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Sailing the Caribbean

Caribbean islands holidays on the water
10 reviews
Go sailing in the Caribbean for your next holiday. Bask in the sun on board as the boat cuts through the clearest blue waters, take a dip when you please and spend some time exploring on shore. Choose the part of the Caribbean you wish to explore and enjoy a holiday in paradise.
Choose from 9 experiences
caribbean cruise
The Caribbean seas have always been one of the desired sailing areas due to the incredible scenery and gorgeous climate. You can experience this beauty for yourself with the sailing plans that we have available in Sailwiz.
  • Blog photo
  • IMG-20190701-WA0118
By Álvaro Casanova y Jason Loughnane
21 November, 2019
Next plans
Experience Start Plazas Price
A week around the Grenadines islands on a catamaran with everything included
From 3 May to 10 May
3 May
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 3 May to 10 May
3 May
8 days
12 More information Reserve for 2,480€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 8 May to 18 May
8 May
11 days
10 More information Reserve for 3,264€
A week around the Grenadines islands on a catamaran with everything included
From 10 May to 17 May
10 May
8 days
10 More information Reserve for 2,415€
A week in Saint Martin on a Catamaran with everything included
From 10 May to 17 May
10 May
8 days
12 More information Reserve for 1,664€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 10 May to 17 May
10 May
8 days
12 More information Reserve for 1,664€
A week in the British Virgin Islands on a Catamaran with everything included
From 10 May to 17 May
10 May
8 days
12 More information Reserve for 2065.5€
A week around the Grenadines islands on a catamaran with everything included
From 17 May to 24 May
17 May
8 days
10 More information Reserve for 2,415€
A week in Saint Martin on a Catamaran with everything included
From 17 May to 24 May
17 May
8 days
12 More information Reserve for 1,332€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 17 May to 24 May
17 May
8 days
12 More information Reserve for 1,568€
A week in the Bahamas on a Catamaran with everything included
From 17 May to 24 May
17 May
8 days
12 More information Reserve for 3527.5€
A week in the British Virgin Islands on a Catamaran with everything included
From 17 May to 24 May
17 May
8 days
12 More information Reserve for 1882.75€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 18 May to 28 May
18 May
11 days
10 More information Reserve for 3068.5€
A week around the Grenadines islands on a catamaran with everything included
From 24 May to 31 May
24 May
8 days
10 More information Reserve for 2,415€
A week in Saint Martin on a Catamaran with everything included
From 24 May to 31 May
24 May
8 days
12 More information Reserve for 1,472€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 24 May to 31 May
24 May
8 days
12 More information Reserve for 1,472€
A week in the Bahamas on a Catamaran with everything included
From 24 May to 31 May
24 May
8 days
12 More information Reserve for 3,315€
A week in the British Virgin Islands on a Catamaran with everything included
From 24 May to 31 May
24 May
8 days
12 More information Reserve for 1882.75€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 28 May to 7 Jun
28 May
11 days
10 More information Reserve for 2664.75€
A week around the Grenadines islands on a catamaran with everything included
From 31 May to 7 Jun
31 May
8 days
10 More information Reserve for 2,415€
A week in Saint Martin on a Catamaran with everything included
From 31 May to 7 Jun
31 May
8 days
12 More information Reserve for 1,376€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 31 May to 7 Jun
31 May
8 days
12 More information Reserve for 1,376€
A week in the British Virgin Islands on a Catamaran with everything included
From 31 May to 7 Jun
31 May
8 days
12 More information Reserve for 1882.75€
A week around the Grenadines islands on a catamaran with everything included
From 7 Jun to 14 Jun
7 Jun
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 7 Jun to 14 Jun
7 Jun
8 days
12 More information Reserve for 1,376€
A week in Saint Martin on a Catamaran with everything included
From 7 Jun to 14 Jun
7 Jun
8 days
12 More information Reserve for 1,376€
A week in the British Virgin Islands on a Catamaran with everything included
From 7 Jun to 14 Jun
7 Jun
8 days
12 More information Reserve for 1882.75€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 7 Jun to 17 Jun
7 Jun
11 days
10 More information Reserve for 2307.75€
A week around the Grenadines islands on a catamaran with everything included
From 14 Jun to 21 Jun
14 Jun
