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Grenadines & Martinique sailing holidays with a local skipper

Grenadines & Martinique sailing holidays with a local skipper

Martinique and the Grenadines are a paradise for sailing cruises. Lush nature, turquoise water, and the steady trade winds are waiting for you! Sail beautiful waters, hike volcanic mountains, swim with rare fish, and experience Caribbean culture and cuisine.

  • Sailing Holidays
  • Caribbean
  • Grenadines & Martinique

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  • 8 reviews
    confirmed

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

    from 24 April - 7 nights
    Grenadines & Martinique Caribbean
    1 person interested
    in this holiday
    1.516€ Per person
  • 8 reviews
    confirmed

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

    from 1 May - 7 nights
    Grenadines & Martinique Caribbean
    1 person interested
    in this holiday
    1.431€ Per person
  • 8 reviews
    Discounted
    spots until 7 Feb.

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

    from 8 May - 7 nights
    Grenadines & Martinique Caribbean
    Join in on this experience!
    1.405 1.334€ Per person
  • 8 reviews
    Discounted
    spots until 14 Feb.

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

    from 15 May - 7 nights
    Grenadines & Martinique Caribbean
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    1.405 1.334€ Per person
  • 8 reviews
    Discounted
    spots until 21 Feb.

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

    from 22 May - 7 nights
    Grenadines & Martinique Caribbean
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    1.405 1.334€ Per person
  • 8 reviews
    Discounted
    spots until 28 Feb.

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

    from 29 May - 7 nights
    Grenadines & Martinique Caribbean
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    1.405 1.334€ Per person
  • 8 reviews
    Discounted
    spots until 7 Mar.

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

    from 5 June - 7 nights
    Grenadines & Martinique Caribbean
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    1.291 1.226€ Per person
  • 8 reviews
    Discounted
    spots until 14 Mar.

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

    from 12 June - 7 nights
    Grenadines & Martinique Caribbean
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    1.291 1.226€ Per person
  • 8 reviews
    Discounted
    spots until 21 Mar.

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

    from 19 June - 7 nights
    Grenadines & Martinique Caribbean
    Join in on this experience!
    1.125 1.068€ Per person
  • 8 reviews
    Discounted
    spots until 28 Dec.

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

    from 26 June - 7 nights
    Grenadines & Martinique Caribbean
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    1.125 1.012€ Per person
  • 8 reviews
    Discounted
    spots until 4 Jan.

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

    from 3 July - 7 nights
    Grenadines & Martinique Caribbean
    Join in on this experience!
    1.250 1.125€ Per person
  • 8 reviews
    Discounted
    spots until 11 Jan.

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

    from 10 July - 7 nights
    Grenadines & Martinique Caribbean
    Join in on this experience!
    1.250 1.125€ Per person
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Reviews - Grenadines & Martinique sailing holidays with a local skipper

94 reviews
18 / 10
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 é stato bravissimo. Molto professionale, nelle sue mani ti senti al sicuro e puoi dormire sonni tranquilli.
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
Perfetto organizzatore, molto preparato e preciso...come sempre, una garanzia!
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
Semaine paradisiaque dans les Grenadines. Ce voilier est un bateau très performant qui permet de combiner plaisir de navigation et apprentissage. Hervé prend le temps d'expliquer chaque manoeuvre et répond à toutes les questions. Il est également bon cuisinier ! Il y avait une très bonne entente entre les différents équipiers, ambiance joviale sur le bord et mouillages exceptionnels.
Marzia M.

Marzia M.

review about New Year's in the Grenadines December 2018

10 / 10
Ciao, sono Marco,volevo ringraziare lo skipper Francesco e la skipper Anna per la professionalità,la cortesia e la gentilezza di come hanno accolto me e gli altri ospiti nella crociera di fine anno 2018. Francesco è un marinaio eccezionale ed esperto,ci siamo sempre sentiti in sicurezza in qualsiasi situazione. Un grazie di cuore per la stupenda vacanza che mi avete fatto passare. Ciao e buona fortuna
Elena P.

