10 Days, 9 nights
Guadeloupe, Montserrat, St Barth’s, St Kitts & Nevis, St Martin/St Maarten
Sailing Areas
All Experience Levels
Suitable For

Sailing adventure to the least visited Leeward Islands and enjoy a sophisticated and unspoiled paradise whilst improving your sailing skills under a blue sky. From vibrant and eclectic St Maarten to St Barth’s, St Kitts, Nevis, Monserrat and finishing in Guadeloupe. Wow! What a trip!

Caribbean Sailing Adventure from St Martin to St Barth’s, St Kitts, Nevis, Monserrat & Guadeloupe

Fly into St Maarten and meet up with your shipmates in Marigot, on the French side of the island. Then stow your gear for a romp through some of the most tranquil and least visited of the Caribbean Islands; the spectacular volcanic landscapes on Monserrat and St Kitts make for memorable coastal sailing we follow the trade ship trail South to Guadeloupe. Even if you’ve never sailed before, you won’t fail to be enchanted by the beautiful blue waters of the Leeward Islands and your Skipper will soon having you pulling the ropes like a pro!

Have a Sailing Adventure

Our 10 day tour of the islands of St Maarten, Monserrat, Nevis & St Kitts includes glorious blue water sailing, great home-cooked food, fantastic snorkelling and evenings under the stars. Beginners and improvers are assured of a relaxed and unhurried learning experience and single travellers will make firm friends amongst their fellow boat buddies.

Our itinerary takes in all the island highlights from the desecrated shores of Monserrat and the glitz and glamour of St Barth’s to the tropical rainforests of Guadeloups, and gives you plenty of sailing, whilst allowing you time for relaxing and exploring.

Sunshine & Warm Seas

Warm sunny weather is practically guaranteed; there are often showers in this part of the world but they never last long, and hey, it’s warm rain! Temperatures in their high 20’s are the norm, and there’s always a cooling breeze on board. The sea is a wonderful shade of blue, and I can honestly say that it is uniquely Caribbean; nowhere more so than in the Leewards….prepare to be amazed.

All Boat Running Costs
Cruising Permits
Dinghy “Taxi” service ashore
Half Board Meals
Quality Linens
Filtered Drinking Water
Use of Boat Toys
Use of Snorkelling Equipment
Airport Transfers
Soft drinks, Alcohol & Mixers
Excursions & Activities Ashore
Meals Taken Ashore
Personal Travel Insurance


Sailing With You

The following shipmates are already booked on this trip:


Come and join the crew!

Additional information

HighlightsCaribbean Vibe, French Caribbean Vibe, Great Snorkelling, National Parks, Remote Anchorages, Tropical Beaches, Turquoise Water
MealsBreakfasts, Lunch or dinner daily
Posh FrocksPerhaps a smart-casual for eating out
Marina TimeBeginning Only
Sea MilesApprox. 180 Nautical Miles
Starting FromMarigot, St Martin
Finishing InDeschaies, Guadeloupe

Please Note

The following itinerary is subject to changes due to weather forecasts and group preferences.


Day 1 - Arrival - 31st January

Meet up at Marigot Harbour, St Martin and settle onto the boat; time to explore this sleepy coastal town. Sail to Grand Case for the night.

Day 2

Breakfast on board and sail along the coast of St Martin to Pinel Island in the North. Some time ashore at the beach and snorkelling.On to Anse de Columbier on St Barth’s for the night.

Day 3

Early morning snorkelling with turtles. then motor round to Gustavia, St Barths. Time for a night out in town and some celebrity spotting.

Day 4

An early start, sailing to St Kitts.

Day 5

Morning to explore the colonial town and UNESCO Brimstone Hill Fort. Afternoon sail from St Kitts to Nevis and Sunshine’s Beach Bar for a Killer Bee cocktail watching the sunset.

Day 6

Lunch at the sugar plantation up in the hills.

Day 7

Sail from Nevis to Monserrat.

Day 8

Day ashore in Monserrat exploring the volcano.

Day 9

Sail along the coast of Monserrat and the live volcano; on to Deshaies Harbour on Guadeloupe.

Day 10 - Departure - 9th February

Breakfast on board and a last chance to grab some souvenirs Deschaies. Say our goodbyes.


You will need to source return flights into St Maarten – SXM airport code, and out of Guadeloupe – PTP airport code.