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 14 Jun to 21 Jun
14 Jun
8 days
12 More information Reserve for 1,376€
A week in Saint Martin on a Catamaran with everything included
From 14 Jun to 21 Jun
14 Jun
8 days
12 More information Reserve for 1,832€
A week in the British Virgin Islands on a Catamaran with everything included
From 14 Jun to 21 Jun
14 Jun
8 days
12 More information Reserve for 1882.75€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 17 Jun to 27 Jun
17 Jun
11 days
10 More information Reserve for 2307.75€
A week around the Grenadines islands on a catamaran with everything included
From 21 Jun to 28 Jun
21 Jun
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 21 Jun to 28 Jun
21 Jun
8 days
12 More information Reserve for 1,376€
A week in Saint Martin on a Catamaran with everything included
From 21 Jun to 28 Jun
21 Jun
8 days
12 More information Reserve for 1,832€
A week in the British Virgin Islands on a Catamaran with everything included
From 21 Jun to 28 Jun
21 Jun
8 days
10 More information Reserve for 1882.75€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 27 Jun to 7 Jul
27 Jun
11 days
10 More information Reserve for 2307.75€
A week around the Grenadines islands on a catamaran with everything included
From 28 Jun to 5 Jul
28 Jun
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 28 Jun to 5 Jul
28 Jun
8 days
12 More information Reserve for 1,376€
A week in Saint Martin on a Catamaran with everything included
From 28 Jun to 5 Jul
28 Jun
8 days
12 More information Reserve for 1,376€
A week in the British Virgin Islands on a Catamaran with everything included
From 28 Jun to 5 Jul
28 Jun
8 days
12 More information Reserve for 1882.75€
A week around the Grenadines islands on a catamaran with everything included
From 5 Jul to 12 Jul
5 Jul
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 5 Jul to 12 Jul
5 Jul
8 days
12 More information Reserve for 1,629€
A week in Saint Martin on a Catamaran with everything included
From 5 Jul to 12 Jul
5 Jul
8 days
12 More information Reserve for 1,629€
A week in the Bahamas on a Catamaran with everything included
From 5 Jul to 12 Jul
5 Jul
8 days
12 More information Reserve for 3,440€
A week in the British Virgin Islands on a Catamaran with everything included
From 5 Jul to 12 Jul
5 Jul
8 days
12 More information Reserve for 1,737€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 7 Jul to 17 Jul
7 Jul
11 days
10 More information Reserve for 2,565€
A week around the Grenadines islands on a catamaran with everything included
From 12 Jul to 19 Jul
12 Jul
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 12 Jul to 19 Jul
12 Jul
8 days
12 More information Reserve for 1,629€
A week in Saint Martin on a Catamaran with everything included
From 12 Jul to 19 Jul
12 Jul
8 days
12 More information Reserve for 1,629€
A week in the Bahamas on a Catamaran with everything included
From 12 Jul to 19 Jul
12 Jul
8 days
12 More information Reserve for 3,096€
A week in the British Virgin Islands on a Catamaran with everything included
From 12 Jul to 19 Jul
12 Jul
8 days
12 More information Reserve for 1,930€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 17 Jul to 27 Jul
17 Jul
11 days
10 More information Reserve for 2,850€
A week around the Grenadines islands on a catamaran with everything included
From 19 Jul to 26 Jul
19 Jul
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 19 Jul to 26 Jul
19 Jul
8 days
12 More information Reserve for 1,629€
A week in Saint Martin on a Catamaran with everything included
From 19 Jul to 26 Jul
19 Jul
8 days
12 More information Reserve for 1,629€
A week in the Bahamas on a Catamaran with everything included
From 19 Jul to 26 Jul
19 Jul
8 days
12 More information Reserve for 3,096€
A week in the British Virgin Islands on a Catamaran with everything included
From 19 Jul to 26 Jul
19 Jul
8 days
12 More information Reserve for 1,737€
A week around the Grenadines islands on a catamaran with everything included
From 26 Jul to 2 Aug
26 Jul
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 26 Jul to 2 Aug
26 Jul
8 days
12 More information Reserve for 1,629€
A week in Saint Martin on a Catamaran with everything included
From 26 Jul to 2 Aug
26 Jul
8 days
12 More information Reserve for 1,629€
A week in the British Virgin Islands on a Catamaran with everything included
From 26 Jul to 2 Aug
26 Jul
8 days
12 More information Reserve for 1,737€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 27 Jul to 6 Aug
27 Jul
11 days
10 More information Reserve for 2,565€
A week around the Grenadines islands on a catamaran with everything included
From 2 Aug to 9 Aug
2 Aug
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 2 Aug to 9 Aug
2 Aug
8 days
