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Yacht sailing holidays & skippered tours in Grenadines & Martinique

Yacht sailing holidays & skippered tours in Grenadines & Martinique

Lush nature, turquoise water, steady wind, a catamaran cruise catamaran cruise in Martinique and the Grenadines has everything to please. Embark on the catamaran of a passionate skipper to discover of magnificent islands from Le Marin in Martinique.

  • Sailing Holidays
  • Caribbean
  • Grenadines & Martinique

FLEXIBLE CANCELLATION.

Stress-free booking: you can cancel up to 24 hours before departure!

  • PREMIUM 16 reviews
    confirmed

    Premium 8 days on Catamarans with hostesses aboard the Grenadines - All Inclusive

    from 10 December - 7 nights
    Grenadines & Martinique Caribbean
    1 person interested
    in this holiday
    1.260€ Per person
  • PREMIUM 16 reviews
    confirmed

    Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 1 April - 7 nights
    Grenadines & Martinique Caribbean
    Join in on this experience!
    1.890€ Per person
  • PREMIUM 16 reviews
    confirmed

    Dream Caribbean Premium - 11 days in catamaran ALL INCLUSIVE with hostess / cook

    from 6 April - 10 nights
    Grenadines & Martinique Caribbean
    Join in on this experience!
    2.805€ Per person
  • PREMIUM 16 reviews
    confirmed

    Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 8 April - 7 nights
    Grenadines & Martinique Caribbean
    2 people interested
    in this holiday
    1.890€ Per person
  • PREMIUM 16 reviews
    confirmed

    Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 15 April - 7 nights
    Grenadines & Martinique Caribbean
    1 person interested
    in this holiday
    1.685€ Per person
  • PREMIUM 16 reviews
    confirmed

    Dream Caribbean Premium - 11 days in catamaran ALL INCLUSIVE with hostess / cook

    from 16 April - 10 nights
    Grenadines & Martinique Caribbean
    Join in on this experience!
    2.510€ Per person
  • PREMIUM 16 reviews
    confirmed

    Dream Caribbean Premium - 11 days in catamaran ALL INCLUSIVE with hostess / cook

    from 26 April - 10 nights
    Grenadines & Martinique Caribbean
    2 people
    are onboard
    2.405€ Per person
  • PREMIUM 16 reviews
    confirmed

    Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 29 April - 7 nights
    Grenadines & Martinique Caribbean
    1 person interested
    in this holiday
    1.575€ Per person
  • PREMIUM 16 reviews
    confirmed

    Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 6 May - 7 nights
    Grenadines & Martinique Caribbean
    Join in on this experience!
    1.575€ Per person
  • PREMIUM 16 reviews
    confirmed

    Dream Caribbean Premium - 11 days in catamaran ALL INCLUSIVE with hostess / cook

    from 6 May - 10 nights
    Grenadines & Martinique Caribbean
    Join in on this experience!
    2.015€ Per person
  • PREMIUM 16 reviews
    confirmed

    Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 13 May - 7 nights
    Grenadines & Martinique Caribbean
    Join in on this experience!
    1.450€ Per person
  • PREMIUM 16 reviews
    confirmed

    Dream Caribbean Premium - 11 days in catamaran ALL INCLUSIVE with hostess / cook

    from 16 May - 10 nights
    Grenadines & Martinique Caribbean
    Join in on this experience!
    2.015€ Per person
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Reviews - Yacht sailing holidays & skippered tours in Grenadines & Martinique

110 reviews
18 / 10
Antony N.

Antony N.

review about Sailing Caribbean: Grenadines and Tobago Cays March 2023

10 / 10
Just returned from the Caribbean after a week with Gianluca and the Vivila sailing team. I had the most wonderfull experience, its hard to put into words. Gianluca is a truly excellent captain and instructor, patient and considerate throughout, always happy to answer my 1000 and 1 questions on boats and sailing. The itinerary that Gianluca created was extraordinary, we visited places that you just can't get to unless you are on a boat, the Tobego Cays and the island of Mayreau we two of the highlights. It's important to note that unlike most of the experiences you will find on Sailsquare, Gianluca's trips arn't a commercial enterprise, rather, they are a chance for people outside of the Vivila sailing team to make up the numbers and cover the costs of chartering a boat. On this trip there were 16 people on 2 boats with 2 captains and crew from Italy, France, Germany and the UK. It's my dream to sail with Gianluca and the Vivila team again, hoping to visit Croatia this summer.
Maddalena S.

