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Page 2 of 6 • 140 listings
53
Montego Bay
St. James Parish
7
Falmouth
Trelawny Parish
13
Negril
Westmoreland Parish
12
West End
Westmoreland Parish
18
Grand Cayman
Cayman Islands
7
West Bay
West Bay
11
George Town
George Town
18
Ocho Rios
St. Ann Parish
180
Nassau
New Providence
92
Paradise Island
New Providence
20
Islamorada
Florida
18
Marathon
Florida
14
Tavernier
Florida
20
Key Largo
Florida
16
North Key Largo
Florida
104
Florida Keys
Florida
23
Stock Island
Florida
42
Key West
Florida
JE
Josh
Luxurious and comfortable 55ft private yacht from and to Anguilla
We cannot recommend this team and their boats enough. We loved them so much that we decided to go back out with them for an additional trip just a couple days after our initial reservation. Chloe, Joel, and Jorge were absolutely incredible taking care of our family of 7. The adults were never without a drink or a bite, the kids were never without a friend showing them something interesting about the boat, the toys, or the sea. They even took the kids out on the tender to find some sea turtles. We simply cannot recommend this team enough. In fact, we are already planning our next trip(s) with them for the fall. Thank you for everything! The Elwood family. ❤️ 🙏🏻 🛥️
AG
Alise
Private Powercat 40 from and to Anguilla
We had an absolutely wonderful time aboard this yacht. From the moment we stepped on board, the captain and crew made us feel welcome, comfortable, and completely taken care of. The crew went above and beyond to ensure every detail was perfect. Their attentiveness, positive attitude, and genuine hospitality truly stood out. Whether it was keeping everything spotless, serving us with care, or anticipating our needs before we even asked, they made the trip feel effortless and relaxing. The yacht itself was beautiful and well-maintained, providing the perfect setting for an unforgettable experience. We couldn’t have asked for a better day on the water. Thank you to the captain and crew for such a memorable time. We would highly recommend this experience to anyone and would love to return again!
KI
Katie
Discover the Island's, South Paradise aboard our Bayliner 2659 Rendezvous Boat!!
We had the best day with CayTrips. Being out on the water with our own boat felt easy and fun from start to finish. It was just the three of us celebrating a birthday, and Captain Oscar and First Mate Allie made it special. They were warm, attentive, and genuinely cared about every detail - and were flexible with the itinerary. They had fresh fruit, drinks, and sandwiches ready for us. Then they surprised the birthday boy with cupcakes and got everyone singing. Such a thoughtful touch. The boat was incredibly spacious, more than enough room for our group and plenty of space for a larger group too. A perfect day on the water. We will be talking about this one for a long time.

Jason
Pigs, Turtles, Snorkeling Beach Day
We booked this trip a couple months before our NCL cruise. Just a few minutes walk to the harbor and we were picked up and enjoyed 4 glorious hours. We picked the locations and length of time at each spot. We were treated well to snorkle gear, towels, drinks for kids & adults, and snacks. All this while we visited; a private beach, a swim with the pigs, a swim with the turtles, and a snorkle over the reef. Music made for a fun day too!

Michael
Private Powercat 40 from and to Anguilla
Really enjoyable day. Very nice crew- helpful, hospitable, friendly and professional. Very comfortable boat. Would do this again easily. Top marks!
KA
Kelly Ahmed
Pigs, Turtles, Snorkeling Beach Day
Captain Jeriad and his crew were absolutely incredible! We had such a fantastic day, and the team went above and beyond to ensure everything was perfect. The personalized, private experience tailored to our needs truly made this the highlight of our trip. We can’t recommend them highly enough!