Caribbean
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Caribbean sailing tour – A dream come true
Sailing in the Caribbean – vacation in paradise
A sailing vacation in the Caribbean is an unforgettable experience that should not be missed. Crystal clear waters, exotic islands and a warm climate make the Caribbean one of the best sailing destinations in the world. During the trip, you can enjoy the crystal clear waters, discover secluded beaches, go snorkeling and diving, and get to know the local culture and cuisine.
Please note that you need a passport that is valid for at least 6 months for this destination. You can find the latest information on visas and entry requirements on the official website of the Federal Foreign Office. There you will find the latest information for your travel preparations.
What our customers say
Caribbean sailing area – incomparable beauty
How many times have you read in a description of a possible next sailing trip that the Caribbean feeling is just around the corner or just a few hours away? We offer you a trip right in the Caribbean. White beaches, turquoise blue sea, numerous wonderful harbors, untouched bays, palm trees, coconuts and much more. You can experience all this and much more on your next Caribbean trip. Add to that the unique sailing experience with a friendly crew and some travelers who want the same thing as you. A sailing vacation in paradise!

The unique starting port of Martinique
Your unforgettable sailing trip in the Caribbean begins in the port of Martinique. The small island is part of the French overseas department and belongs to the Lesser Antilles archipelago. It is located in the immediate vicinity of the islands of Barbados, Guadeloupe and Dominica.
Entering the Caribbean is easy by plane. Once you arrive at the airport, you can start your journey to the island’s port either by cab or minibus.
A tropical paradise
When you arrive in Martinique, you will already have a very good feeling of what to expect on your sailing trip. The island is the ultimate Caribbean dream. You will realize this at the latest when you encounter the island’s picturesque landscape. Tropical palm trees tower everywhere and hummingbirds buzz in the air. Behind the mangrove forests, majestic, densely overgrown mountain ranges rise up and the sweet scent of flowers wafts over the island like a veil. As it is very mountainous due to the almost 1,400-metre-high Montagne Pelée volcano, most beaches offer excellent views of the dense canopy of ancient forests that tower over the island.


Fantastic variety of islands
The sailing vacation of a lifetime begins in Martinique. An impressive spectacle of the Caribbean are the many different islands that are concentrated in a comparatively small area. You should definitely see the islands of the Caribbean once in your life.
From your starting point, you will find the ports of Tobago, St. Lucia or Barbados in the immediate vicinity. No matter where you end up, you won’t be able to get enough of the white beaches and blue sea. The sailing area with its many islands is so dreamy because it can be sailed all year round thanks to the high temperatures. Nevertheless, the period from November to April is particularly ideal for your sailing trip in the Caribbean.
Breathtaking underwater world
Don’t miss the opportunity to take a look into the water. Whether from the boat or up close on a little diving adventure. In the warm waters, it is quite possible that you will see all kinds of exotic animals. Sea turtles or an exotic “brain coral” are just two of the many animal eye-catchers.


Caribbean sailing trip for everyone
Due to movies and other clichés, the Caribbean islands have a reputation for being stormy seas. But that couldn’t be further from the truth. Almost nowhere else in the world will you find such a constant wind as here, which is perfect for sailing beginners. Sailing can definitely still be called sailing here. You only need the motor here to moor at one of the many harbors.
If you book a sailing trip in winter, the Lesser Antilles experience the north-easterly trade winds at this time. The islands that particularly benefit from the north-easterly trade winds include Antigua, Guadeloupe, St. Lucia, Barbados, Grenada, Trinidad and Tobago. Traveling to the Caribbean is not just about relaxation, culinary delights and Caribbean music, but also many sailing experiences and nautical miles.
Caribbean climate experience
Probably the biggest difference between the real Caribbean in the Atlantic Ocean and the many Caribbean-like places that seem to be spread all over the world are not the palm trees, the beaches or the water. By far the biggest unique selling point is the unique climate that you can only experience so close to the equator.
Added to this is the incredible diversity, which is reflected above all in the topography and geography. The Caribbean sailing area is divided into two regions. In the north-western part you will find the Bahamas, Cuba, Jamaica, Haiti, the Dominican Republic and Puerto Rico. The Greater Antilles consist of the more well-known and popularized islands. In contrast, you will find a chain of islands in the Lesser Antilles that make up the very special charm of trips to the Caribbean. The islands are characterized by a tropical rainforest climate. In addition to traditional fishing villages, the unique rainforest and beautiful beaches with bays round off the overall picture.

Field report: Caribbean
My first sailing vacation with Sailwithus was a complete success. I started alone and was able to spend two weeks in the Caribbean with a wonderful group and our skipper Severin.
Sev took fantastic care of us, gave us tips and we were able to ask him for the hundredth time about our planned route and excursions if we had forgotten the plan.
Despite not having any sailing knowledge, I felt well looked after on board and we were all well integrated. I would choose this type of vacation again and again.
It was the perfect balance of beautiful nature, great weather, excursions and relaxation. And not forgetting the quiet and noisy evenings.
Always happy to return and, above all, always happy to skipper with Sev! – says Rebecca
Gallery Sailing trip Caribbean
Sailing in the Caribbean – that’s included in your yacht charter:
You are traveling with like-minded people because you have one thing in common: the dream vacation on a sailing yacht in the Mediterranean. Your crew is young and a colorful mix of absolute beginners and experienced sailors. For you, the most important thing is simple planning and preparation:

On sailwithus sailing trips you are always traveling sustainably. We encourage our fellow sailors to do a beach clean up once on every trip so that we can do our bit to preserve the beautiful areas in which we sail. Join us and experience your dream vacation without a guilty conscience. If you want more information about sustainability with us, click here.