Elena P.

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

10 / 10
Navigare con Giammy al timone è una garanzia ! Attenzione e precisione ingegneristica unita ad una dose di simpatia e buonumore ! Un binomio perfetto!
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
J’ai passé une superbe semaine à bord pour débuter cette nouvelle année. L’accueil et l’hospitalité combinés de Anna et Alfonso sont très appréciables Une semaine de tranquillité à profiter de la vie à bord animée par Anna, de la vie sur la mer et à tous vents skippé par Alfonso, avec la découverte de l’environnement terrestre des îles et de leurs habitants. En résumé prêt à repartir sur le voilier 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
Che dire, semplicemente fantastico! Personaggio stravagante, forse la puntualità e la precisione non sono proprio il suo forte, ma l'energia e la passione per il suo lavoro sono davvero strabilianti. I suoi occhi s'illuminano quando ti spiega qualche dettaglio tecnico o t'insegna qualche manovra. E gli piace festeggiare, dunque via libera a serate in compagnia a base di rum e tante risate! Molto preparato sia nel campo velico che doganale, buon conoscitore delle isole, è anche un buon cuoco e balla la salsa. Per i maschietti: fategli delle domande tecniche e lui sarà felice! Per le femminucce: fategli un pasito de salsa e lui perderà la testa! Bravo Rick, alla prossima!
Antonio C.

Antonio C.

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

10 / 10
Ragazzi navigare con Andrea D’alessio e come giocare in Champions sei al 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
..sono queste le vacanze che preferisco... alla scoperta di luoghi incantati e persone... se poi al timone vi e’ Una persona che sa infondere sicurezza e tranquillità ed anche nelle situazioni più ‘movimentate’ sa mantenere sangue freddo, la vacanza diventa un’esperienza incancellabile.... Veleggiare assaporando i silenzi che ti scavano dentro, mossi dalle onde e dal rumore del vento sono esperienze che puoi condividere con poche persone, perché solo a pochissimi permette di scoprire il tuo ed il il suo mondo ... grazie, davvero.... a parte la balena, skipper hai mantenuto tutte le promesse (baie da cartolina, tartarughe, etc ????) ... connubio skipper&hostess da 10+ !!!! Alle prossime esperienze .... belle come le onde del mare
Agata L.

Agata L.

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

10 / 10
Alessandro lo skipper ideale per una vacanza in barca . La sua professionalità nel gestire la barca mi ha dato sicurezza. Le sue decisioni sono sempre state ponderate e discusse dal gruppo. Una persona divertente allegra e un grande cuoco.. durante la navigazione ha pescato diversi pesci (tonno, barracuda, ecc )cucinandoli con l aiuto di una simpatica hostess Priscilla hanno reso le nostre giornate in barca piacevoli spensierate e con scenari di baie e spiagge indimenticabili. Rendeva ogni giorno diverso dall'altro. Un aspetto negativo ? si c è .. nonostante soffro di mal di mare ed è stata la mia prima esperienza in barca non potrò fare a meno di scegliere una altra vacanza in catamarano ... inoltre per chi ha voglia di vedere tante isole e di tuffarsi in tante acque dal blu inteso al celeste acquamarina con spiagge da sabbia nera a bianca incontrando tartarughe marine pesci colorati e vegetazione intensa con abitanti pronti a darti aragoste e frutta ....CARAIBIIII
Chiara P.

Chiara P.

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

10 / 10
Simone è uno skipper competente e molto professionale, capace di coinvolgere nelle attività di bordo e nelle manovre tutti i tipi di equipaggio. Disponibilissimo nel soddisfare ogni esigenza, sia di gruppo che individuale. Instancabile, lo troverete sempre attivo, giorno e notte! Consigliatissimo, sicuramente tornerò a fare altre vacanze con lui.
Ginevra B.

Ginevra B.

