Atlantic sailing trip

Modern, luxurious yachts with the highest level of comfort

Small groups &
personal atmosphere

Private chef &
experienced crew

Sailing Adventures on the Atlantic

A sailing trip on the Atlantic with Sailing-Classics takes you through three island regions and across the open Atlantic. These include the Canary Islands (including Tenerife), the Cape Verde Islands, and the Azores, as well as transatlantic crossings between Europe and the Caribbean. Depending on the route, you’ll spend between 7 and 22 nights aboard a classic large yacht, accompanied by an experienced crew and sharing the experience with no more than 26 guests.

04/11
 - 
15/11/2026

"Small" Atlantic crossing from Gibraltar to the Cape Verde Islands

Crossing
17/11
 - 
24/11/2026

"small" Atlantic crossing from Malaga to Tenerife

Crossing
18/11
 - 
25/11/2026

"small" Atlantic crossing from Gibraltar to Tenerife

Crossing
24/11
 - 
16/12/2026

Atlantic crossing on the "barefoot route" to Antigua

Crossing
25/11
 - 
05/12/2026

Theme trip: Sailing vacation Cape Verde

Theme Journey
05/12
 - 
21/12/2026

On the "barefoot route" across the Atlantic

Crossing
23/03
 - 
13/04/2027

"Great" Atlantic crossing from St. Martin

Crossing
06/04
 - 
28/04/2027

"Big" Atlanticcrossing

Crossing
24/04
 - 
01/05/2027

Sailing vacation in the Azores

Sailing Yacht Journey

An Overview of Our Sailing Destinations on the Atlantic

One ocean, three different sailing experiences. From a leisurely cruise through the archipelagos to a challenging ocean crossing, the Atlantic offers the perfect sailing destination for everyone.

Cape Verde

Azores

Atlantic crossing

Cape Verde

Cape Verde is the most unspoiled of our Atlantic sailing destinations. This volcanic archipelago lies about 570 kilometers off the west coast of Africa and comprises nine inhabited islands. In Mindelo, you can experience the Creole culture with its morna music, while on the water, a steady trade wind ensures exciting days of sailing. Our themed cruise connects São Vicente, Boa Vista, Sal, and Santo Antão.

The islands of the Azores

The Azores are nine green volcanic islands located about 1,500 kilometers west of mainland Portugal, characterized by lush green crater landscapes and one of the world’s most important whale-watching areas. About 24 species of whales and dolphins are native to the region, including sperm whales year-round and, especially in April and May, blue whales and fin whales. In the spring, sailing takes place between Faial, São Jorge, and Pico.

Transatlantic Crossings

For many, a transoceanic voyage is a lifelong dream. The options range from short voyages starting in Gibraltar or Málaga to the grand crossing between Europe and the Caribbean along the famous Barefoot Route. You can find out everything about routes, dates, and requirements on our page about the Transatlantic Crossing.

Your sailing trip -
optimally planned

Still not sure which sailing trip suits you best? Our experts will take time for you, answer your questions and work with you to find the perfect route. Simply arrange your personal consultation – free of charge and without obligation.

Best Time to Travel and Wind Conditions on the Atlantic

Sailing-Classics sails the Atlantic during two seasons. In November and December, the voyages take passengers to the Canary Islands and Cape Verde, as well as along the trade wind routes toward the Caribbean. From March through May, the itinerary includes the Azores and the return voyages to Europe.

The northeast trade winds ensure consistent sailing conditions; they blow reliably for many months and typically reach speeds of 15 to 25 knots around Cape Verde. All cruises take place outside the hurricane season. The nights on the open sea are particularly impressive: far from any light pollution, the starry sky is as clear as it rarely is on land.

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RevierReisezeit bei Sailing-ClassicsCharakter
KapverdenNovember und Dezemberwarm, sportlicher Passat, ursprünglich
AzorenApril und Maigrün, wechselhafter, Wal-Hotspot
AtlantiküberquerungenHerbst und FrühjahrOzeanpassage, Barfußroute

Which Atlantic cruise is right for you?

Which destination suits you best depends on your personal preferences. Tenerife is ideal for anyone who appreciates a short trip and mild, consistent sailing conditions. Cape Verde combines warmth and Creole charm with brisk trade winds. In the Azores, you can expect lush green landscapes, plenty of peace and quiet, and good chances of whale watching in the spring.

For anyone who wants to fulfill their dream of an ocean crossing, our page on Atlantic crossings provides an overview of suitable routes. Each sailing area has its own unique appeal. We’d be happy to help you find the trip that best suits you during a personal consultation.

Our Yachts and Life Aboard

Our Classic Large Yachts CHRONOS, RHEA and KAIRÓS are between 38 and 54 meters long and designed for longer voyages at sea. At the same time, they offer the comfort of a stylish boutique hotel under sail. You’ll stay in an air-conditioned cabin with a private bathroom. An experienced, professional crew, together with the head chef, ensures that you have everything you need on board. You’ll be traveling with a maximum of 26 guests.

When sailing, you decide for yourself how active you want to be. You can help set and trim the sails, take the helm yourself, or simply enjoy the experience from the deck. True to the motto “Everything is possible, nothing is required,” our Atlantic cruises are for beginners, experienced sailors, and for Solo travelers and is equally suitable for couples. On longer voyages, the crew navigates the yacht safely and confidently across the Atlantic.

Unsere Schiffe

Chronos

Fantastic large yacht in classic style

54m length, 1000m² sail area, max. 26 passengers and 10 crew members

13 cabins with private bathroom, shower and air conditioning

Cruising area: Summer in the western Mediterranean Sea, winter in the Caribbean

Dinghy for shore excursions, water sports equipment

“Your sailing boutique hotel!”

