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Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$260-$370
Sailboats
Set sail with these traditional wind-powered boats
$380-$490
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$305-$395
Fishing Charters
Let a captain do the driving while you do the fishing
$305-$395
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$375
MS
Melissa
31ft Chaparral Yacht Charter from Cayman
We absolutely loved our trip. The captain was fantastic. Very knowledgeable and kind. He got in the water with us and taught us everything we needed to know. He even got my daughter to touch the starfish when we couldn’t get her too!! Thank you for such a great experience! You made it absolutely wonderful for our family. If we ever come back we would definitely book again.
KH
Karyn
Luxury Cabin Cruiser Yacht for Charter
Our family was celebrating birthdays and we chose this excursion. Very relaxing and we all had fun, and the hostess Sam was very gracious, having arranged for a courier to bring our beach towels to our hotel that we left on the boat. Thank you Sam! KH
KD
Kaleena
Luxury Cabin Cruiser Yacht for Charter
This was our favorite part of our trip to Jamaica! We had so much fun and appreciate Captain J and his wife for all they did to make it a great experience. Would definitely recommend!
OD
Opal
Luxury Cabin Cruiser Yacht for Charter
An Unforgettable Celebration on the Water Words can’t truly capture our magical experience aboard Captain Josh’s yacht. From the moment we stepped on board, every detail was thoughtfully arranged to make our day memorable, elegant, and joyful. We celebrated a milestone birthday and anniversary, and Josh and his crew made it feel like a once-in-a-lifetime celebration. The boat was immaculate, spacious, and incredibly comfortable — the perfect balance of luxury and island charm. The gentle ocean breeze, the music, the flowing drinks, and the personalized cake created a joyful, relaxing, celebratory atmosphere that none of us will ever forget. One moment that truly stood out was Captain Josh's patience and understanding with my nephew, who was initially afraid to get on board. Josh calmly reassured him, gave him space, and helped him ease into the experience with care and kindness. That small act of compassion set the tone for the rest of our beautiful day. The crew was professional, warm, and attentive without ever being intrusive. They made us feel like honored guests and treated our occasion with the kind of care you rarely find these days. Everything flowed beautifully from the delicious cocktail patties to the perfectly timed jet ski fun and snorkel stops. We laughed, danced, toasted, and floated — we made memories that will last a lifetime. If you’re looking for more than just a boat ride — if you’re looking for an experience — this is it. Captain Josh delivered above and beyond. We’ll be talking about this cruise for years to come. Thank you, Josh, for making our celebration truly unforgettable.

Michelle
31ft Chaparral Yacht Charter from Cayman
We had an incredible time visiting Stingray City and snorkeling! From start to finish, the experience was seamless, professional, and full of unforgettable moments. The crew was friendly, knowledgeable, and clearly passionate about what they do. They made us feel safe and welcome right away, and their enthusiasm was contagious. They provided great instructions and fun facts about the stingrays, which made interacting with these amazing creatures even more special. Stingray City was everything we hoped for – surreal, thrilling, and beautiful. Getting to stand in crystal-clear water surrounded by gentle stingrays was a once-in-a-lifetime moment. Afterward, the snorkeling stop was just as amazing. The water was so clear, and we saw tons of colorful fish and coral. The guides even pointed out hidden sea life we would have missed on our own. The boat was clean, spacious, and well-equipped with everything we needed. It felt like a private, VIP experience. Whether you’re a first-timer or a seasoned snorkeler, this tour is a must-do in Grand Cayman. Highly recommend – they delivered an experience we’ll never forget!
KE
Kristyn
31ft Chaparral Yacht Charter from Cayman
This was the best day of our entire vacation!! Nick and his crew went above and beyond to accommodate any and every request we had. The experience was priceless, and I couldn’t recommend them enough!! If you’re traveling to the Cayman Islands this is the way to go!!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!