This is not just another boat trip
This is Jamaica under sail!
Step aboard our beautiful Swan 391 for an authentic three-hour sailing experience along Jamaica's beautiful north coast.
Take the helm. Trim the sails. Feel the yacht come alive in the Caribbean breeze. Or simply sit back, relax and enjoy the journey.
Just 6 guests. 3 hours. One unforgettable sailing experience.
From US$130 per person | Montego Bay Yacht Club
Taking Bookings now from Nov 2nd 2026
Did you want the open ocean or hug the coastline?
Would you like to take the helm?
Shall we practice tacks or relax on a single course?
The Choice is yours...
Experience Jamaica under sail
Leave the crowds behind and experience the Jamaican coast the way it was meant to be seen — under sail.
With just six guests aboard, there's space to move, breathe and become part of the experience.
Take the helm. Learn to trim the sails. Feel the yacht respond to the wind. Or find your favourite spot on deck and watch Jamaica drift by.
No packed decks. No noisy crowds.
Just the wind, the sea and the freedom to sail.
Taking bookings now from Nov 2, 2026
Book your Experience
3 hr
130 US dollars
Had lunch? Now take in the fantastic Jamaican scenery and have a story to tell around dinner.
3 hr
130 US dollars
Note: Price is per person; group bookings are available. Cold drinks and snacks provided.
Taking bookings now from Nov 2, 2026
WHY SAIL WITH JAM ROCK?
1) REAL SAILING
This isn't a motorboat ride with sails for decoration. When the wind allows, we sail. Feel the yacht heel, hear the water move past the hull and experience sailing as it should be.
2) JUST SIX GUESTS
No crowded decks or fighting for space. With a maximum of six guests, every sail feels personal, relaxed and unhurried.
3) TAKE THE HELM
Want to sail? You're welcome to get involved. Take the wheel, help trim the sails and discover what makes sailing so addictive.
4) A CLASSIC SWAN
Designed by legendary naval architects Sparkman & Stephens and built by Nautor Swan, our Swan 391 was created for one thing above all else — to sail beautifully.
Small Groups, Big Memories...
We welcome a maximum of six guests on each sailing experience.
That means plenty of space to relax, ask questions, take the helm and genuinely become part of the journey.
Whether you're travelling alone, celebrating a special occasion or simply looking for something different, you'll enjoy an experience that feels personal from beginning to end.
Meet the boat and Captain
The Swan 391
Some yachts are built to impress.
Others are built to inspire.
She isn't simply a way to get somewhere. She is the experience itself.
Whether you're an experienced sailor or stepping aboard for the first time, you're in good hands.
Your Captain
Your Captain, Daymonde, has sailed extensively across the UAE, Europe and the Caribbean, including around Jamaica and to Cuba. Having called Jamaica home for more than 15 years, he combines international sailing experience with an intimate knowledge and love of the island.
The Deck
Teak decks will keep you sure-footed and with clean deck areas, allowing you to relax and enjoy the views.
Main Saloon
Relax inside for the briefings or after the sail to discuss the experiences.
The Galley
A fully equipped galley ensuring drinks are cold at all times
The Heads
Private heads or bathroom ensures you the comforts of home.
Captain D
Here you see Captain D as he likes to be called, helming another adventure while speaking to the new crew that day.