If you prefer not to use a travel agent, Flight Connections is a great starting point to find out about flights.  This link will help you identify which airlines connect from your nearest airport.  There are great international direct links from many European, Canadian and American airports. The easiest way to travel is to source a return flight in and out of EITHER the start location OR the end location, and then look for a single one way ticket from A to B or B to A from a local airline like LIAT, Air Caraibes, Winair etc.

From here, you can contact the airlines directly, or use a flight search engine like Bravofly or Skyscanner to find alternative routes that may work out cheaper.

Getting to the Boat

The airport in St Maarten is around a 15 minute taxi ride from Marigot Bay, where our boat will be anchored.  Please ensure you provide your arrival information as soon as you can and keep us updated of any changes; we will try and hook you up with fellow crewmates who might be arriving at the same time so that you can share a taxi.  Please pack light, and using a lightweight, collapsible bag with wheels if possible.  Hard suitcases must not be brought on board, we simply have no room to store them!

Leaving the Boat

Point a Pitre airport is about an hour away in a taxi from Deschaies where we finish our trip, and the fare is around 80 Euros  There are also buses which are more affordable.

Arriving and Departing

You should aim to arrive around midday on the first day of your trip, and we will aim to finish at midday on the last.  To facilitate travel, we offer a complimentary extra night on board at either the beginning or the end of the trip.  Additional nights can be provided at a cost of USD $95 per person per night on a bed and help yourself continental breakfast basis.  If you’d like to stay for any additional nights please add them to your booking.  We do need the days in between trips to prepare the boats for the following trips, so please keep this in mind, thank you!

Accommodation Nearby

In Grand Case

A short taxi ride away from the boat you will find Le Petit Hotel in Grand Case which is on the stunning beach at Grand Case.

Mary’s Boon Resort is right next to the airport, but also on the beach at Simpson Bay for those with little time to spare.

In Deschaies

Most of the Deschaies hotels are a short taxi ride away from the town and some are on the stunning beach at Grand Anse.  A nice place to stop for a few days at the end of your sailing trip.

Choosing a Boat

We will be running Bleu Turquoise on this trip with a total of 4 to 6 guests and 1 skippers.  To find out more about Bleu Turquoise, please follow this link.

The prices below reflect the sizes of the cabins; please make your selection on the Booking Form.

Boat Name Cabin Type Price (USD)
Bleu Turquoise Double Cabin with Ensuite for Sole Use (2 available) $2,795
Double Cabin with Ensuite for Couple (2 available) $4,395


You should ensure you have a good travel policy that covers you for flight delays and lost/delayed baggage – this is particularly important if any part of your travel includes a LIAT or Air France flight!  During this sailing holiday we will never be more than 12 miles from shore and coastal sailing like this is usually part of the standard travel cover for most policies; please ensure that your travel policy doesn’t specifically exclude this.

Expenses & Currency

The currency on the French side of St Martin, and in St Barth’s is the Euro, Anguilla and Dutch St Maarten take US dollars; however US dollars are accepted everywhere.  Make sure you do have a small supply of cash; the ATM’s are not as frequent as you might think, particularly in Anguilla!  Credit cards are accepted in most bars and restaurants but not all.

We provide filtered drinking water on board and we carry fruit juices for breakfast time.  You will need to provision with any soft drinks, alcohol and mixers you need when you arrive and there are small supermarkets in Marigot where you can do this.  Guests often club together and have a kitty for these costs, but you may prefer to buy your own.

You should budget for between $15 to $35 for a main course in a restaurant when we eat out plus drinks and service charge.  The restaurants serving in US dollars often add 10% or more to the bill automatically (grrr) and with local taxes the supplement to the menu prices can be as much as 25%!!  French restaurants operate a more European tipping system – add what you feel is justified.  We promise to take you only where we’ve had good value for money!


Unless otherwise stated, sailing holidays with Yacht Ibis are participatory and you should expect to get involved.  We don’t carry passengers!  This will include:

  • Preparing the boat for sailing
  • Hoisting sails, pulling ropes, winching, steering and generally sailing the boat
  • Putting all the ropes away at the end of the day
  • Helping to keep the communal spaces tidy and clear of personal belongings
  • Taking a turn on clearing away dishes after a meal

This is all part of living aboard a sailing boat 🙂

Other Questions

Hopefully any other questions you may have are covered in our frequently asked questions here or in our Pre-Arrival Booklet which can be downloaded here.

Booking Terms and Conditions

These can be found at this link and you should be familiar and comfortable with them before making a booking, thank you.