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Caribbean sailing tour – A dream come true

  • Martinique
  • Crystal clear water
  • from 1550,- per person
  • 14 days sailing trip

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.

Discover the highlights in the Caribbean

Green, white bordered spots.

The small and larger islands in the Caribbean exude magic. Discover them on a vacation far from the familiar.

Exotic tastes

Pure vacation feeling for you: summer, sun, sea, cocktails under palm trees, exotic culinary delights, and, and, and . . .

Cocktails, music, much more fun.

Your top 3 Caribbean activities: sipping typical Caribbean cocktails such as Island Colada. Dancing to Caribbean sound. Swimming under a waterfall. Simply pure joie de vivre.

Natu(e)rally

Whether on a white beach or turquoise sea – of course, the best place to relax is in the beautiful natural surroundings of the Caribbean. Isn’t that right?

What our customers say

Excellent
sailwithus GmbH
Based on 2238 reviews
Großartiger Segeltörn, sehr nette Crew, sehr sympathischer Skipper, sehr gute Mischung aus segeln ⛵️, sightseeing, schwimmen und Party. Gerne wieder!
Liebes SailWithUs Team,
unser Segeltörn in den Saronischen Inseln war einfach unvergesslich.
Dank Skipper Pascals fachkundiger Führung, Ruhe und sicherem Händchen auf dem Wasser fühlten wir uns jederzeit gut aufgehoben. Die Route, das Segelgefühl, die malerischen Buchten und die entspannten Abende an Deck haben unseren Urlaub zu etwas ganz Besonderem gemacht.
Jeder von uns hatte ganz unterschiedliche Vorstellungen und Vorkenntnisse. Petra und ich hatten gar keine Erfahrung und waren das erste Mal auf einem Segelboot. Wir hatten viele Highlights, eine war auf jeden Fall, wie Pascal in den Hafen von Poros "eingeparkt” hat. Die Bavaria 57 hat er bei starkem Seitenwind auf den Zentimeter genau zwischen zwei Segelschiffen eingepasst. Er hat wertvolle Tipps gegeben und uns so für das Segeln begeistert. Die Koordination mit der Crew lief reibungslos, da wir auch eine super Ausstattung an Bord hatten mit viel Platz (wie gesagt 57-Fuß-Boot für 7 Personen). Somit war auch die Atmosphäre an Bord immer entspannt und positiv.
Vielen Dank an das gesamte SailWithUs Team für die hervorragende Organisation und an Pascal für diese unbeschreiblich schöne Zeit. Wir würden den Törn mit Pascal jederzeit wieder buchen und können SailWithUs uneingeschränkt weiterempfehlen.
Wir hatten eine fantastische Segelwoche in Griechenland und können den Törn uneingeschränkt weiterempfehlen. Besonders unsere Skipperin Laura hat die Reise zu einem echten Highlight gemacht. Sie war jederzeit motiviert, kompetent und hat es geschafft, sowohl Anfängern als auch etwas erfahreneren Mitseglern viel beizubringen. Dabei ist sie immer auf die Wünsche der Gruppe eingegangen und hat für eine tolle Atmosphäre an Bord gesorgt.

Die Woche bot eine perfekte Mischung aus Segeln und spannenden Landausflügen. So konnten wir nicht nur die wunderschöne Inselwelt rund um die Peloponnes genießen, sondern auch viel Zeit auf dem Wasser verbringen.

Leider hatten wir wetterbedingt nicht besonders viel Wind, was natürlich niemand beeinflussen kann. Laura hat jedoch das Beste daraus gemacht und das Programm flexibel angepasst, sodass wir trotzdem eine abwechslungsreiche und erlebnisreiche Woche hatten.

Insgesamt hatten wir eine großartige Zeit, haben viel gelernt, viel gelacht und unvergessliche Erinnerungen gesammelt. Vielen Dank an Laura für diese tolle Segelwoche!
Es war eine Reise, die ich nie vergessen werde. Ich werde es zu 100 % weiterempfehlen.
Ende Mai haben wir am einwöchigen Segeltörn „Forever Young“ ab Trogir - dieses Mal ab Marina Kaštela Split - teilgenommen.

Vom telefonischen Beratungsgespräch vor der Buchung bis zur Durchführung des Törns hat alles super reibungslos geklappt und wir hatten mit Skipper Reto und vier weiteren Mitseglern eine tolle Woche in diesem schönen Segelrevier. Schon bei der außerordentlich gewissenhaften Übernahme und Überprüfung der Yacht - eine Elan Impression 43 mit Selbstwendefock von Sail Club Croatia in sehr gutem Zustand - und einer gründlichen Sicherheitseinweisung kam das Gefühl auf, für die kommende Woche in guten Händen zu sein.

