Join tall ship Eye of the Wind as she sails from Antigua to St Martin, exploring the turquoise waters of the Caribbean Sea.
Join historic windjammer Eye of the Wind for a skippered Caribbean sailing holiday to remember. Discover paradise anchorages in azure blue waters and perfect trade wind sailing.
Sail from Antigua, through the Leeward islands under sail from Montserrat, St Kitts & Nevis to St Martin. Explore remote anchorages and traditional colourful Caribbean villages as you immerse yourself into a traditional tall ship sailing experience in the Caribbean. This voyage is perfect for those looking to discover true tropical paradise and experience the relaxed Caribbean lifestyle from the comfort of your very own traditional tall ship!
- Fully crewed tall ship
- Caribbean island hopping
- Great for Couples or Solo Travellers
- Private ensuite cabins
- Winter sun
- Hands-on sailing experience
YOUR SAILING AREA
Lesser Antilles, Caribbean
The starting point for this trip is the port of Antigua with its attractive mixture of beaches, nature, culture, history, shopping opportunities and delicious cuisine is a real “treasure island”.
Part of the Caribbean island nation of Antigua & Barbuda, the island of Antigua is a great joining location for your Caribbean sailing holiday. Flights come direct from the UK via Heathrow or Gatwick with a 30minute transfer to the harbour so you’ll soon be sunning yourself on one of Antigua’s many palm-fringed beaches.
As with all our sailing holidays, Eye of the Wind will make the most of the Caribbean trade winds sailing and island hopping through the Leeward islands to finish on the island of St Martin. Depending on the wind, explore the islands of Monserrat, St Kitts & Nevis and St Barths.
One of the most dramatic islands in the Caribbean for both its geological history and landscape, the island of Montserrat is home to towering mountain peaks and rainforest hillsides. A slow rhythm with friendly locals, rainforest trails and wonderful bird-watching opportunities where cruise liners are yet to arrive.
St Kitts & Nevis
The volcanic islands of St Kitts and Nevis are known for their cloud shrouded mountains and beautiful beaches. St Kitts is dominated by the dormant Mount Liamuiga volcano, home to a crater lake, green vervet monkeys and rainforest crisscrossed with hiking trails. Abandoned sugar plantations, streets lined with colourful timber houses and palm trees swaying in the trade wind make exploring this little island a truly, quintessentially Caribbean experience.
The French-speaking island of St Barths has long been dubbed the playground of the rich and famous with pristine beaches, gourmet dining and designer boutiques. Away from the hustle and bustle however, a tropical paradise awaits with luscious mountains, stretches of soft white-sand beaches and beautiful flowering gardens filled with hibiscus. This volcanic island is surrounded by shallow reefs so makes for great snorkelling and swimming too.
Wildlife in the Caribbean
Spot graceful Green and Loggerhead Sea Turtles gliding effortlessly through the water and Bottlenose Dolphins swimming with the wake of the bow. Whales also frequent the Caribbean sea, with the warm water providing the perfect breeding grounds at this time of year for the humpback whale. Birdlife in the Caribbean is an incredibly beautiful sight. Keep your binoculars at the ready to spot these colourful delights. With species only native to the Caribbean, these are once in a lifetime encounters!
All voyages for Eye of the Wind
Eye of the Wind
Guest berths: 16 Rig: Brig
With incredible amounts of character, Eye of the Wind has all the modern amenities and an authentic interior, with a teak maritime décor. Oozing with maritime history, the opportunity to sail on Eye of the Wind is one in a lifetime. This beautiful ship is as eye-catching as they get and she has even featured in several movies, including White Squall, due to her breath-taking appearance as a 1911 brig.
This windjammer offers luxurious holidays on board, cruising some of the most stunning locations in the world.
Although the ship has a large, capable engine, traditional sailing is naturally the preferred mode of travel so there is plenty to get stuck into on deck. The crew are extremely experienced and ready to teach you the workings of a classic tall ship, so no prior knowledge is necessary. Join the crew at any number of the large maritime festivals they appear at, cruise the European coast, or relish some winter sun and climb aboard for their voyages in the Caribbean – including a transatlantic crossing back from the Caribbean to Portugal.
Thanks to the 6 luxurious cabins, all with ensuite bathrooms, Eye of the Wind can sleep a total of 12 guests ensuring ocean passages can be travelled in true comfort. A large dining area, library and sun deck offer a multitude of different spaces to unwind and to get to know your fellow guests and crew.
Deck planMore about Eye of the Wind
Life on board
Sailing with Eye of the Wind is an experience that will sit close to your heart as you learn the ways of traditional, authentic sailing and explore breath-taking destinations. Sailing with such a historic vessel is a wonderful privilege and the pride that the crew have for working with such a vessel, is truly inspiring.
