Homepage cover
logo

Log in

Catamaran yacht sailing holidays & tours in Saint Martin

Discover more than 1 opportunities to get on board a Catamaran adventure in Saint Martin. A unique experience with a local skipper, starting at €350 a week.

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Catamaran yacht sailing holidays & tours in Saint Martin

4 reviews

avatar image

ST. BARTH & ST. MARTIN Paradise - Catamaran cruise with hostess FULL BOARD

04/3/2026

gulce c.

-

Türkiye

It was wonderful, thank you !
avatar image

Welcome to Paradise! Sailing between Saint Martin, Anguilla and St Barth

05/3/2019

Eugenio C.

-

Italy

Wonderful trip to Saint Martin, nature, sailing, lots of sea turtles and nice people, party! The boat is a class catamaran that sails with incredible simplicity, Riccardo has great experience and culture and I have always felt safe! The place is beautiful and you live well!

Capodanno in catamarano ai Caraibi (St Barth, Anguilla and St Martin)

01/12/2017

alice p.

Great holiday thanks to the organization of Daniele and Ellina, prepared in detail. We were able to see practically everything possible of Saint Marteen, Anguilla and Saint Barth, despite the few days available. The weather helped the success of these serene days in which we were able to enjoy these places from a sailing, marine and food and wine point of view. Crew and guests up to the situation, the courtesy, reliability and availability shown by Daniele and Ellina allowed us to have fun and at the same time appreciate and discover these beautiful places. We will take with us a great memory of this holiday. Alice and Daniele SKIPPER'S ANSWER: Alice and Daniele turned out to be great travel companions. Not only competent and cooperative, as indeed the rest of the excellent crew we were lucky enough to have, but true enthusiasts of discovering new places and life at sea. For them, every place is better seen from the sea than from the land, and this has led them to many boat holidays in beautiful and exotic places, of which it was a real pleasure to appreciate the photos and stories in the many moments of relaxation of our holiday together. Great cooks, open and willing to share. What more can I say... We hope to have them on board again with us!
avatar image

Capodanno in catamarano ai Caraibi (St Barth, Anguilla and St Martin)

01/11/2017

Francesco T.

-

Luxembourg

The holiday was very nice. The couple of skippers had amply prepared themselves before to make the most of the time available and prepared a navigation route that allowed us to see all the places where it was possible to drop anchor. The chosen boat was adequate for the holiday. Unfortunately it was changed by the charter a few days before departure for an older version with some annoying flaws discovered along the way: a bathroom that leaked, winch still too little powerful, gps only in dinette. To the couple of skippers, however, I recommend further practice before bringing other guests on board. Despite the undeniable enthusiasm and energy, the lack of practical experience (despite the CV) often translated into a lot of anxiety, instructions shouted with agitation especially in maneuvers in restricted waters. This tension and some small but alarming mistakes have somewhat tarnished the holiday that remains in any case a beautiful experience to remember. Faith and Fra SKIPPER RESPONSE: Francis turned out to be a competent person; with sailing experience and ready to drive a boat independently. These skills, however, accompanied by a more limited participation in the spirit of the holiday compared to the rest of the crew, have translated, instead of a relaxed and tourist approach, into an experience focused on the comparison on most of the technical choices made, with dissatisfaction with those points that were not realized according to his sensibilities. Although we tried to support them (for example, often leaving the rudder in the different sail edges, which Francesco likes very much), evidently we have not always succeeded. We sincerely regret that. According to Francis, for example, the bow/stern communications between me and Ellina in maneuver were "screamed", and in fact they sometimes took place aloud. But with 20 knots of trade winds almost always present in the ears and on our catamaran, the frequent anchor blocks (especially of the winch engine, but also of the chain links) that we had to manage in the middle of the maneuvers, the knobs of the engines that had difficulty engaging the crowd (and they did it in different positions between right and left ...), as well as the same noise of the anchor winch of a different and older boat than the one we had booked... (the result of the replacement decided by the charterer), raising the volume of communications was a necessity to be sure of understanding and completing the anchoring maneuvers to the fullest, as it happened. We tend to a pinch of caution more than one less, especially in the given conditions and with guests on board ... Beyond the different opinions, which we respect, we are still happy that Francesco also appreciated the beautiful holiday, as indeed confirmed by himself, and we hope to have him still on board with us, perhaps this time on a newer boat, like the one we had booked (and that was not given to us as it crashed the previous week), and therefore with still regularly functioning, engine controls in place and GPS available to rudders, instead of a few meters away in the dinette, so as to make life on board easier for everyone.

Customer Support

customer support

Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!

Can't find the perfect holiday for you?

Tell us what you are looking for and let our team find the right solution for you!

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964