Leave your real world behind, and surround yourself with sea, sand, and sails. Rediscover the simple joys of life—sun-soaked days, the snap of sails in the breeze, a wooden deck rolling gently beneath your feet—as you chart a course for a hidden island paradise.

"Thanks for making my dream of sailing on a tall ship a wonderful reality! 30 years was worth the wait. Captain Matt and all the crew were gracious and knowledgeable. And of course the food was super! Spoiled us with the lobster! Many thanks. It's a treasured memory."
- Marlene


Your day on board our tall ship Diamant begins with a casual breakfast, which includes fresh fruit and a different hot entrée each day. Shortly thereafter, “Captain’s Story Time” begins on deck, which consists of a discussion about the current port of call such as things to do and insightful tips on getting around the island. For those who prefer to take a slower approach to mornings, the schedule for the day will be posted in the saloon and updated throughout the day as needed.
Of course you don’t have to leave the ship at all! You can lounge, or “lime” on the deck all day, basking in the warm Caribbean sun with fellow passengers and crew as you enjoy lunch on board. If we’re at the beach, we may serve a picnic lunch ashore. Depending upon the port, you may be able to swim off the side of the ship under the watchful eyes of our crew.
In the late afternoon, we’ll serve up a delicious rum punch with an assortment of snacks. Our Captain or another crew member will be on hand to provide an overview of the evening’s activities, as well as a brief description of the next port of call.
Dinner may be a casual buffet or a sit-down dinner in the saloon or on the aft deck – but it’s never formal, with no assigned seating and no need to dress up. If you have any dietary restrictions, just let our chef know so he can accommodate your needs
with a tasty alternative.
Complimentary locally brewed beer, wine and soft drinks are available all day. You’re free to bring your own spirits on board and mix up a tropical drink or your favorite libation.
We encourage you to join the Island Windjammers crew by lending a hand to help hoist the sails—or by shouting encouragement as you relax with a cool drink. The moving strains of the bagpipes will be playing “Amazing Grace” as the sails are raised. Have your photo snapped as you take your turn at the helm of a majestic tall ship. The friendly crew, hailing from all corners of the Caribbean, is eager to help you learn about the ship, the islands, and their people.