing, people wear anything from a boring t-shirt to full-on transformer. Lots of body paint, pasties, masks, hats, off the shelf costumes and some amazing walking works of art. The parades happen all week, and the bars are packed. Take a small suitcase and an open mind. Pool parties are off the hook, lots of private events to get as naughty as you dare, and some of the hotels get a little clothing optional this time of year. Now the city is promoting a little more family freindly type event than maybe it has been in the past, but like anywhere public, show some respect, don't be a jerk, and use common sense and everyone has a great time. Key West is changing, for sure, like everywhere else, but we still had a blast. Do eat at Pepe's
    Drink at the Schooner Wharf, and dance wherever it's loud. Don't miss a sundowner at Mallory Square and be nice to people. 🍍
    Written 16 December 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Christi J
    2 contributions
    5.0 of 5 bubbles
    The show was fun and entertaining. Singing was great! Drinks are tasty….Good job on make up and costumes. Would go again
    Written 7 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • LMA
    Orlando, FL41 contributions
    5.0 of 5 bubbles
    Tour: Key West Wind & Wine Sunset Sail

    We had such a great time the last time, we returned with friends so they could enjoy the sunset sail too! Captain Dan, Morgan and Jack were terrific, the weather was perfect, and the sunset amazing. Great food, drinks, and service all around made for a perfect evening.
    Written 27 May 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • canrights
    Dallas, TX5 contributions
    5.0 of 5 bubbles
    We are escape room devotees and this was one of the best we have experienced! We did the Jail Break Havana room and it was fantastic. Kyle the owner / operator was helpful and fun. The puzzles are inventive and unique. The build of the room was spectacular - it felt very realistic!! Highly recommend.
    Written 7 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • liddlejane
    New Paltz, NY1 contribution
    5.0 of 5 bubbles
    My 7 year old daughter and I had a fun morning with Marianne, our workshop leader for Just Sand and Water. My daughter wanted to build a Disney-inspired castle, so over the course of two hours Marianne patiently and cheerfully engaged my daughter on how to shape turrets, carve out staircases, make bricks, and tricks for windows and bridges. She followed our lead on what the castle should look like and we can't wait to test our new skills at the beach this summer.
    Written 23 April 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • KevMac90KW
    1 contribution
    5.0 of 5 bubbles
    This Commotion on the Ocean trip was seriously the highlight of our 5 day key west trip. The music was incredible, the crew was even better. So kind, funny, fun - they brought us right by Mallory Square on the way out, brought us out a bit farther to see some dolphins, and kept the drinks flowing. Would absolutely, no question, do this again on our next trip down to KW. Stop thinking about it, BOOK THIS NOW!!!
    Written 19 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Michelle J
    Florida6 contributions
    5.0 of 5 bubbles
    Our jet ski tour with Stephanie at Parrot Key Hotel was the highlight of our keys trip! She was such an excellent guide and showed us some beautiful views and a great time. Even with pretty rowdy seas and wind, we felt safe the entire time. We had the best time and would do it again in a heartbeat.
    Written 1 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Janet S
    18 contributions
    5.0 of 5 bubbles
    Went out as a group of 8 locals on Sebago’s morning snorkel trip and it was fabulous! Jordan have a great snorkel school that expertly prepared everyone for jumping in the water. Captain Joe was great at maneuvering the boat and picking the best spot on the reef. Mel was an expert lifeguard and was in the water helping people who Needed it and steering people closer to the boat when they got too far away. On the way home Ava Mel and Jordan served up all the drinks and food! Thanks to the sebago crew for a great Morning!
    Written 30 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Erin F
    1 contribution
    5.0 of 5 bubbles
    Great experience and knowledgable guides. The whole family loved it and we'd definitely do it again. Would highly recommend!
    Written 31 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • April D
    13 contributions
    5.0 of 5 bubbles
    This was the dark horse event of our vacation and we weren’t sure what to expect but everyone ended up loving it. It was a really unique way to explore the town and learn some history and fun facts, and it’s very well organized. It’s the perfect level of difficulty, perfect amount of time, fun little competition. We had a great time and definitely recommend it!
    Written 16 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Tabitha Wood
    9 contributions
    5.0 of 5 bubbles
    What a great day in Key West! Private boat to Mangroves with paddle boards, beautiful nature, private beach stop, and a great boat captain, Bethany. Despite high winds we were able to stay protected by the mangroves and fully enjoy this beautiful place. Highly recommend Lazy Dog. You won't be disappointed
    Written 14 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • morebeerplz
    Navarre, FL59 contributions
    4.0 of 5 bubbles
    Hidden up on the third floor of The Bull Restaurant is a unique bar and dance floor. Yup. Clothing is optional. Makes for an interesting evening with your date. Have fun and don't do anything I wouldn't do. 😏
    Written 4 September 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Chris R
    1 contribution
    5.0 of 5 bubbles
    The workers are super easy to get along- they all seemed engaged and “into” it. The puzzle we played was very creative. Fun time!
    Written 3 June 2020
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • juliebradley68
    6 contributions
    5.0 of 5 bubbles
    We had a great time. We did the Sushi sunset cruise. Food was delicious and crew was awesome. Sunset was as breathtaking. Will definitely be back.
    Written 3 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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