inquire about pricing here:


Sail the Caribbean!
A unique opportunity to Sail the Caribbean, either half day, full day or go on an overnight adventure in the sea. This is NOT a "booze cruise", but Authentic private sailing trip.  

Choose your yacht:

The Lark, a beautiful 40ft Jeanneau sailing yacht.

Wind Horse is a modern, 42ft Catalina. She is well equipped for long distance travel.

A day sail will take you snorkeling at Fish Pond Reef in the Montego Bay Marine Park while it is still calm. All snorkeling equipment is supplied.

After we have enjoyed the reef we will go for a lovely sail up the coast.


A half day sail (four hours on the water) includes snacks (fresh fruit, bun , or biscuits and cheese) and drinks of all sorts, beer, soft drinks, juice, water and rum).


A full day sail (eight hours on the water) includes lunch in addition to the above mentioned drinks and snacks.

Meet the Captain

Captain Carolyn Barrett is an amazing person with an incredible life story and life style. She is a true Adventurer, Traveller and can certainly be a Role Model for us all, because there is so much to learn from her experience and wisdom.


Apart from being a sailor, she is also a professional diver and one of the best guides on the island. She has lived all over the world, including almost every single Caribbean island, before making Jamaica her home.

When meeting her in real life it feels like meeting a main character from some cool adventure film. Sailing on a yacht with her and being a part of all this will certainly become the highlight of your trip to Jamaica!


As you can imagine, Captain Carolyn Barrett is often overbooked, so, don't lose this opportunity and make sure you book the tour with her in advance. Let us know if you wish to have the sailing trip when booking your apartment with us and we'll help you.


Alternatively, you can contact Captain Carolyn Barrett directly here.

The Lark