Bringing Irish hospitality to the Caribbean

GRAND CAYMAN SAILING CHARTERS SAIL WITH FRIENDS

Patrick & Alice

Grand Cayman Sailing Charters “Sail With Friends Cayman” is a premier service small tour company. We go out of our way to ensure that all our tours are smooth sailing. When you book with us you book with confidence. We guarantee ALL our tours 100% with over 1000 perfect score reviews from TripAdvisor and counting.

We (Patrick & Alice) have made Grand Cayman Sailing Charters and the blue waters of Grand Cayman our home for nearly 30 years. Being live aboard sailors we have cruised the Caribbean and most of the US eastern seaboard. We both hold formal captain qualifications and are now happy to share our experience and years of stories with friends aboard our popular charters. Our flexible itinerary can be personalized to ensure you and your group have a wonderful day on the water.

GRAND CAYMAN SAILING CHARTERS

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Give us a call, we’ll answer all your questions.
Contact us to discuss any element of the booking before you book and ask about the possibility of extending or upgrading the booking if we have time. Tel: 1 (345) 548 8060

GRAND CAYMAN SAILING CHARTERS OUR TOURS

Join us for an exquisite sail boat tour of a lifetime aboard our beautiful 38 foot Lagoon Catamaran!

Full Day Sail Charter

Full Day Sail Charter tours are at a nice slow pace, after all we are sailing. This relaxed pace lets you enjoy the experience far greater than other companies here in Cayman.  The slower pace of the sailboat gives you the time to relax and enjoy the views. Very often our guests have a nap on deck on the way
per person
6 hrs (Flexible)
All
Everyday
Half Day Sail Charter

Half Day Sail Charter

Half Day Sail Charter AM or PM is just like our full day tour we like to run our tours at a best gradual pace, after all we are sailing. This cosy pace lets you revel in the journey.  The slower pace of the sailboat offers you the time to relax and experience the views. Very frequently our guests have
per person
4 hrs (Flexible)
All
Everyday

Cruise Ship Special

Cruise Ship Sail Special offers an extended trip tailor made to suit a fluctuating cruise ship schedule. This spectacular tour provides passengers with a stop at the Original Stingray City for a swim with the stingrays continuing along the barrier reef to snorkel with our abundant marine life. If time permits, an extended tour will provide passengers with options that
per person
5 hrs (Flexible)
All
Everyday

CAYMAN SUNSET TOUR

Join us for an exquisite sunset sail boat tour of a lifetime aboard our beautiful 38 foot Lagoon Catamaran!

Sunset Cruise

Sunset Cruise

Sunset Cruise allows you to enjoy a slow, lazy sail in the North Sound on our comfortable Lagoon 28 foot catamaran as the sun drops over the horizon. Great opportunities for photographs. Listen to the water lap against the hull. Listen to some of your favorite tunes. Bring along some beverages. Relax, unwind.....
per person
2 1/2 hrs (Flexible)
All
Everyday