Skipper Reto hat während des gesamten Törns permanent die Wünsche und Interessen der Crew abgefragt oder gefühlt und die Gestaltung des Törns darauf ausgerichtet. Seine Freude und Fähigkeit bei der unermüdlichen Vermittlung von Kenntnissen zur Seemannschaft, Navigation und Seerecht wurde von allen Crew-Mitgliedern dankbar angenommen. Am Ende der Woche hatten wir also nicht nur einen schönen Urlaubstörn mit Stationen an den malerischen Häfen von Vis und Hvar sowie wunderbaren Buchten mit Badegelegenheiten, sondern auch vieles dazugelernt - herzlichen Dank dafür an Skipper Reto!
A wonderful sailing week in Greece ⛵🌊
Dear Pascal and Sailwithus Team,
I wanted to reach out and send a very warm and personal thank you for the incredible sailing week we just spent in Greece under your care.
Everything was beautifully organized right from the start, and we really appreciated receiving all the helpful and detailed information well in advance. It made our preparation entirely stress-free.
Although we originally planned to sail around the Kykladen, the weather had other ideas. Looking back, making the joint decision with you to adapt our route was the absolute best call we could have made. Pascal, we are grateful for your expertise and the wonderful, safe alternatives you proposed. Thanks to your guidance, we had an absolutely fantastic week!
Even though we already hold our sailing licenses, you managed to teach us several new techniques that we were excited to learn. It was a week filled with great insights, and you made us feel both completely safe and continuously inspired on the water.
Personally, I absolutely loved the gorgeous, secluded bays you recommended for us. Swimming in the crystal-clear ocean during the day, stargazing under the awesome night sky, and enjoying the peaceful surroundings made it both a highly successful and deeply relaxing vacation.
To top it all off, seeing those dolphins was pure magic, and we thoroughly enjoyed our time spent in Poro!
Thank you so much, Pascal, for your professional skills, and your nicel company. You truly made our week unforgettable.
Warmest regards,
Marlene
Super Schiff (Beneteau Oceanis 46.1) mit super Skipper Tobi und einer klasse Crew.
Abwechslungsreicher kann eine Woche Urlaub kaum sein.
Unser Törn war richtig schön. Theo, unser Skipper, hatte eine gute Mischung gefunden zwischen den einzelnen Bedürfnissen der Crew, so dass jeder auf seine Kosten kam. Die Buchten, der Hafen, das Segeln selbst waren sehr, sehr gut von Theo ausgewählt. Eine gute Mischung aus allem. Seitens sailwithus war alles bestens organisiert. Absolut gerne wieder.
Ich war im Juni mit Skipper Frank bei Mallorca Segeln. Es war wieder einmal ein super schönes Erlebnis! Wir hatten eine super Stimmung in der Crew. Frank hat uns viele Fragen beantwortet, erklärt und kannte viele schöne Buchten. Ballermann mit der Yacht anzusteuern war ebenfalls einzigartig 🙌🏻 Jederzeit wieder 🫶🏻
Hervorragende Woche mit einem sehr kompetenten Katamaran Instruktor (Go Ralf!) und einer sehr einsatzbereiten und humorvollen Crew. Ich hatte eine sehr lehrreiche und überragende Zeit! Das Training kann man nur empfehlen.

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.

An underwater photo of a sea turtle swimming near the seabed, which is covered with sparse sea grass. The turtle's shell is decorated with various patterns and its flippers are outstretched as it moves gracefully through the clear blue water. Nearby, the shadow of a sailing yacht on a cruise casts a fascinating silhouette.

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.

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.

  • 14 nights stay on a sailing yacht
  • Including German-speaking skipper
  • One towel per person
  • Bed linen
  • Dinghy (dinghy)
  • Outboard motor
  • Navigation equipment
  • Final cleaning of the yacht
  • Nautical mileage confirmation on request
  • Meeting point on Saturdays 2-4 p.m. – return Friday late afternoon to the port of departure – departure on Saturdays 9 a.m.
  • You book a “friendly” skipper free of charge. They offer safety, especially for sailing beginners, thanks to their sailing training.
  • Before the start, you will do the shopping together so that food is provided on board. The kitchen on the yacht is also well equipped.
  • Every sailing trip is well prepared. Spontaneous excursions and side trips are still possible at any time. The crew decides together what they feel like doing, depending on the wind and weather.

What is not included?

  • Cash on board for additional costs on site – food, diesel, national parks, port fees etc. (approx. 300€-400€ per person & week)
  • Catering for the skipper (paid from the on-board cash box)
  • travel insurance, which you can find here you can easily take out here.
  • Flights and transportation to the marina
  • Excess on the deposit of 100 € (200 € for catamarans)

Example yacht