Sailing the Caribbean

Choose from 10 experiences

From 890€

per spot

14 days in the Caribbean island paradise on a catamaran

Port of departure: Martinique

1 review

Next departure: 18 october · 5 dates available

From 890€
2,150€
2,042€

per spot

New Year's Eve in the Caribbean on a Catamaran: Martinique, Saint Vincent and the Grenadines

Port of departure: Le Marin, Martinique

5 reviews

Next departure: 27 december · 1 dates available

2,150€ 2,042€
2,400€
2,160€

per spot

Sail the Caribbean on a catamaran from Martinique to Saint Blaise

Port of departure: Martinica

Next departure: 18 november

2,400€ 2,160€
From 2,520€

cabin

A week in the Bahamas on a Catamaran with everything included

Port of departure: Palm Cay Marina

Next departure: 12 july · 8 dates available

From 2,520€
From 1357.5€

cabin

A week in Saint Martin on a Catamaran with everything included

Port of departure: Anse Marcel, Saint Martin

Next departure: 19 july · 21 dates available

From 1357.5€
From 1,267€

cabin

A week through the islands of Guadeloupe on a Catamaran with everything included

Port of departure: Pointe-à-Pitre, Guadeloupe

Next departure: 12 july · 20 dates available

From 1,267€
From 1,428€

cabin

A week on the Grenadines by catamaran with everything included

Port of departure: Le Marin, Martinique

Next departure: 19 july · 32 dates available

From 1,428€
From 1447.5€

cabin

A week in the British Virgin Islands on a Catamaran with everything included

Port of departure: Hodges Creek

Next departure: 12 july · 20 dates available

From 1447.5€
From 1,956€

cabin

11-day trip through the Caribbean Sea on a Catamaran with everything included

Port of departure: Le Marin, Martinique

Next departure: 17 july · 20 dates available

From 1,956€

Discover the Caribbean aboard a sailboat

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.

