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The Most Beautiful Sailing Area of the Caribbean

Berth Price

2 Berth Cabin En-Suite Price per person



Embark Disembark Vessel DurationVoyage No
Sun 18-02-2024, 19:00St Martin / St Maarten Thu 29-02-2024, 10:00St Georges, Bermuda Eye of the Wind 11 NightsEYE24/08

From the Caribbean to Bermuda – during this trip you will become “shorelessly happy”! Through seemingly endless distances, the trade wind pushes you through the azure water of the ocean. The soft, steady up and down of the ship’s hull in the waves, the expanse of the sea, and the permanent gentle creaking of the rigging are the ingredients for a relaxing and at the same time adventurous holiday experience. Trade the winter doldrums for a week of Caribbean magic. Set sail from Falmouth, Antigua, aboard ‘Eye of the Wind,’ meandering through the Lesser Antilles with a stop at St. Barth, and finally dropping anchor in Marigot, St Martin. Experience the perfect blend of peaceful days under sail and lively shore excursions, all against a backdrop of azure seas and tropical vistas.

  • Voyage
  • Vessel


  • Ocean Passage
  • En suite cabins & elegant interior
  • Good trade winds for exciting sailing
  • Sail in the Sun in February
  • Star gazing and dark skies

Eye of the Wind

Sailing Areas New Zealand
Vessel type / Rig 2 Masted Brig
Guest Berths 12
Beam 7.01m (23ft)
Draft 2.7m (8.9ft)
Overall Length 40.23m (132ft)
Year Built 1911
More about the Vessel

Voyage Description

Sailing holidays on Tenacious with Classic Sailing


This is a proper ocean passage; we’re talking non-stop sailing here. You’ll take part in our watch system for nighttime sailing—a deeply engaging experience that cements your bond with both the ship and the sea. During your shifts, you’ll feel the ship come alive, guided only by the light of the stars and the moon’s glow.

Setting Sail from St Martin

St Martin—a gem in the Caribbean where azure waters meet ivory sands. This is where your journey begins, aboard the ‘Eye of the Wind.’ As the sails unfurl and catch the wind, you’ll feel a unique blend of exhilaration and serenity. It’s a vibrant island, where French and Dutch cultures merge, offering a colourful backdrop as we make our way out to sea.

Along the Way

Along the way, you’ll encounter on the high seas, you’ll notice that the landmarks aren’t towering buildings but constellations arching overhead. In terms of wildlife, keep an eye out for playful dolphins surfing the bow wave or perhaps a distant spout from a migrating whale.

The trade winds will be our companions, pushing us along with a rhythmic pulse that matches the gentle rise and fall of the ship’s hull. The sea around you is a canvas of changing blues, and the rigging sings its own shanty—a creaking melody that tells tales of adventure.

ocean bound on eye of the wind

Arriving in Bermuda

Bermuda is not just a dot on the map; it’s a kaleidoscope of colour and culture. The skyline is punctuated by pastel houses and sturdy, whitewashed forts that nod to a rich maritime history. Once you disembark, if you’ve got the luxury of an extra day, here are a few suggestions:

  1. The Bermuda Maritime Museum: A treasure trove of naval history and artifacts. This is a deep dive into Bermuda’s maritime past.
  2. Crystal & Fantasy Caves: Venture underground to experience Bermuda’s hidden wonders. A visual feast of stalactites and underground pools.
  3. St George’s: A UNESCO World Heritage site, this is the oldest continuously inhabited English town in the New World. Cobblestone streets and colonial architecture offer a delightful stroll.
ocean sunset on Grayhound


February in the Atlantic offers a relatively stable sailing window. We’ll be capitalising on the North Equatorial Current and trade winds, which are generally east to southeast this time of year. Expect moderate seas, typically around Force 4 to 6 on the Beaufort scale. The air is cooler than the Caribbean but still mild.


On a sailing voyage we never use the word itinerary, as skippers will always be aiming for the best and safest sailing routes for the forecast. They are as keen as you to include some of the highlights described above, but when it comes to sailing, you have to go with Mother Nature, not fight her. The description provided is based on what we think might be possible, based on past trips, or prior experience, but nothing is guaranteed on a sailing voyage. As such, the scheduled joining ports, routes, activities and/or destinations may be altered. Due to the complexities of weather systems, this may be at very short notice. 


Whether you are an experienced sailor or a complete beginner, the professional crew will train you to be guest crew from the moment you arrive, with the intention that everybody works together to sail the ship. The common thread to all Classic Sailing holidays is ‘Hands on’ participation on ships that use ropes, blocks and tackles and ‘people power’ to set sail. Handling cargo adds an extra dimension – building teamwork and communication skills and leaving you with a great sense of achievement.


