10 Days, 9 nights
Anguilla, St Barth’s, St Martin/St Maarten
Sailing Areas
All Experience Levels, Complete Beginners
Suitable For

Not only can you have a magical Caribbean sailing holiday, you can also be a front row spectator at one of the world’s most prestigious sailing regattas – the St Barth’s Bucket Regatta. An invitation only event for sailing superyachts over 100 feet long.

Sailing in St Maarten, Anguilla & St Barth’s

Fly into St Maarten and meet up with your shipmates at Marigot on the French side of the island. Then stow your gear for some perfect trade wind sailing, snorkelling and swimming. 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 tour of the islands of St Martin, St Barthelemy & Anguilla 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.

The St Barth’s Bucket Regatta

The St Barth’s Bucket is a sailing lovers dream. The event attracts the most famous and stunningly beautiful sailing superyachts and we will be close to the start line to watch them cross the line. The event itself is centred around the wonderful island of St Barth’s and the harbour at Gustavia bristles with immense masts, the water glows with underwater lights and the quayside and anchorage throbs with activity morning and night. The Regatta prizegiving is open to all comers and its a unique chance to talk with the crews of these stunning sailboats. A once in a lifetime opportunity!

Click here for more information about the regatta.

Our itinerary takes in all the island highlights from the lively anchorages of St Maarten to the white powdery sand of Anguilla and the glitz and glamour of St Barth’s; 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, Great Snorkelling, Lively Nightlife, National Parks, Remote Anchorages, Turquoise Water, White Sand Beaches
MealsBreakfasts, Lunch or dinner daily
Posh FrocksPerhaps a smart-casual for eating out
Marina TimeBeginning & End
Sea MilesApprox. 120 nautical miles
Starting FromMarigot, St Martin
Finishing InMarigot, St Martin

Please Note

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


Day 1 - Arrival - 14th March

Meet up at Marigot, French St Martin and settle onto the boat; time to explore the waterfront bars and quality shopping.

Day 2

Breakfast at anchor, then sail to Anse Marcel for lunch; on to Long Bay for the evening.

Day 3

A half day sail to Anguilla and dinner shore in Road Town and a nightcap at the famous Elvis Bar.

Day 4

An early start, sailing to Prickly Pear Cay for snorkelling, back to Road Harbour for the evening.

Day 5

Sail to Grand Case or the night and to enjoy Grand Case Mardi.

Day 6

Sail to Columbier on St Barth’s; time to snorkel and swim with the turtles.

Day 7

Motor round to the start line for the day’s racing in the St Barth’s Bucket. Evening ashore in Gustavia.

Day 8

Watch the racing from the fort in Gustavia. Afternoon ashore at the beach.

Day 9

Sail back to ST Martin for a night out in Simpson Bay.

Day 10 - Departure - 23rd March

Leave early morning for a sail back to Marigot Bay and say our goodbyes!


You will need to source return flights in and out of St Maarten – SXM airport code.

If you prefer not to use a travel agent, Flight Connections is a great starting point to find out about flights into SXM, St Maarten’s Princess Juiliana airport.  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.

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 Marina Fort Louis in Marigot Bay, where our boat will be docked.  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!

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

A short taxi ride away 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.

Choosing a Boat

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

The prices below reflect the sizes of the cabins on each boat; 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) $2,895
Double Cabin with Ensuite for Couple (2 available) $4,495


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.