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Butterfly Island, aka Guadeloupe

Berth Price

2 Berth Cabin En-Suite Price per person



Embark Disembark Vessel DurationVoyage No
Fri 21-01-2022, 19:00Deshaies, Guadeloupe Fri 28-01-2022, 10:00Deshaies, Guadeloupe Eye of the Wind 7 NightsEYE22/03

What a brilliant port to start from Deshaies on Butterfly Island, aka Papillion, aka Guadeloupe, location of the famous European TV series “Death in Paradise”. From here we explore some of the remote islands such as Marie Galante and Les Saintes and the large neighbouring island of Dominica. Short distances ensure a pleasant mix of sailing experience during the daytime and sufficient time for varied shore excursions and swimming stops in the afternoon and evening. Our crew knows this area quite well and will show you the most beautiful harbours, bays and anchorages.

  • Voyage
  • Vessel


Relaxing in good company and visiting unique islands.

Lets go to

Pigeon Island, Les Saintes and Marie Galante: dream islands with dulcet names, great bathing spots and picture-perfect beaches.
The short sailing distances ensure a good mix of sailing experience during the daytime and sufficient time for shore leave and swimming stops in the afternoon and evening.

The high point of this trip is the idyllic harbour of Deshaies on Guadeloupe, known from the European TV series “Death in Paradise”.


  • Just paradise at sea
  • En suite cabins & elegant interior
  • Good trade winds for exciting sailing
  • Exploring ashore
  • Star gazing and dark skies

Eye of the Wind

Sailing Areas New Zealand
Vessel type / Rig 3 Masted Gaff Rigged Schooner
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


Romantics, solo travellers, sun lovers, sailors and novices who want to see the Caribbean as working crew on a square rigger. Feel less like a tourist and experience island life as a sailor. No experience is needed as the professional crew will teach you to find buntlines and braces, clewlines and yard halliards. If you would rather be outdoors and active this winter and feel the wind in your hair then sign up before the mast. Eye of the wind is a sail training ship, but there is no deck scrubbing (unless you like the exercise). Guest crew can dip into the exciting stuff and not feel guilty resorting to the mattresses on the sun deck when there are enough volunteers to set a sail or take a turn on the helm.


  • Island hopping around Guadeloupe and the French Caribbean
  • Learn to sail a windjammer with a young and friendly crew
  • Active sailing and manoeuvering on a 100-year-old tall ship … feel free to participate!
  • The grandeur of the ocean and its wildlife 
  • Caribbean flair ashore
  • Excellent onboard cuisine, delicious meals from morning to evening
snorkelling in the Caribbean
snorkelling in the Caribbean


The Guadeloupe archipelago comprises of the islands of La Desirade. Terre de Bas, Marie Galante and Iles de Saintes. The main island offers quite a few miles if you choose to circumnavigate it and there are other delights only a few miles offshore. Short hops means plenty of sail action if you want to take pride in sailing Eye of the Wind to her full potential. You will get to know the Eye of the Wind as a seaworthy and reliable ship that has proven itself in all weather conditions. You can help actively with the sailing manoeuvres or just relax and watch. The setting and trimming of the sails during the days at sea will become an ever more fascinating spectacle from a long gone seafaring era.

Guadeloupe – blend of cultures

The butterfly-shaped island of Guadeloupe is influenced largely by French, African, as well as East and West Indian cultures.This mix is especially evident in the architecture, which ranges from the French colonial style to the Hindu temple. Be enchanted by a fascinating blend of exotic smells. The cuisine of the Antilles is characterised by fruits, spices, coconuts and seafood of all kinds.We will drop anchor again in the small bay of Deshaies. On the west coast of Guadeloupe, we will be situated in a quiet and scenic location, from where you can start to discover the island. Besides wide sandy beaches, there are also a botanical garden, walking trails through the hilly landscape, and maybe even one or two cocktails in one of the countless bars.

For nature lovers, Guadeloupe – the Emerald Island – is a green paradise where you can discover the largest national park in the Caribbean with the highest waterfalls of the Antilles, a treetop path, mysterious mangrove forests, and a lush plant and animal life. From the Eye of the Wind’s deck, we will have a breathtaking view of the almost 1,500 metres high volcanic cone of La Soufrière, and will round off the day by watching the stunning sunset. In the port town of Pointe-à-Pitre, you will leave the ship with a sailor’s bag full of unforgettable memories of your journey. The island’s airfield is located around three kilometres from the port.



The Real Pirates of the Caribbean – Lush rainforests, mountains and waterfalls

There are few things which beat a tropical sunset below the yard-arm whilst at anchor in a timeless setting. A sailing ship as your base gives you access to the unspoilt Caribbean; Fishing villages where the chickens roam the shore, or landing like an early explorer on a remote beach anchorage under a forest covered volcanic peak. 