Maddalena S.

review about The Caribbean dream with Skipper & Hostess. December 2022

8 / 10
The trip was exciting, with pristine and beautiful landscapes. I thank Dom for the competence and seriousness and Patricia for her availability and great culinary ability: she spoiled us every day. Thank you! I highly recommend it to get out of the usual travel patterns in the hotel, to see new horizons with admiring eyes. Good wind!
Sandra K.

Sandra K.

review about Sailing course in the Grenadines March 2022

8 / 10
I guess the communication was the biggest issue, despite speaking some English relaying information back was poorly executed by the skipper, which have cost me my flight, some lack of empathy during hiking trips instead of allowing time to rest he was pushing for faster or take the bus. Speaking French round the table despite 2 people not speaking the language out of 4 was little rude, otherwise he was very caring when I was unwell during sailing at times and provided effective medical solution, The trip however was a blast, beautiful islands and locals with packed activities, and amazing memories to remember. ---------------------- SKIPPER ------------------------------ Hello Sandra, I'm really sorry that the cruise you booked didn't live up to your expectations. I did everything I could to create a good atmosphere on board, even with a mixed crew speaking different languages. The holidays you booked were a sailing course where you had to travel several kilometers. My goal was to transmit the passion and rudiments of sailing. For an itinerary that includes the Grenadines Islands, there are many hours to devote to navigation.
Sandrine R.

Sandrine R.

review about Sailing course - Towards the south, heading for the Grenadines on RM 11.80 March 2022

8 / 10
Superb stay.. nicolas is at the little care for his crew ... just a little downside .. I would have liked more navigation..
Fabian M.

Fabian M.

review about Christmas in the Caribbean ... a dream called the Grenadines December 2019

10 / 10
Michele is an excellent skipper -- technically sound, mature and responsible -- and an excellent host on board. He is also delightful company. I recommend him without qualification
Stefania T.

Stefania T.

review about Premium 8 days on Catamaran with hostess in the Grenadines - All Inclusive February 2020

10 / 10
Christophe was very good. Very professional, in his hands you feel safe and you can sleep peacefully.
Alex R.

Alex R.

review about Grenadines on a sailing boat with Skipper and Hostess among the pearls of the Caribbean - SUPER LAST MINUTE DISCOUNT January 2020

8 / 10
Sail fast, Live slow! 53 feet boat well updated with new sails and modern equipment without loosing the cachet of a vintage boat with tek-dek, etc. Designed to feel like home, all comforts on board, even TV and AC if it's what you're into and according to your budget. My bed was comfortable. If a couple, I would ask the master bedroom. With real shower and space that I never seen before in a sailing boat. We got an average of 8/9 knots of speed on the first day with picks of 12 knots! Great destinations. Beautiful spots. Clear waters full of fish and turtles. He delivers according whatever you are into and fixes whatever missing on board. Good host, Italian flair, recently reconverted in the Caribbeans, passionated, helpful and basic cooking. Does the best barracuda ceviche! Ask him to saber the Champagne ;) Check prices and what services are incl or not before booking, as with different languages, miscommunications happen. Also about moorings prices w service. Arrivée á bon port!
Cristina F.

Cristina F.

review about Discovering the Grenadines by catamaran December 2019

10 / 10
Perfect organizer, very prepared and precise... as always, a guarantee!
Giulio M.

Giulio M.

review about Choose your dream destination. December 2019

10 / 10
Pierre is a good experienced skipper that can suggest you the best places to visit, he's also a good cook and will get your vacation very comfortable.
Noemí G.

Noemí G.

review about CARIBBEAN MARTINIQUE - On a sailing boat with a private skipper ... what a splendor! November 2019

8 / 10
Great sailing week. Michele was a great skipper and although there was no much wind he made everything possible to use the engine as little as possible. He was very easy going and made that week very enjoyable: wonderful beaches, unforgettable sunsets, amazing landscapes, nice villages and pleasant company.
Noëlle G.