By Álvaro Casanova y Jason Loughnane

21 November, 2019

Next plans

Experience	Start	Plazas		Price
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 1,267€ More information
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 2,580€ More information
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€ More information
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€ More information
A week on the Grenadines by catamaran with everything included	From 19 Jul to 26 Jul 19 Jul 8 days	10	More information	Reserve for 1593.75€ More information
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 1,267€ More information
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 1357.5€ More information
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 2,580€ More information
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 1447.5€ More information
A week on the Grenadines by catamaran with everything included	From 26 Jul to 2 Aug 26 Jul 8 days	10	More information	Reserve for 1,700€ More information
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 1,810€ More information
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 1,810€ More information
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 1447.5€ More information
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 2,850€ More information
A week on the Grenadines by catamaran with everything included	From 2 Aug to 9 Aug 2 Aug 8 days	10	More information	Reserve for 1,700€ More information
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€ More information
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 2,280€ More information
A week on the Grenadines by catamaran with everything included	From 9 Aug to 16 Aug 9 Aug 8 days	10	More information	Reserve for 1,560€ More information
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 1,411€ More information
A week on the Grenadines by catamaran with everything included	From 16 Aug to 23 Aug 16 Aug 8 days	10	More information	Reserve for 1,428€ More information
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 2,172€ More information
A week on the Grenadines by catamaran with everything included	From 23 Aug to 30 Aug 23 Aug 8 days	10	More information	Reserve for 1,428€ More information
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 1,956€ More information
A week on the Grenadines by catamaran with everything included	From 30 Aug to 6 Sep 30 Aug 8 days	10	More information	Reserve for 1,428€ More information
A week on the Grenadines by catamaran with everything included	From 6 Sep to 13 Sep 6 Sep 8 days	10	More information	Reserve for 1,428€ More information
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 1,956€ More information
A week on the Grenadines by catamaran with everything included	From 13 Sep to 20 Sep 13 Sep 8 days	10	More information	Reserve for 1,428€ More information
A week on the Grenadines by catamaran with everything included	From 20 Sep to 27 Sep 20 Sep 8 days	10	More information	Reserve for 1,428€ More information
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 1,956€ More information
A week on the Grenadines by catamaran with everything included	From 27 Sep to 4 Oct 27 Sep 8 days	10	More information	Reserve for 1,428€ More information
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€ More information
A week on the Grenadines by catamaran with everything included	From 4 Oct to 11 Oct 4 Oct 8 days	10	More information	Reserve for 1606.5€ More information
A week on the Grenadines by catamaran with everything included	From 11 Oct to 18 Oct 11 Oct 8 days	10	More information	Reserve for 1,755€ More information
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€ More information
A week through the islands of Guadeloupe on a Catamaran with everything included	From 11 Oct to 18 Oct 11 Oct 8 days	12	More information	Reserve for 1,494€ More information
A week on the Grenadines by catamaran with everything included	From 18 Oct to 25 Oct 18 Oct 8 days	10	More information	Reserve for 1912.5€ More information
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€ More information
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€ More information
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 2,280€ More information
14 days in the Caribbean island paradise on a catamaran	From 18 Oct to 1 Nov 18 Oct 15 days	6	More information	Reserve for 1,390€ More information
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€ More information
A week on the Grenadines by catamaran with everything included	From 25 Oct to 1 Nov 25 Oct 8 days	10	More information	Reserve for 2155.5€ More information
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€ More information
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€ More information
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€ More information
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€ More information
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€ More information
A week on the Grenadines by catamaran with everything included	From 1 Nov to 8 Nov 1 Nov 8 days	10	More information	Reserve for 2155.5€ More information
A week through the islands of Guadeloupe on a Catamaran with everything included	From 1 Nov to 8 Nov 1 Nov 8 days	12	More information	Reserve for 2,034€ More information
A week in Saint Martin on a Catamaran with everything included	From 1 Nov to 8 Nov 1 Nov 8 days	12	More information	Reserve for 2,034€ More information
A week in the Bahamas on a Catamaran with everything included	From 1 Nov to 8 Nov 1 Nov 8 days	12	More information	Reserve for 3,860€ More information
A week in the British Virgin Islands on a Catamaran with everything included	From 1 Nov to 8 Nov 1 Nov 8 days	12	More information	Reserve for 3,321€ More information
14 days in the Caribbean island paradise on a catamaran	From 1 Nov to 15 Nov 1 Nov 15 days	6	More information	Reserve for 1,390€ More information
A week on the Grenadines by catamaran with everything included	From 8 Nov to 15 Nov 8 Nov 8 days	10	More information	Reserve for 2389.5€ More information
A week through the islands of Guadeloupe on a Catamaran with everything included	From 8 Nov to 15 Nov 8 Nov 8 days	12	More information	Reserve for 2389.5€ More information
A week in Saint Martin on a Catamaran with everything included	From 8 Nov to 15 Nov 8 Nov 8 days	12	More information	Reserve for 2389.5€ More information
A week in the Bahamas on a Catamaran with everything included	From 8 Nov to 15 Nov 8 Nov 8 days	12	More information	Reserve for 3,970€ More information
A week in the British Virgin Islands on a Catamaran with everything included	From 8 Nov to 15 Nov 8 Nov 8 days	12	More information	Reserve for 3,970€ More information
11-day trip through the Caribbean Sea on a Catamaran with everything included	From 10 Nov to 20 Nov 10 Nov 11 days	10	More information	Reserve for 3,348€ More information