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

10 / 10
Varki : Se non esistesse andrebbe inventato :) Grande skipper, amico stupendo, eccellente nelle trattative e come moderatore, e di una simpatia esplosiva.....insomma, nei prossimi viaggi lo vorrei sempre trovare a bordo !!
Lara L.

Lara L.

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

10 / 10
Nonostante il ritardo della barca, impegnata nella traversata atlantica, e la compagnia solo maschile, è stata un'esperienza mitica. Christian è uno skipper esperto, disponibile e dotato di rara gentilezza. Ha il pregio di sorridere sempre e di riuscire a rendere leggeri i momenti in cui ci sono delle piccole problematiche. Conosce bene i posti in cui si reca e spesso anche le persone del luogo. Oltre a visitare luoghi e spiagge meravigliose, un pomeriggio ci siamo avventurati nella ricerca di noci di cocco, abbiamo creato dal nulla degli strumenti con ciò che si trovava sulla spiaggia, è stato molto divertente. Consiglio a tutti una vacanza in barca con lui! :)
Céline G.

Céline G.

review about Crociera in barca a vela alle Grenadine January 2017

10 / 10
Navigateur chevronné, guide de plongée, excellent animateur... à l'unanimité nous avions le meilleur skipper ;-)
Valerio & Ada C.

Valerio & Ada C.

review about New Year's Eve in the Caribbean: sailboat between luxury and comfort December 2016

10 / 10
Ci siamo trovati immediatamente a nostro agio con Orio, traversata atlantica alle spalle e un'esperienza quadriennale ai Caraibi, e con la sua compagna Daniela, entrambi molto preparati e appassionati del mare. Imbarcazione molto confortevole,pulitissima,la navigazione è stata veloce e sicura. Generatore eolico e solare non ci hanno mai fatto mancare i servizi di bordo, frigo sempre al massimo.La maggior parte della navigazione si è svolta a vela, giacché il vento non mancava mai. Bellissime le isole visitate. Orio ha organizzato anche splendide gite all'interno, alle cascate, alle acque e fanghi termali, ai mercatini locali. Abbiamo pernottato in diverse rade, sia alla boa, sia all'ancora e talvolta nei marina. Abbiamo quasi sempre pranzato a bordo, ottima la cucina casalinga di Daniela, fantasiosa cuoca, e di Orio, espertissimo nella preparazione del pesce appena pescato da lui in gustosissime tartare e grigliate sul barbecue di bordo. Un'esperienza indimenticabile che ripeteremo.
Luciano M.

Luciano M.

review about New Year's eve Flottilla in the Caribbean...on a catamaran! - 2 December 2015

10 / 10
Quarta vacanza con Alessandro, quarto successo. Oltre che un grande skipper, un grande organizzatore di vacanze per mare. Doppio capodanno, doppio spumante, doppio bagno! Una esperienza bellissima anche grazie a tutto l'equipaggio spassosissimo. Di più non posso dire perchè... quel che accade in barca, rimane in barca. codice sconto: nonaprolabocca2016.
Antonio D.

Antonio D.

review about New Year's eve Flottilla in the Caribbean...on a catamaran! December 2015

10 / 10
Tutto perfetto sia Andrea che Gianluca , unico consiglio farei meno miglia di navigazione e più spiagge
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6 reasons to choose the Grenadines and Martinique for your next sailboat or catamaran holiday:

  • Swim with thousands of fish on the Tobago Cays archipelago.
  • Enjoy sailing in the consistent Caribbean trade winds.
  • Visit the island of Mopion - home to just one solitary umbrella.
  • Hike Martinique’s Pelee Mountain, that stands at 1397m above sea level.
  • Experience a Caribbean sailing holiday in the beauty of the Lesser Antilles.
  • Visit one of the world’s oldest botanical gardens in Kingstown, St. Vincent.

The best destinations to visit the Grenadines and Martinique during a sailing holiday with a skipper

A cruise in the Grenadines and Martinique guarantees the discovery of beautiful beaches of white sand and coconut trees. After days of exploration and fun, enjoy fresh seafood at sunset with the welcoming locals. Embrace a unique Caribbean adventure.