Noëlle G.

review about Learning and relaxation in the Grenadines! January 2019

10 / 10
Paradise week in the Grenadines. This sailboat is a very efficient boat that allows you to combine the pleasure of sailing and learning. Hervé takes the time to explain each maneuver and answers all the questions. He is also a good cook! There was a very good understanding between the different teammates, jovial atmosphere on the edge and exceptional anchorages.
Marzia M.

Marzia M.

review about New Year's in the Grenadines December 2018

10 / 10
Hello, I'm Marco, I wanted to thank the skipper Francesco and the skipper Anna for the professionalism, courtesy and kindness of how they welcomed me and the other guests in the 2018 end-of-year cruise. Francesco is an exceptional and experienced sailor, we have always felt safe in any situation. A heartfelt thanks for the wonderful holiday that you made me pass. Hello and good luck
Elena P.

Elena P.

review about ABSOLUTE DISCOVERY - New Year's Eve at the Grenadines - Caribbean Islands December 2018

10 / 10
Sailing with Giammy at the helm is a guarantee! Attention and engineering precision combined with a dose of sympathy and good humor! A perfect combination!
BERNARD T.

BERNARD T.

review about What have you plan for New Year Eve? Get on board and enjoy the Caribbean December 2018

10 / 10
I had a great week on board to start this new year. The combined welcome and hospitality of Anna and Alfonso are very appreciable A week of tranquility to enjoy the life on board animated by Anna, life on the sea and all winds skippered by Alfonso, with the discovery of the terrestrial environment of the islands and their inhabitants. In summary ready to go back on the sailboat Buen vento e ci vediamo presto Bernard il francese
Carole D.

Carole D.

review about Tobago Cays and Grenadines in Catamaran December 2018

10 / 10
Amazing !!!!
Marta P.

Marta P.

review about Welcome to Paradise! New Year's Eve in Catamaran in the Grenadines December 2018

10 / 10
What can I say, just great! Extravagant character, perhaps punctuality and precision are not really his forte, but the energy and passion for his work are really amazing. His eyes light up when he explains some technical detail or teaches you some maneuver. And he likes to celebrate, so go ahead to evenings in the company of rum and lots of laughter! Very prepared both in the sailing and customs field, good connoisseur of the islands, he is also a good cook and dances the sauce. For boys: ask him some technical questions and he will be happy! For the girls: give him a pasito de salsa and he will lose his head! Bravo Rick, see you next time!
Antonio C.

Antonio C.

review about ABSOLUTE DISCOVERY - New Year's Eve at the Grenadines - Caribbean Islands December 2018

10 / 10
Guys surf with Andrea D'alessio and how to play in the Champions League you are at the top
Ross C.

Ross C.

review about New Year's Eve 2017: Caribbean mood on! December 2016

10 / 10
I can't believe I didn't write a review after my amazing time with Riccardo and Guilia in the Caribbean. It was perfect and I quickly felt relaxed and like I was on an adventure with old established friends. The food was amazing and although Guilia may not have the many years of experience at sea like Riccardo, she does great judgement, skill and confidence. We laughed and talked and decided on all the small route decisions together. I felt very welcome and cared for and of course the backdrop of the Grenadines was spectacular too.
Maura L.

Maura L.

review about Dreamy holiday at the Caribbean February 2018

10 / 10
.. these are the holidays I prefer... to discover enchanted places and people... if then at the helm there is a person who knows how to instill security and tranquility and even in the most 'eventful' situations knows how to keep a cool head, the holiday becomes an indelible experience .... Sailing savoring the silences that dig inside you, moved by the waves and the sound of the wind are experiences that you can share with a few people, because only a few allow you to discover your and its world ... Thank you very much.... apart from the whale, skipper you have kept all the promises (postcard bays, turtles, etc ????) ... skipper & hostess combination of 10+ !!!! To the next experiences .... as beautiful as the waves of the sea
Agata L.