We cater for a wide range of ages and physical abilities and how much you are expected to do varies a bit between vessels. See the vessel tab above which explains all about the ‘sailing style’ and what to expect in terms of hands on participation. There is a lot of information about day to day life, the ships facilities and accommodation on the vessel pages.

Start & End Port

St Martin / St Maarten

The tiny French-Dutch island of Saint-Martin, covering just 88km², is nestled between the Atlantic Ocean and the Caribbean Sea and is renowned for its friendly welcome! The international airport is in the Dutch half of the island known as Sint Maarten. Ports like Marigot are on the French side to the North.

Much more than a beach lovers paradise, the island of St Martin with natural, cultural and amazingly friendly locals. Thanks to its climate and untouched natural heritage, the island offers unparrelleled year-round watersports and outdoor activity.

St Martin has its own unique identity, making it the perfect sunshine getaway to start or end a voyage. You will also find that the people of Saint Martin – fiercely proud of their “Friendly Island”, reputation – are very helpful.

Joining Blue Clipper in 2019 – the boat will plan to be anchored in Marigot Bay however its exact location will be open to change due to the port authorities.

St Georges, Bermuda

The joining ports in Bermuda are usually either St Georges or Hamilton, once the port is known it will be communicated to you.

Kit List

What to pack for a sailing holiday on the Eye of the Wind

Working Language on Board is German and English

Practical Advice for Eye of the Wind   

Practical Advice for Covid 19 and Eye of the Wind

What is Included

  • Sailing Instruction
  • All meals to include refreshments throughout the day
  • Duvet, pillow and sheets
  • Hand towels

What is not Included

  • Waterproof jackets and trousers
  • Alcoholic drinks but there is a bar on board
  • Any entry visas required

What to Bring

Suitcases take up a lot of room in a cabin, so it is better to uses soft bags in a ship. A small rucksack for going ashore is useful.

  • Eye of the Wind does not supply waterproof jackets and salopette type trousers. Please bring your own waterproof clothing.
  • A mix of warm and wind proof clothing.
  • Lots of thin layers is better than one thick layer in cold destinations.
  • In tropical countries - long sleeves and long trousers to protect you from the sun
  • Footwear on board needs a good grip and soft soles- the decks are wood or steel.
  • Ashore stout, waterproof walking boots are best if you are in remote places.
  • Eye of the Wind has electric sockets in all the cabins 240 V 
  • Cameras, spare batteries, chargers if you need them
  • Binoculars are handy for bird watching etc.
  • Suntan lotion, hats, sunglasses
  • Dont forget any regular medication, persciption glasses and spare
  • Euros for bar bill 
  • Passport, travel insurance, tickets etc
  •  To get ashore is usually by dinghy so be prepared to get wet feet. Rubber boots or quick drying sandals - depending on the location.
  • The ship provides hand towels but please bring a beach towel
  • snorkel and mask for caribbean if you like snorkelling (travel tip: swimming goggles pack up smaller than a facemask)
  • Bring insect repellant for Caribbean as can get mosquitos ashore in evening (rare at anchor)
  • ear plugs can be handy 


All the power to your plug sockets comes from the ship's generator which runs on deisel. The less the generators have to run to top up power, the nicer it is for the guests on board and also greener for the planet. Please don't bring loads of hairdriers, electric devices to charge.

There is no internet on board whilst at sea. 


A fabulous adventure! Words cannot convey the experience.

John, Tortola to Bermuda

Tortola to the Azores! What a great time. Thanks to Captain Pit and the crew. An awesome adventure with awesome people!"

F Coutreau

What a wonderful, lovely, great, awesome trip we've had from Malaga to Lanzarote! I loved and enjoyed every minute.

Thanks again for this wonderful experience. I miss you guys!


Now that was a voyage! The EYE crew - all 10 - five women and five men - embody two words:


And such a beautiful ship. Thank you beyond measure


Vessel Gallery

With red sails against a blue sky, Eye of the Wind is a photogenic ship. If you have any new images we would love to see them since Eye of the Wind has only recently returned to our website. 

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Recently Viewed Voyages

Eye of the Wind

Saint-Martin to Bermuda: Ocean Passage - EYE24/08


Sun 18-02-2024

St Martin / St Maarten


Thu 29-02-2024

St Georges, Bermuda

Eye of the Wind with Classic Sailing