If you have been dazzled by the natural scenery in the ‘Pirates of the Caribbean’ movies then both Guadaloupe and Dominica are much closer to that lush volcanic island paradise than more well known Caribbean tourism locations.  The second movie ‘Dead Mans Chest’ and 3rd Capt Jack Sparrow adventure At ‘World’s End’ were filmed in the rainforests of Dominica, close to Guadaloupe.

Tall ship Eye of the Wind at Anchor for sunset in Guadeloupe
Tall ship Eye of the Wind at Anchor for sunset in Guadeloupe

Island hopping, anchorages & time ashore

On a sailing voyage we never use the word itinerary, as skippers will always be aiming for the best sailing and shore landings for the forecast and most idyllic or sheltered anchors and ports. They are as keen as you to include some of the highlights described below, but you have to go with Mother Nature, not fight her. Where the ship goes ashore depends on the wind and weather conditions, and is decided at short notice by the captain, who will take your wishes into account whenever possible. This ensures that your sailing trip is a pleasant mix of adventure, relaxation, active participation and pure enjoyment.

Iles des Saintes for underwater splendour

The crystal clear waters make snorkelling and sea swimming amongst the tropical fish a must in this pretty archipelago. If the ship spends enough time here you may be able to try kite surfing or diving with schools ashore in Terre de Haut. This colourful village is great for shopping and meals out ashore too. The French influence is strong here so the area is pretty chic.

A ride with the Eye of the Wind’s dinghy from the natural harbour at Terre-de-Haut to the exceptionally beautiful, uninhabited neighbouring island of Îlet à Cabrit gives you a true adventurous feeling from the time of the explorers and Buccaneers. When snorkelling in the shallow and crystal clear water, the underwater rocks reveal a variety of tropical fish and underwater plants and corals.

trade wind sailing on Eye of the Wind
trade wind sailing on Eye of the Wind

Dominica – the natural beauty of the Caribbean

The island of Dominica is the botanical garden of the Caribbean. It bears the unofficial nickname “Nature Island” due to its lush and diverse flora and fauna.
Turquoise water, green palm forests and white and black sand beaches make up the charm of this region. 

One excursion ashore is to go for a morning two-hour guided rowing boat ride up the Indian River and through mangrove forests. The boat tour can also be combined with a tour of the island and a visit to the reserve of the Caribe Indians.

In the South is Soufriere Bay and Scotts head is the edge of a sunken caldera. You can be snorkelling in 12ft with coral beneath you and suddenly you swim over the edge of the old crater and the sea drops away to 4000 ft. Humpback whales often come close into the bay and frigate birds swoop the beach.


palm trees and coconuts - caribbean beach landings
palm trees and coconuts – caribbean beach landings

Deshaies Bay is likely to be your last island anchorage and what a great location for a bit of an end of trip on board party.. On the west coast of Guadeloupe, we will be situated in a quiet and scenic location. From the Eye of the Wind’s deck, you will have a breathtaking view of the volcanic cone of La Soufrière, almost 1,500 metres high, and you can round off the day by watching the stunning sunset. By the time we have arrived in Pointe-à-Pitre, the Eye of the Wind will already be the ship of your dreams! Here you will bid the crew farewell and leave the ship with a sailor’s bag full of travel memories



Average air temperatures in Guadeloupe are 26-28 degrees centigrade. Sea temperatures are a balmy 26-28 degrees.

If you are on the Atlantic ocean side of Caribean islands the seas can be boisterous and blue. In the lee of any big volcanic island or inside a protecting reef, the seas can be flat. The winds mixed with tropical sun are generally the reason why the Caribbean is a perfect sailing ground. Square riggers under full sail, generally create some shade somewhere on deck or in the rigging so you can always find a cool spot. There is air conditioning in the cabins.


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.


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.

Ship interior on Eye of the Wind
Ship interior on Eye of the Wind


Every customer sailing with us will need to fill in basic medical questions on their booking application. If you are not sure if your current level of fitness and agility are up to a voyage, then please ring the Classic Sailing Office on 01326 53 1234 and we can chat through your concerns and possibly find options that might suit you better.


  • Skipper & professional crew
  • Personal Safety Equipment
  • Sailing Instruction
  • All meals, snacks and refreshments
  • Port and landing fees
  • Linen and duvets
  • Third Party liability insurance


  • Travel to Joining Port
  • Travel from end port
  • Alcoholic Drinks
  • Towels
  • Waterproofs



Start & End Port

Deshaies, Guadeloupe


Kit List

Working Language on Board

German and English

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. 


Eye of the Wind is an experienced operator with many happy customers, but she is new to Classic Sailing website. We will post the first Classic Sailing guest feedback from 2019-2020 voyages as soon as we have some, it but here are a few from last year. 

Facebook Reviews currently 5 out of 5 stars Oct 2019


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


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! Andrea Schwartz

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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