Agata L.

review about Martinique, Le Grenadines, Tobago cays and return. January to the heat January 2018

10 / 10
Alessandro the ideal skipper for a boat holiday. His professionalism in managing the boat gave me confidence. His decisions have always been considered and discussed by the group. A cheerful funny person and a great cook.. while sailing he caught several fish (tuna, barracuda, etc.) cooking them with the help of a nice hostess Priscilla made our days on the boat pleasant carefree and with scenery of bays and unforgettable beaches. It made each day different from the other. A downside? yes c is .. despite suffering from seasickness and it was my first experience on the boat I will not be able to help but choose another catamaran holiday ... also for those who want to see many islands and dive into many waters from blue to aquamarine blue with beaches from black sand to white meeting sea turtles colorful fish and intense vegetation with inhabitants ready to give you lobsters and fruit .... CARIBBEAN
Chiara P.

Chiara P.

review about New Year's Day in flotilla in the Grenadines December 2017

10 / 10
Simone is a competent and very professional skipper, able to involve all types of crew in on-board activities and maneuvers. Very available to meet every need, both group and individual. Tireless, you will always find him active, day and night! Highly recommended, I will definitely go back to take other holidays with him.
Ginevra B.

Ginevra B.

review about New Year's Day in flotilla in the Grenadines December 2017

10 / 10
Varki: If it didn't exist, it would have to be invented :) Great skipper, wonderful friend, excellent in negotiations and as a moderator, and an explosive sympathy ..... in short, in the next trips I would always like to find him on board !!
Lara L.

Lara L.

review about Caribbean Cruise: Feel the Scent of Freedom! December 2017

10 / 10
Despite the delay of the boat, engaged in the Atlantic crossing, and the male-only company, it was a mythical experience. Christian is an experienced skipper, helpful and endowed with rare kindness. It has the advantage of always smiling and being able to make light the moments in which there are small problems. He knows well the places he goes to and often also the locals. In addition to visiting wonderful places and beaches, one afternoon we ventured into the search for coconuts, we created tools from scratch with what was on the beach, it was a lot of fun. I recommend everyone a boat holiday with him! :)
Céline G.

Céline G.

review about Crociera in barca a vela alle Grenadine January 2017

10 / 10
Experienced sailor, dive guide, excellent animator... unanimously we had the best skipper ;-)
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7 reasons to choose Martinique and the Grenadines to go catamaran sailing:

  • Swim and dive with fish by the thousands in Tobago Cays
  • Explore the unspoilt island of Mayreau, a true jewel case
  • Lounging on the picture postcard beach of Palm Island
  • Grill fresh lobsters at a barbecue on the beach of Baie des Anglais
  • Effectuer une belle randonnée à la montagne Pelée
  • Sailing in the splendid islets of Baie Robert
  • Enjoy the best marinas in the Caribbean and perfect sailing conditions

The best places to visit on your next catamaran cruise in the Grenadines and Martinique:

Martinique is a lush and majestic island located between Dominica and the Grenadines. As well as being an unrivalled playground for a catamaran cruise, the famous port of Le Marin is an excellent starting point for exploring the neighbouring islands. Between each sail, be sure to wonder at the calm and beauty of the anchorages with your crew and a delicious ti-punch!

Together with the Grenadines, they form an ideal destination for a first catamaran cruise. The sailing conditions are excellent, the beaches heavenly and the atmosphere super relaxing. Enthusiasts, adventurous groups of friends and families will all find something to enjoy. There are plenty of activities to choose from: snorkelling, hiking, kitesurfing etc. Let yourself be intoxicated by the tropical sun and the warm welcome of the locals.



Take two minutes of your time and imagine yourself for a moment on board a magnificent catamaran sailing from island to island in search of the most beautiful beach in the Grenadines and Martinique. Comfortably installed on the trampoline, you are now sipping a delicious ti-punch anchored in a deserted cove with turquoise waters. If you get too hot, put down your book and dive in to cool off while swimming among the multicoloured fish. Pretty cool, isn't it? More than a sailing cruise, it is also a culinary journey which will allow you to taste many typical dishes of the Creole cuisine: fresh fish, exotic vegetables, sweet potatoes, manioc and gombo but also sauces spiced with coriander. A catamaran cruise in the West Indies is now a dream accessible to all. Swept by the trade winds, the Grenadine Islands also have ideal conditions for learning to sail. Don't wait any longer to make it happen and get on board a skippered sailing boat!