12 More information Reserve for 1,629€
A week in Saint Martin on a Catamaran with everything included
From 2 Aug to 9 Aug
2 Aug
8 days
12 More information Reserve for 1,810€
A week in the British Virgin Islands on a Catamaran with everything included
From 2 Aug to 9 Aug
2 Aug
8 days
12 More information Reserve for 1,737€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 6 Aug to 16 Aug
6 Aug
11 days
10 More information Reserve for 2,565€
A week around the Grenadines islands on a catamaran with everything included
From 9 Aug to 16 Aug
9 Aug
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 9 Aug to 16 Aug
9 Aug
8 days
12 More information Reserve for 1,494€
A week in Saint Martin on a Catamaran with everything included
From 9 Aug to 16 Aug
9 Aug
8 days
12 More information Reserve for 1,494€
A week in the British Virgin Islands on a Catamaran with everything included
From 9 Aug to 16 Aug
9 Aug
8 days
12 More information Reserve for 1606.5€
A week around the Grenadines islands on a catamaran with everything included
From 16 Aug to 23 Aug
16 Aug
8 days
10 More information Reserve for 2,415€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 16 Aug to 26 Aug
16 Aug
11 days
10 More information Reserve for 2443.5€
A week around the Grenadines islands on a catamaran with everything included
From 23 Aug to 30 Aug
23 Aug
8 days
10 More information Reserve for 2,415€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 26 Aug to 5 Sep
26 Aug
11 days
10 More information Reserve for 2200.5€
A week around the Grenadines islands on a catamaran with everything included
From 30 Aug to 6 Sep
30 Aug
8 days
10 More information Reserve for 2,415€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 5 Sep to 15 Sep
5 Sep
11 days
10 More information Reserve for 2200.5€
A week around the Grenadines islands on a catamaran with everything included
From 6 Sep to 13 Sep
6 Sep
8 days
10 More information Reserve for 2,415€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 11 Sep to 21 Sep
11 Sep
11 days
10 More information Reserve for 2200.5€
A week around the Grenadines islands on a catamaran with everything included
From 13 Sep to 20 Sep
13 Sep
8 days
10 More information Reserve for 2,415€
A week around the Grenadines islands on a catamaran with everything included
From 20 Sep to 27 Sep
20 Sep
8 days
10 More information Reserve for 2,415€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 21 Sep to 1 Oct
21 Sep
11 days
10 More information Reserve for 2200.5€
A week around the Grenadines islands on a catamaran with everything included
From 27 Sep to 4 Oct
27 Sep
8 days
10 More information Reserve for 2,415€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 1 Oct to 11 Oct
1 Oct
11 days
10 More information Reserve for 2200.5€
A week around the Grenadines islands on a catamaran with everything included
From 4 Oct to 11 Oct
4 Oct
8 days
10 More information Reserve for 2,415€
A week around the Grenadines islands on a catamaran with everything included
From 11 Oct to 18 Oct
11 Oct
8 days
10 More information Reserve for 2,415€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 11 Oct to 21 Oct
11 Oct
11 days
10 More information Reserve for 2,412€
A week around the Grenadines islands on a catamaran with everything included
From 18 Oct to 25 Oct
18 Oct
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 18 Oct to 25 Oct
18 Oct
8 days
12 More information Reserve for 1,629€
A week in Saint Martin on a Catamaran with everything included
From 18 Oct to 25 Oct
18 Oct
8 days
12 More information Reserve for 1,629€
A week in the British Virgin Islands on a Catamaran with everything included
From 18 Oct to 25 Oct
18 Oct
8 days
12 More information Reserve for 2,052€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 21 Oct to 31 Oct
21 Oct
11 days
10 More information Reserve for 2,628€
A week around the Grenadines islands on a catamaran with everything included
From 25 Oct to 1 Nov
25 Oct
8 days
10 More information Reserve for 2,415€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 25 Oct to 1 Nov
25 Oct
8 days
12 More information Reserve for 1831.5€
A week in Saint Martin on a Catamaran with everything included
From 25 Oct to 1 Nov
25 Oct
8 days
12 More information Reserve for 1831.5€
A week in the Bahamas on a Catamaran with everything included
From 25 Oct to 1 Nov
25 Oct
8 days
12 More information Reserve for 2,520€
A week in the British Virgin Islands on a Catamaran with everything included
From 25 Oct to 1 Nov
25 Oct
8 days
12 More information Reserve for 2,322€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 31 Oct to 10 Nov
31 Oct
11 days
10 More information Reserve for 2,943€
Show all dates
Frequent questions
  • ⭐ ¿Por qué realizar un crucero por el Caribe?