With her impressive red sails and traditional square rig, guests are actively encouraged to get involved with all aspects of sailing Eye of the Wind. The crew are friendly, professional multi nationals, who are well-versed in showing guests the ropes, so you don’t need any experience to climb aboard her voyages. There is no expectation to get involved with sailing this magnificent vessel but guests are encouraged to take part in sail hoisting, navigation and taking the helm. A good sense of humour and a sense of adventure is a must and if guests just want to sit back and relax with the harmony of the sails, that’s fine too!
A Typical Day
Most of Eye of the Wind’s voyages are designed to sail by day to explore new destinations and spend the nights in harbour or on a sheltered anchorage. The day to day itinerary is not set in stone so the Captain can make best use of the weather and winds. Once you board, a rough plan for the week will be explained and some basic sail functionings explained too!
Sailing on the high seas is hungry work, and your appetite will be easily satiated by our excellent on-board kitchen. From morning till evening, the chef will surprise you with varied recipes from his gourmet cookbook. Depending on the sailing season, local food and ingredients often end up in the cooking pot or on the plate. From a continental breakfast to lunch served either at anchor or underway. Dinner and drinks are normally served at around 7pm as you relax with your fellow guests and crew.
The day is a good balance of authentic traditional sailing with time to explore secluded bays, different cultures, cuisines and history ashore. Down-time is as encouraged as hands-on sailing, with air-conditioned bunks, comfortable lounges and a sun-drenched deck, ensuring that there are plenty of spaces to relax on board.
Sleeping and Relaxation
Thanks to the 6 luxurious cabins, all with ensuite bathrooms, Eye of the Wind can sleep a total of 16 guests ensuring voyages can be travelled in true comfort. A large dining area sits with the galley at deck level offering 360 degree views of the horizon. A library and cosy saloon sit below decks – the perfect place for relaxation and sharing sea-faring tales after a day at sea.
Above decks there’s cushioned bench seating, sun decks and a multitude of different spaces to unwind. Out at sea, you have time for yourself and time to get to know the ship as a place of rest, where you can leave the hustle and bustle of everyday life behind you. Stress has no place on the ocean, and you will find yourself unwinding in harmony with the wind and the sea on board Eye of the Wind.
- All inclusive (breakfast, lunch, dinner, snacks and soft/hot drinks)
- All bedding (pillow, sheets & duvet) and a wash towel
- Full crew plus tuition
- Marina and fuel fees
- All tender trips to and fro the boat
What’s not included
- Swim towel
- Any flights
- Transit hotels
- Travel to and from the boat on the day of joining/leaving
- Travel insurance
- Sailing Insurance (Please read our Sailing Insurance page for more information)
- Crew tips
- Personal expenses
Travel insurance notes
As this is an active adventure holiday, we advise that everyone has the appropriate personal accident travel insurance whilst onboard in addition to standard travel insurance which would cover you in the time between making your booking and departing for your adventure. These policies can sometimes be combined so please check with your travel insurance provider.
This voyage will be more than 12miles offshore.
Are all meals included?
Yes. Breakfast, Lunch, Dinner, Hot and Soft drinks are included in your ticket price. Alcohol can be purchased as extra onboard
Can you cater for dietary needs?
Yes, please let us know when making your booking.
What language is spoken on board?
English and German
Do I need to tip the crew?
Tips are not mandatory but are welcomed by the crew!
What are the sleeping arrangements?
There are 6 cabins and a total of 16 guest bunks.
How many bathrooms does she have?
Each cabin has its own ensuite.
Is there an age limit?
No! Please double check for under 8's.
Is there WIFI?
No, but you should easily reach 3/4G from the shore, just make sure your phone is set up for international roaming. There may be some locations that will not get good signal.
Can I charge my phone/camera?
Yes, 12V sockets are available
Are there life jackets provided?
Are Waterproofs provided?
No, please bring your own.
Do I need sailing experience?
Not at all. We give everyone who joins us on board the choice to do as much or as little as they like.
Will I be seasick?
Everyone reacts differently but if you are unsure, we recommend taking tablets up to 24 hours travelling.
Is there air conditioning?
Yes, Eye of the Wind has air con in each cabin.
From: Falmouth Harbour, Antigua
To: Marigot Bay, St Martin
To see where the ports are, along with your likely sailing area, please view the sail area & highlights.
Antigua Airport (ANU) is a 30 minute shuttle journey to Falmouth Harbour, Antigua.
Flights go direct to Antigua Airport from;
- London Gatwick (LHR) w, British Airways, Finnair
- London Heathrow (LHR) w, Virgin Atlantic, Air France
Need help with flights?
If you require some expert help with sourcing the right flights to meet the boat, please get in touch with Jenny at the Flight Centre via this form, she will be able to send you a quote within24 hours.