Sailing holidays in the Grenadines

St. Vincent and the Grenadines (SVG) is a paradisiacal archipelago of nine islands. The Grenadines are located in the south of the Caribbean Sea. The islands combine a warm climate with turquoise waters and a rich natural environment. Each of the Grenadines islands have a unique identity. The capital island of St. Vincent is made up largely of rainforest, whereas, the smaller Bequia, for example, is a peaceful escape from with tranquil spots such as the Princess Margaret Beach. A sailing holiday offers a special viewpoint of the Grenadines, as well as the most convenient way to see all of the different islands.

Kingstown is the capital city of the St. Vincent and the Grenadines. The town plays home to one of the oldest Botanical Gardens in the world and from the town’s Fort Charlotte brilliant panoramic views can be seen. St. Vincent is a lush volcanic, with a mountainous landscape dotted with valleys and creaks. The shoreline of the east coast is rugged and rocky, whilst the shoreline to the west is home to breathtaking black sand beaches. To the north, the volcano of La Soufrière sits at 1219 meters above sea level. The second largest island of Bequia is a bright spark of atmosphere and warmth. Its maritime history is ever present, with most of the islands inhabitants in some way working as or with the fishermen or boating in some capacity. Here, there are a number of stunning beaches, however, arguably some of the most stunning seabeds. Diving and snorkeling is recommended along Elizabeth Harbor and off Princess Margaret Beach. Together with Cape Town and Tobago Cays, Bequia is a must stop are for keen divers, snorkelers or any general admirers of nature!

Sailing holidays in Martinique

Martinique offers 1,080km2 of beautiful landscapes. Rainforest covers much of the northern part of the island. Again, the island’s scenery are, again, volcanic. The Pelee Mountain, standing at 1397m above sea level, along with the Pitons du Carbet and Morne Jacob dominate this area of the island, and home to unique beaches of black sands with a succession of quiet fishing villages. Then the south of Martinique offers holiday destination of white sand beaches, palm trees, and warm Caribbean water. The Grande Anse du Diamant is a famous, 3km long beach and the posterpiece for this remarkable area of the island.

The beautiful islands around the Grenadines and Martinique

A sailing holiday in the area opens up much of the Lesser Antilles. Beyond the Grenadine islands of Young Island, Bequia, Mustique, Canouan, Union Island, Mayreau, Petit St Vincent, Palm Island, and the stunning desert island of Mopion, famously home to just one solitary umbrella. Areas such as St. Lucia and Grenada are also reachable. It is recommended that you message a skipper, to understand exactly how their proposed itinerary is composed, and what might be flexible to your travel wishes.

Tips to help you to better plan for your next sailing holidays in the Grenadines and Martinique:

All you need to know about your next cruise in the Grenadines and Martinique aboard a sailboat.

When to go to the Grenadines and Martinique for a sailing holiday

  • Sailing holidays around the Grenadines and Martinique are recommended through the area’s dry season between November and May. During this period, the climate is ideal for calm sailing trips. During this period the trade winds are almost consistently at around 15-25 knots daily.
  • Holiday prices

  • The pricing for an all inclusive sailing holiday around the Grenadines and Martinique will somewhat depend on the period, and whether or not it is peak holidaying season, such as during school holidays. You can find week-long catamaran experiences from €800.
  • Transport options to and from your holiday

  • There are a number of different flight options supplying many major international airport from across the world. We recommend that you use an online comparison site to evaluate what the most price effective, quick, and environmentally considerate route might be.
  • Sailing in the Grenadines and Martinique solo, as a couple, or with friends and family

    Whether you’re looking for options for couples, a whole boat booking for families and groups of friends, or options for solo travellers there are different experiences to suit you. Be it a trip aboard a sailboat or catamaran, you can book one or multiple spots onboard without having to form your own group of travellers. Find like-minded people and return home with new friends!

    Grenadines & Martinique: best travel ideas

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