    Viajar al Carube es la mejor opción para desconectar de la rutina y recargar energías. Además, podrás conocer a gente nueva autóctona de las islas, visitar nuevos lugarees y disfrutar del mar como nunca antes.
  • ✅ ¿Por qué viajar al Caribe en barco?
    Viajar al Caribe en barco es la mejor opción para disfrutar de la naturaleza y descubrir lugares recónditos que, si no fuese en barco, serían imposibles de acceder.
  • ➡️ ¿Cuál es la mejor época del año para viajar al Caribe en velero?
    La mejor temporada para hacer una travesía por el Caribe es entre diciembre y mayo, momento en el que el tiempo es algo más fresco, seco y menos húmedo.
  • ✍ ¿Qué islas del Caribe podré visitar durante la travesía?
    Las zonas más frecuentadas por los navegantes son Cuba y República Dominicana, Antigua, Guadalupe, Martinca y Dominica, Trinidad y Tobago, y Panamá.
  • ✍ ¿Cómo puedo reservar una travesía al Caribe?
    Tienes que entrar en la actividad que te interesa, consultar con el patrón todas las dudas que puedan surgirte y reservar a través de la web previo pago. Una vez completada la reserva, recibirás la confirmación en tu email.
  • ⚡ ¿Cuánto cuesta una travesía por el Caribe?
    Los precios de las travesías por el Caribe varían en función del tipo de embarcación, la duración de la experiencia, la época del año en la que desees navegar y la zona de embarque y desembarque.
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  • Why go on a Caribbean sailing holiday?

    Caribbean travel entails completely disconnecting from the accelerated pace we are used to every day. In this region there is no rush and the locals here are cheerful, happy and carefree.
    The Caribbean is a favorite destination for many people, both because of the desirable environment and warm weather as well as the warm welcome of the local people.

    For a holiday in the Caribbean aboard a sailboat or a catamaran, the experience is truly unique, as this arrangement allows you to visit extraordinary places and enjoy the sea, the sun and the breeze at all times.
  • When is the best time to travel around the Caribbean aboard a sailboat?

    The best time to sail in the Caribbean is between December and May, at which time the weather is somewhat cooler (especially in the north), drier and less humid. It is also the time that European tourists flock to the Caribbean paradise to escape winter in their home countries.
    The best months are December and January, when the trade winds are much more established.
  • Flora and Fauna you will see in the Caribbean aboard a sailboat

    In the Caribbean, there are 38 recognized locations where you can dive to observe marine life, areas with underwater lava flows, black sand, large strands of black coral, summits of underwater mountains, thousands of fish, etc.
    The biodiversity of the Caribbean coast is unique and offers a lively spectacle full of color for lovers of nature.
  • Why travel the Caribbean on a sailboat or catamaran?
    Exploring the Caribbean islands aboard a sailboat or catamaran is an excellent idea if you want to enjoy nature in its purest form. You can reach the nooks most hidden from the world and the speed ​​of the boats allows a peaceful itinerary so you can soak up the stunning and pristine bays and coves.
  • How do I book a Caribbean sailing holiday?
    On Sailwiz we make it easy for you to book your dream vacation in the Caribbean. You simply have to enter into the activity that interests you, ask the skipper any questions you may have and book through the website. Once the booking is complete, you will receive a confirmation email.
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