Sailing trip British Virgin Islands

Island hopping in the heart of the Caribbean

The British Virgin Islands are one of the most beautiful and versatile sailing areas in the Caribbean. Sheltered waters, short distances between the islands and an impressive variety of bays, beaches and small harbors make this area ideal for relaxed island hopping.
With Sailing-Classics you will discover the BVI under constant trade winds – between turquoise lagoons, white sandy beaches and tropical islands. The British Virgin Islands consist of over 50 islands and small reefs spread over a small area in the north-eastern Caribbean. This creates ideal conditions for varied sailing trips with many stops, short legs and numerous anchorages. From island to island, you will experience a fascinating mix of relaxed island life, spectacular natural formations and Caribbean serenity – from hidden bays to lively beach bars.

Discover current sailing trips in the Caribbean

10/03
 - 
17/03/2026

From St. Martin to the "St. Barth's Bucket Regatta"

Regatta
09/01
 - 
16/01/2027

Sailing trip in the BVIs from St. Martin

Sailing Yacht Journey
16/01
 - 
23/01/2027

Sailing trip in the BVIs

Sailing Yacht Journey

Quick facts about sailing trips in the British Virgin Islands

Highlights

  • Perfect island hopping with short distances

  • Sheltered waters and constant trade winds

  • Dream beaches, coral reefs and numerous anchor bays

Sailing conditions

The BVI is considered one of the most pleasant sailing areas in the Caribbean. The trade winds provide constant breezes, while the islands and reefs create many sheltered areas. As a result, the stages are mostly moderate and varied – ideal for relaxed sailing and frequent stops.

The best time to travel

The ideal travel time for a sailing trip in the British Virgin Islands is from December to May. During these months, there are stable trade winds, plenty of sunshine and pleasant temperatures between 25 and 30 degrees. The sea is calm and the water is crystal clear – perfect for sailing, swimming and snorkeling.

Arrival

The easiest way to get there is via St. Martin (SXM) or Antigua (ANU) with a connecting flight within the Caribbean to Tortola (EIS). From there, you can reach the port of embarkation in a short time by cab or organized transfer. This connection has proven to be particularly reliable for trips to the British Virgin Islands.

Top highlights of the British Virgins Islands

Virgin Gorda - the famous granite rocks of the Baths

Virgin Gorda Island is one of the most famous destinations in the BVI. The legendary baths in particular – huge, rounded granite rocks right on the beach – make this place unique. Natural pools, caves and small lagoons form between the rocks, creating some of the most spectacular landscapes in the Caribbean.

A shore excursion leads through this impressive rock formation to beautiful beaches with turquoise waters – a highlight of any trip through the BVI.

Jost Van Dyke - pure Caribbean joie de vivre

The small island of Jost Van Dyke stands for relaxed Caribbean flair like no other place. In the famous White Bay, you can expect powder-white beaches, crystal-clear water and some of the Caribbean’s most famous beach bars.

Here, life goes at a leisurely pace: a dip in the warm water, a drink on the beach and a view of the setting sun – typical BVI.

Anegada - flat island with endless beaches

Anegada is very different from the other islands of the BVI. While many islands are of volcanic origin, Anegada is a flat coral island with miles of sandy beaches and impressive reefs.

The island is quiet, unspoiled and particularly well-known for its lagoons, flamingos and excellent seafood – fresh lobster in particular is a specialty here.

Norman Island - pirate legends & turquoise bays

Norman Island is considered the inspiration for Robert Louis Stevenson’s famous novel Treasure Island. Today, the island is best known for its spectacular bays and snorkeling spots.

The caves in particular – several caves right by the water – offer fascinating underwater landscapes with colorful fish and clear water. A perfect place for a relaxing swim.

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.

Caribbean island hopping at its best

A sailing trip through the British Virgin Islands means relaxed island hopping between turquoise bays, small harbors and beautiful beaches. The short distances mean there is plenty of time for swimming, snorkeling and exploring the islands.

Whether quiet anchorages, lively beach bars or impressive natural formations – the BVI offers a unique blend of sailing experiences, nature and Caribbean joie de vivre.

What our guests say about their time on board

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...

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...

An all-round successful trip
It was an all-round successful trip, from the organization and information beforehand to the support and care on board! Captain Nico and his crew did a great job, so that...

A great pleasure
I would like to express my great pleasure at having taken part as a passenger in the wonderful, eventful and indeed exhilarating voyage with the RHEA on the occasion of...

Experience Caribbean joie de vivre under white sails

Discover our sailing trips in the British Virgin Islands

stylish, authentic, unforgettable

We have the answers for you

FAQs about sailing in the British Virgin Islands

Between December and May there are constant trade winds, plenty of sunshine and pleasantly warm temperatures – ideal for sailing.

The British Virgin Islands are particularly suitable for guests who want to enjoy relaxed island hopping with lots of swimming and anchorage stops.

The distances between the islands are usually short, so that sailing lasts several hours a day, but there is enough time for stops and shore leave.

The start and end port of our sailing trips in the British Virgin Islands is Tortola. From here, your sailing trip through the islands of the BVI begins with stops on islands such as Virgin Gorda, Anegada, Jost Van Dyke or Norman Island. The port can be reached from Tortola Airport in a short time.

Yes – even in the Caribbean, the wind sets the course. The route can be adapted depending on the weather and conditions so that you experience the most beautiful bays and most pleasant sailing days.

Yes, regular swimming stops, snorkeling opportunities and short shore excursions are part of the program: from beach visits to small towns to nature highlights such as the frigate bird reserve on Barbuda.

A lot is already prepared for you on board – towels, shampoo and usually also sun protection products are available. For your summer sailing vacation, we recommend light, comfortable clothing, sturdy shoes for shore excursions, swimwear, possibly a windbreaker and a sun hat. It is best to travel with soft travel bags, as they are easier to stow in the cabins and offer more space than suitcases.

Our cabins are comfortable and well-designed, with a wardrobe, shelves and storage space under the beds. There is plenty of space for the duration of the trip, and foldable travel bags are the best option instead of hard-shell suitcases.

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