Private Boat Charters

Cayman Islands Sailing Charters

George Town Yacht Club
George Town, Grand Cayman

Call (345) 525 1222 Visit website Email

(345) 525 1222 Book Online

Cayman Islands Sailing Charters offers you a personable, private sailing charter, tailored to your specific needs at competitive prices. Visit Grand Cayman’s most famous attractions, and its more hidden ones, and you can enjoy sailing, snorkelling, paddleboarding and fishing on their 37’ Prout Catamaran ‘Be Happy’, skippered by a U.S. Coast Guard Captain.

What to Expect

Our family did the half day cruise. Captain Ben was delightful! He took us snorkelling and we saw beautiful sea life, he gave us a great tour of the Sting Ray Sandbar and we just had a beautiful day sailing! We had so much fun we went back for the evening bio-bay sail, the next evening for a gorgeous sunset, which was incredible!

The M

Tripadvisor

Capt Ben was great - took us out for a 1/2 day - starfish point, sting ray city, snorkelling. A beautiful world underwater! Nice cruise under-sail to end the day. Gave us good recommendation for other island activities.

George C

Tripadvisor

This was an unbelievable experience and beyond our expectations! Captain Ben had excellent communication from the time we booked our excursion to the start of it! Very accommodating with our family of 8. Captain Ben was so knowledgeable, friendly and interactive with our family getting everyone involved, we loved spending the afternoon with them! Stingray City Sandbar was breathtaking! Learning all about these amazing creatures you just simply fell in love with them. Starfish Point was where we learned and held these slow crawlers starfish which are amazing. We definitely will be returning customers next time we're back in Grand Cayman! Thank you for making one of the best days of our lives!!
Read more

knm215

Tripadvisor

Highlights

Personalised private daily boat charters for up to 20 guests from 2 to 8 hours
Choose from a full day, half day, sunset sail, sunset dinner cruise or Bio Bay tour
Experience Stingray City and snorkel the Coral Gardens and the Barrier Reef. Visit Starfish Point and the mangrove forests around Booby Cay. Try fishing too!
Discover Bioluminescence Bay at night
Trips include fresh fruit, light snacks and bottled water

Experiences

Dji fly 20230312 130442 274 1678660651287 photo

Full Day Sailing Charter

With a full day’s sail, which is up to 8 hours for a maximum of 20 people, guests can maximise their time exploring the best that Grand Cayman has to offer.

Recommended for all ages

Up to 8 hours

From US$1250

Dji fly 20230422 164050 385 1682199773905 photo

Half Day Sailing Charter

For groups of up to 20 people enjoy a half day/ four-hour sailing package where you can visit two or three locations including Stingray City Sandbar, Starfish Point, a snorkel spot, Rum Point, Booby Key Mangroves and more!

Recommended for all ages

Up to 4 hours

From US$750