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All listings in West Bay

Incredible sailboat rentals in West Bay, Cayman Islands.

Page 1 of 13 listings

Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel
Sailing in West Bay · 20 guests

Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel

5.0
$400/hour
New addition! Lagoon 450 Catamaran
Sailing in George Town · 30 guests

New addition! Lagoon 450 Catamaran

5.0
$500/hour
Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands
Sailing in George Town · 20 guests

Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands

5.0
$425/hour

Sailing Reviews in West Bay

  1. JD

    Jessica

    Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel

    I cannot speak more highly of our sailing adventure with James and Nino! They were so accommodating, so much fun and took us to the most amazing spots for snorkeling. We even got to swim with stingrays. THE BEST EXPERIENCE!!!

  2. MJ

    Mariah

    New addition! Lagoon 450 Catamaran

    Capt Dean and Jasper were nothing less than amazing. The boat itself was beautiful, and had all the amenities my group needed and more. They were accommodating in more than ways than one and which allowed us to have an amazing experience. I was comfortable, and knew I was in good hands with our boating adventures. I thank both of them over and over and will definitely be the only captain/boat I book with when I visit the Cayman Islands.

  3. WE

    Weslie

    New addition! Lagoon 450 Catamaran

    Dean and Jasper were amazing!!! Favorite part of our trip will stay all day next time!

  4. AK

    Alex

    New addition! Lagoon 450 Catamaran

    Captain Dean and his assistant created an unforgettable experience for my friends and me.

  5. Dennese

    Dennese

    Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel

    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!!

  6. KM

    Kelley

    Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel

    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.