Martinique, a superb starting point for catamaran sailing

Coconut trees, turquoise water, steady wind, a catamaran cruise in Martinique has everything to please. It is in complete freedom that you can set off to discover alush island and a multitude of islets, each as beautiful as the next. Baie Robert, Baie des Anglais, ilet Chevalier, Anse Couleuvre... you'll be spoilt for choice when it comes to settling in comfortably at anchor, sunbathing, reading a good book and enjoying a drink at sunset. Martinique will offer you wonderful sailing but also beautiful hikes and unforgettable snorkelling.

Many islands to explore on a catamaran during your Grenadine Islands cruise

St. Vincent and the Grenadines (SVG) is an archipelago of paradise islands, nine of which are inhabited. Between Saint Vincent, Saint Lucia, Mosquito, Bequia, Palm Islands, Tobago Cays, Mayreau, Jamesby Island, etc... You won't have time to be bored! The Grenadines archipelago is the ideal destination that combines warmth, turquoise sea and nature. Each of the islands has its own style but they all have in common the temperature of the water and its colour, the palm trees and coconut palms, the delicious local rum or the warm welcome of the inhabitants! Saint Vincent, the main island, is mostly made up of tropical forest, while the small and idyllic Bequia holds the starring role in this peaceful archipelago.

Catamaran rental with skipper

If you want to be completely free in the organization of your cruise in Martinique and the Grenadines, prefer the rental of a catamaran with skipper. You will not share the yacht with other crew members and can adjust the programme and destinations according to your own desires. The budget is higher but this is the price of freedom. Chartering a skippered catamaran in the Caribbean is most certainly the ideal solution for families or groups of friends looking for some privacy. Snorkelling, good food and peaceful sailing are on the agenda!

Everything you need to know about your next catamaran cruise in Martinique and the Grenadines:

  • The best time for a catamaran cruise in Martinique and the Grenadine Islands is from November to May. We advise you to organise your cruise during the dry season, between November and May. The air and water temperatures are ideal and the risk of rain is very low. At this time, you are sure to have all the elements for a unique catamaran cruise. This is also the time when the trade winds become established: a north-easterly wind that blows between 15 and 25 knots (almost) every day. This tends to strengthen between December and February, which can make the sea a little rougher, but the sailing conditions are always very pleasant. Another important element to take into account: Tourists! As you can imagine, the Christmas and New Year period is very busy and everything becomes more expensive. However, you will be able to get away from the crowds and anchor in deserted coves thanks to your skipper's good advice.
  • Budget-wise you will need to count between 1300 and 1800€ all inclusive for a catamaran cruise in Martinique and the Grenadine Islands. If you plan well in advance and outside the school holidays, you will regularly find cruises with a catamaran skipper from 800€. Many companies offer direct flights to Fort de France at very attractive prices (from €300). If your budget allows it and comfort is your priority, there are large, modern and spacious catamarans that will sublimate your stay in Martinique and the Grenadines.
  • Direct and low-cost airlines between mainland France and Martinique and the Grenadines have developed strongly in recent years. Several alternatives are available to you. The cheapest is to leave from the port of Le Marin in Martinique. You can then book a return flight to Fort de France. Several companies offer flights from €350 return throughout the year. From Le Marin, you will sail to the Grenadines archipelago and enjoy a wonderful sailing trip under the starry Caribbean sky. A unique experience to be enjoyed at least once in a lifetime. For those who prefer to arrive directly to the Grenadines, it is possible to reach the archipelago via Kingstown airport with a stopover usually in Fort de France or Saint Martin.
  • If you are travelling alone or as a couple, we advise you to book your place on board or a cabin if you are a couple. The price will be very advantageous by sharing the boat with other crew members who have the same desires as you: to live a unique adventure in the Caribbean on a sailboat or catamaran. If you are a group already constituted (friends, family), we recommend that you book the whole boat with its skipper. This will allow you to decide on the programme in complete freedom with the skipper. Count between 4000€ and 7000€ for the rental of a catamaran with skipper in Martinique for 1 week.

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