Rhea

Fantastic large yacht in classic style

54m length, 1000m² sail area, max. 26 passengers and 10 crew members

13 cabins with private bathroom, shower and air conditioning

Cruising area: Summer in the eastern Mediterranean Sea, winter in the Caribbean

Dinghy for shore excursions, water sports equipment

“Your private yacht for a limited time!”

Kairós

Sailing yacht in classic style

38m length, 556m² sail area, max. 16 passengers and 7 crew members

8 cabins with private bathroom, shower and air conditioning

Cruising area: summer in the Adriatic, winter in the Caribbean

Dinghy for shore excursions, water sports equipment

What our guests say about their time on board

Unforgettably beautiful
We’ve firmly stored this trip—which was very special to us—in our memories as “unforgettably beautiful.” Ultimately, you, the crew, played a huge part in that. Thank you once again for...

Transit Cruise on the KAIRÓS: Portimão, Portugal – Valencia, Spain
Who would have thought it!!! When I saw my wife Barbara poring over a Sailing-Classics brochure with sparkling eyes in October 2025, I had no idea that we’d be booking...

Ahoy, we'd love to come back.
On that morning of the third day, the waves were high and lashed with great force against the hull of the majestic Chronos. When I asked what wind force we...

5 stars +
The crew really read every wish from our eyes. The food was excellent... If I had to award stars for cuisine and service, it would be 5+. .. We had...

High praise
This is the fifth time we have enjoyed a trip with Sailing Classics, this time between the Greek islands. And in November we want to sail across the Atlantic with...

Everything optimal
I will remember these two weeks for a long time to come, because there was a good balance between shore leave, swimming, sailing and wonderful weather. The crew was outstanding...

blick-auf-die-segel-der-chronos-vor-der-amalfikueste
A special experience
You are probably more than aware that sailing on the Rhea is a particularly beautiful experience. It was a special experience for me. Not that it was my first time...

blick-von-der-chronso-auf-den-sonnenaufgang
A special experience
You are probably more than aware that sailing on the Rhea is a particularly beautiful experience. It was a special experience for me. Not that it was my first time...

Absolutely marvelous charter
It was an absolutely marvelous charter. Loved every minute of it. I have chartered boats a number of times, and I have never had such a friendly, positive, and accommodating...

It was marvelous
About 10 days ago, we had zero sailing experience and no idea what to expect as a family with two young kids (ages 5 and 7) boarding a 3-night charter...

Experience the Atlantic under white sails

Discover our sailing adventures on the Atlantic –

stylish, authentic, unforgettable

We have the answers for you

Important information

Which sailing areas are included in a sailing trip on the Atlantic?

Sailing-Classics operates in four regions of the Atlantic: the Canary Islands around Tenerife, Cape Verde (Cape Verde), the Azores, and on transatlantic crossings between Europe and the Caribbean. The island cruises last seven to ten nights, while the ocean crossings last seven to 22 nights. Sailing takes place on classic large yachts ranging from 38 to 54 meters in length, with a maximum of 26 guests and a crew of seven to ten people.

The Atlantic season has two windows: November and December for the Canary Islands, Cape Verde, and the trade wind routes to the Caribbean; and March through May for the Azores and the return voyages to Europe. In the fall and winter, the northeast trade winds provide consistent conditions and typically blow at 15 to 25 knots on the route to the Caribbean between November and January. In the spring, the weather is more changeable, but the Azores are particularly green, and the chances of seeing large whales are at their best.

Travel to the respective departure port is by plane: There are direct flights from Germany to Tenerife that take about 4.5 hours; flights to Mindelo go via São Vicente Airport (VXE), usually with a layover in Lisbon; and flights to Horta on Faial (HOR) also go via Lisbon. Connections to the Caribbean ports of departure are available via international hubs such as London or Paris. Boarding generally begins at 6:00 p.m. on the day of arrival; after an ocean crossing, it is recommended to allow a buffer of one to three days for the return flight, as wind and weather can affect the arrival time.

Atlantic cruises start at €2,200 per person for seven nights on the “short” Atlantic crossing from Gibraltar to Tenerife (as of July 2026). A seven-night Azores cruise departing from Horta starts at €3,400, while the ten-night Cape Verde themed cruise departing from Mindelo starts at €4,850. For the long ocean crossings lasting 16 to 22 nights, prices range from €6,900 to €7,800 per person—each including a cabin with a private bathroom, a professional crew, and full board.

For beginners, the island cruises and the “short” Atlantic crossings—lasting seven to eleven nights—are ideal; for experienced sailors, the longer crossings along the Barfuß Route or the Northern Route, which include overnight legs and watch shifts, are recommended. A sailing license is never required, as the professional crew handles the yacht and guests only pitch in if they wish to. On delivery cruises, the focus is more on sailing than on comfort and set schedules.

According to the National Hurricane Center, the Atlantic hurricane season officially runs from June 1 to November 30, with the statistical peak around September 10. Atlantic cruises do not begin until November, and with crossings in December and return voyages from March through May, they fall outside this period. In addition, the captain flexibly adjusts the route based on wind and weather conditions; the yachts are certified as passenger vessels for worldwide voyages and are inspected annually by a classification society.

Caribbean under sail - perfect for solo travelers

Discover our special offers for solo travelers in the Caribbean:

🎉Christmas & New Year’s Eve without single cabin supplement

🏝️Bis 31.03.2026: half single cabin supplement on all Caribbean voyages

⛵Tip: Combine two weeks and secure a multi-week discount