Top Key West Cruises & Sailing - page 6
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Harvey_J, Jun 2026
Our snorkeling trip
Super clean boat and A+staff. Fresh fruit and croissants for brunch, unlimited beverages were a delight. The ocean was murky and we could not get a good view of the snorkeling experience, but it was fun to just float around. Over all a fun experience. This website was super and easy to book. They stayed in constant contact and I will be using this web site again
Janelle_C, Jun 2026
Lovely way to spend an evening.
The sunset sail was absolutely beautiful, and Sandy, Aiden, and Bailey made the entire experience exceptional. They were so attentive, constantly making sure our glasses were full and that everyone was comfortable and having a great time. They also shared local history and gave us fantastic recommendations (Monday Martinis at Virgilios). Their friendliness and genuine hospitality made the sail perfect.
Donna_W, Jun 2026
Day Dreaming on the Sandbar
This was an amazing experience. The water was warm, clear and not to deep. The guys handling the boat made everyone feel welcome, safe and pampered. They brought drinks around to us even in the water. I highly recommend this experience for everyone, even us older folks.
Gabrielle_M, May 2026
The adventure of a life time
Despite unfavorable conditions the captain and crew improvised beautifully. Their stress on hospitality and positive vibes made up for any change in direction. The snorkeling itself was also a great time! We saw 8 large stingrays, cool fish, and got to explore deep open waters for the first time.
Douglas_G, May 2026
Enjoy the sunset without the rowdiness
Crew members were very engaging. They got younger passengers to participate in the raising of sails and steering the boat. Assisting everyone as needed getting aboard without calling attention to the effort necessary due to passenger’s health or fitness level. Provided water and snacks. Made the entire experience very pleasant. Great trip for a quiet sunset for couples and family without the rowdiness of a booze cruise. No loud music or party atmosphere.
Chuck_R, May 2026
Dolphins, Tapas & Sunset...Oh, My!
We went on the catamaran Tera Lani 2 operated by Sebago Water Sports in Key West. The group is limited to 50 people so it was not crowded. The crew was very helpful, the tapas were excellent and the beer wine & prosecco were good brands. The cruise is about an hour longer than most because we searched for dolphins on our way out. We were fortunate to see a few and even captured a photo. The sunset was fabulous that evening and not obstructed by any islands or clouds. It was a fantastic journey & we highly recommend this particular sunset cruise.
Kristen_R, May 2026
Book this trip while you...
Book this trip while you can! Our guides were great and Brooke went above and beyond to make sure everyone had everything they needed. The kayaking was optional and you could just hang back at the sandbar if you wanted. My only complaint is the excursion wasn’t longer!
Graeme_M, Apr 2026
Great experience
This was a wonderful outing and the skipper and assistant were terrific Lots of beautiful fish to see, particularly brilliant blue fish, a few quite large. Perhaps at one time in the past there was coral but not now. We didn’t go sailing. Perhaps this was because the wind was not strong enough, but likely it was because there was not time for it and it is hard to imagine them having time. For that it really needs to be a 4 hour trip. However, in summary it was fantastic and we liked the fact it was more intimate. We just had 9 people aboard, much better than the cattlemarans (as they termed it)
Mike_Y, Apr 2026
April 2026 Sunset Sail with Danger Charters
Fantastic experience. Sailing on the boat was excellent, the crew was very friendly and fun to chat with, the wines & hors d'oeuvres were tasty, and the views were spectacular! Highly recommend for anyone that is looking for a relaxed and fun sunset cruise!
Dawn_C, Apr 2026
Amazing evening and memories!
We booked the morning off because we are the type of people that like to wake up and decide what we feel like doing the day of….come early and check in at desk to sign the waiver. There are many restaurants at the marina….we arrived about 2 hrs before and had plenty of time to eat, use restrooms apply our sunscreen and look around the docks at the fish and even saw a manatee hanging out under on our the bigger boats!!!
It was a windy day so waters were a bit cloudy and choppy but nobody can control Mother Nature! My daughter and I had an amazing time and were still able to see lots of beautiful fish. The time slotted at each of the 2 coral reefs was just enough for us, as this was our first time snorkeling out in the open water and we were a little nervous to venture too far from the boat.
The sunset was breath taking on the boat ride back-I would recommend getting a spot to snuggle up on the top deck for the best view! They stopped the boat as we passed a family of dolphins-it wasn’t a dolphin excursion but they may as well have been paid actors!! The crew was great and very knowledgeable! The one girl also gave us the best easy chill dinner recommendations after we docked.
My 15 year old daughter had the best time and was all smiles from ear to ear the rest of the night!! Thank you!!!
Wolfgang_S, Mar 2026
PERFECT tour / top geat / top guide
What a PERFECT Jetski experience!!! … the crew, the gear AND the route we took was an extraordinary experience !!! Can‘t be better .. 90mins of PURE jetskiing around the Key West Island with a few stops, swimming in shallow waters and high speed stints!! VERY professional prepared and briefed, HIGHLY skilled instructor and guide … time to shower off after return! …. CHEERS from Austria!
Celia_M, Aug 2025
Dreamy Sunset Cruise
Great trip out to sandbar and the sandbar was so beautiful and relaxing. David and Owen did everything to make for the best experience! Tons of drinks and food so that the experience went next level. They drove looking for wildlife and made share we had a front row seat to one of the MOST beautiful sunsets we’ve ever seen !
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