A week on the Grenadines by catamaran with everything included	From 15 Nov to 22 Nov 15 Nov 8 days	10	More information	Reserve for 2389.5€ More information
A week through the islands of Guadeloupe on a Catamaran with everything included	From 15 Nov to 22 Nov 15 Nov 8 days	12	More information	Reserve for 2,655€ More information
A week in Saint Martin on a Catamaran with everything included	From 15 Nov to 22 Nov 15 Nov 8 days	12	More information	Reserve for 2389.5€ More information
A week in the Bahamas on a Catamaran with everything included	From 15 Nov to 22 Nov 15 Nov 8 days	12	More information	Reserve for 3,970€ More information
A week in the British Virgin Islands on a Catamaran with everything included	From 15 Nov to 22 Nov 15 Nov 8 days	12	More information	Reserve for 3,573€ More information
14 days in the Caribbean island paradise on a catamaran	From 15 Nov to 29 Nov 15 Nov 15 days	0	More information	No availability More information
Sail the Caribbean on a catamaran from Martinique to Saint Blaise	From 18 Nov to 29 Nov 18 Nov 12 days	5	More information	Reserve for 2,160€ More information
11-day trip through the Caribbean Sea on a Catamaran with everything included	From 20 Nov to 30 Nov 20 Nov 11 days	10	More information	Reserve for 3,348€ More information
A week on the Grenadines by catamaran with everything included	From 22 Nov to 29 Nov 22 Nov 8 days	10	More information	Reserve for 2389.5€ More information
A week through the islands of Guadeloupe on a Catamaran with everything included	From 22 Nov to 29 Nov 22 Nov 8 days	12	More information	Reserve for 2389.5€ More information
A week in Saint Martin on a Catamaran with everything included	From 22 Nov to 29 Nov 22 Nov 8 days	12	More information	Reserve for 2389.5€ More information
A week in the Bahamas on a Catamaran with everything included	From 22 Nov to 29 Nov 22 Nov 8 days	12	More information	Reserve for 3,933€ More information
A week in the British Virgin Islands on a Catamaran with everything included	From 22 Nov to 29 Nov 22 Nov 8 days	12	More information	Reserve for 3,933€ More information
A week on the Grenadines by catamaran with everything included	From 29 Nov to 6 Dec 29 Nov 8 days	10	More information	Reserve for 2389.5€ More information
A week through the islands of Guadeloupe on a Catamaran with everything included	From 29 Nov to 6 Dec 29 Nov 8 days	12	More information	Reserve for 2389.5€ More information
A week in Saint Martin on a Catamaran with everything included	From 29 Nov to 6 Dec 29 Nov 8 days	12	More information	Reserve for 2,655€ More information
A week in the Bahamas on a Catamaran with everything included	From 29 Nov to 6 Dec 29 Nov 8 days	12	More information	Reserve for 3,573€ More information
A week in the British Virgin Islands on a Catamaran with everything included	From 29 Nov to 6 Dec 29 Nov 8 days	12	More information	Reserve for 3,573€ More information
14 days in the Caribbean island paradise on a catamaran	From 29 Nov to 13 Dec 29 Nov 15 days	6	More information	Reserve for 1,390€ More information
11-day trip through the Caribbean Sea on a Catamaran with everything included	From 30 Nov to 10 Dec 30 Nov 11 days	10	More information	Reserve for 3,720€ More information
A week on the Grenadines by catamaran with everything included	From 6 Dec to 13 Dec 6 Dec 8 days	10	More information	Reserve for 2389.5€ More information
A week through the islands of Guadeloupe on a Catamaran with everything included	From 6 Dec to 13 Dec 6 Dec 8 days	12	More information	Reserve for 2389.5€ More information
A week in Saint Martin on a Catamaran with everything included	From 6 Dec to 13 Dec 6 Dec 8 days	12	More information	Reserve for 2389.5€ More information
A week in the British Virgin Islands on a Catamaran with everything included	From 6 Dec to 13 Dec 6 Dec 8 days	12	More information	Reserve for 3,970€ More information
11-day trip through the Caribbean Sea on a Catamaran with everything included	From 10 Dec to 20 Dec 10 Dec 11 days	10	More information	Reserve for 3,720€ More information
A week on the Grenadines by catamaran with everything included	From 13 Dec to 20 Dec 13 Dec 8 days	10	More information	Reserve for 2,655€ More information
A week through the islands of Guadeloupe on a Catamaran with everything included	From 13 Dec to 20 Dec 13 Dec 8 days	12	More information	Reserve for 2389.5€ More information
A week in Saint Martin on a Catamaran with everything included	From 13 Dec to 20 Dec 13 Dec 8 days	12	More information	Reserve for 2389.5€ More information
A week in the Bahamas on a Catamaran with everything included	From 13 Dec to 20 Dec 13 Dec 8 days	12	More information	Reserve for 3,573€ More information
A week in the British Virgin Islands on a Catamaran with everything included	From 13 Dec to 20 Dec 13 Dec 8 days	12	More information	Reserve for 3,573€ More information
14 days in the Caribbean island paradise on a catamaran	From 13 Dec to 20 Dec 13 Dec 8 days	6	More information	Reserve for 890€ More information
14 days in the Caribbean island paradise on a catamaran	From 20 Dec to 3 Jan 20 Dec 15 days	6	More information	Reserve for 2,290€ More information
A week on the Grenadines by catamaran with everything included	From 20 Dec to 27 Dec 20 Dec 8 days	10	More information	Reserve for 4,239€ More information
New Year's Eve in the Caribbean on a Catamaran: Martinique, Saint Vincent and the Grenadines	From 27 Dec to 3 Jan 27 Dec 8 days	3	More information	Reserve for 2,150€ More information
A week on the Grenadines by catamaran with everything included	From 27 Dec to 3 Jan 27 Dec 8 days	10	More information	Reserve for 5,140€ More information
New Year's Eve in the Caribbean on a Catamaran: Martinique, Saint Vincent and the Grenadines	From 3 Jan to 10 Jan (2026) 3 Jan 8 days	8	More information	Reserve for 2,042€ More information
14 days in the Caribbean island paradise on a catamaran	From 3 Jan to 17 Jan (2026) 3 Jan 15 days	6	More information	Reserve for 1,390€ More information
A week on the Grenadines by catamaran with everything included	From 3 Jan to 10 Jan (2026) 3 Jan 8 days	10	More information	Reserve for 3,726€ More information
A week through the islands of Guadeloupe on a Catamaran with everything included	From 3 Jan to 10 Jan (2026) 3 Jan 8 days	12	More information	Reserve for 3,730€ More information
A week in Saint Martin on a Catamaran with everything included	From 3 Jan to 10 Jan (2026) 3 Jan 8 days	12	More information	Reserve for 3,357€ More information
A week in the British Virgin Islands on a Catamaran with everything included	From 3 Jan to 10 Jan (2026) 3 Jan 8 days	12	More information	Reserve for 3,951€ More information

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Why go on a Caribbean sailing holiday?

When is the best time to travel around the Caribbean aboard a sailboat?

Flora and Fauna you will see in the Caribbean aboard a sailboat

Why travel the Caribbean on a sailboat or catamaran?

How do I book a Caribbean sailing holiday?