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All listings in Grand Cayman

Awesome cruising catamaran rentals in Grand Cayman, Cayman Islands.

Page 1 of 12 listings

New addition! Lagoon 450 Catamaran
Sailing in George Town · 30 guests

New addition! Lagoon 450 Catamaran

5.0
$500/hour
Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise
Sailing in West Bay · 12 guests

Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

5.0
Snoozed - Active 10 Aug 2026

Cruising Catamaran Reviews in Grand Cayman

  1. MS

    Mark

    New addition! Lagoon 450 Catamaran

    Capt. Dean was the best. He has excellent navigation skills and was very knowledgeable about the Island. Both he and his first mate Tash, were extremely nice, fun and energenetic with our group. Swimming with the stingrays and hanging out with the starfish were the highlights of the boatride. There was lots of laughter and fun times. It felt like Capt Dean and Tash were part of our group, like we've known them forever!! Thanks Capt. Dean, I would definitely book with you again!!

  2. SZ

    Sheryl

    New addition! Lagoon 450 Catamaran

    Perfect choice for our group of 12. With a 4- and 6-year-old that never swam with stingrays let alone in the open water, we wanted the opportunity to stay at locations on our own schedule. Yes, the trip was pricier than the scheduled tours; but, all agreed it was the perfect afternoon boat trip and wished we booked for the entire day. The catamaran is beautiful and spacious; and, the captain and first mate professional, funny and accommodating. We brought our own food and drinks; but, know, that they supply some nonalcoholic refreshments, ice, some fruit, chips and salsa type refreshments after one of the stops. Also, the first mate had a more in-depth understanding of stingrays than many on other scheduled trips.

  3. Dennese

    Dennese

    Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

    Sailing with Captain James was a dream!! You will not regret this experience! Not only is he hospitable, he is full of life and passion which only made our trip better. We enjoyed every part of our trip the only sad part was that we didn’t book longer. 100/10 would book with Captain James again!!

  4. KM

    Kelley

    Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

    If you’re looking for a unique and fun way to celebrate a special occasion, or just want to take advantage of the beautiful weather and get out on the water, this is it! I booked a Sunday afternoon trip with friends to celebrate my 36th birthday and it absolutely exceeded my expectations. Captain James was communicative and professional leading up to the trip; he’s a skilled captain and a joy to be around. His catamaran is clean and safe, and equipped with everything you could need, including a sound system and bumpin’ playlist! I will absolutely be booking with him again.

  5. CC

    Catie

    Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

    Our experience with James was nothing short of incredible! We booked a short rental for our engagement pictures session, and James’ boat was beautiful, immaculate, and incredibly picturesque. James was quick and incredibly safe as well as a very skilled captain who accommodated multiple pick ups/drop offs for our shoot and did everything in his power to get the pictures we wanted. We would recommend him for photography or a nice sailing day - we will definitely be back!

  6. SP

    Sydney

    Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

    We truly could not have asked for a more perfect sailing experience with Captain James!! Our time on the water was so fun thanks to his warmth, hospitality, knowledge, and love for sailing. Our group (including a toddler) loved experiencing the DC area all the way to Mount Vernon. We surprised our friend for her birthday and it was the most fun. I highly recommend this for any and every group looking for a different experience around DC!