Around the Leeward Islands of the Caribbean with Star Clippers

Date published: 28 Feb 20

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Welcome to the Star Flyer“Oh so you’re going on the real sailing ship and I’m so jealous” remarked the elderly American lady as we sat at the beach bar at Philipsburg, St. Martin (or Sint Maarten as it is called on the Dutch side of the island). Like many thousands of others, she was a day tripper from one of the huge cruise ships which dwarfed our Star Flyer in the port. However, there was no mistaking the four distinctive masts which peeked out to greet us.

Climbing back on-board after 2 years’ absence combined the reassuring familiarity of returning to a favourite holiday home with the excitement of new places to discover. It’s reassuring to know the drill and routine, and a pleasure to be welcomed by several of the crew who recognised us. We were of course happy to advise some of the Star Clipper ‘newbies’ about what they might expect. Not that there were many of these: our fellow diners on the first night were on their 18th cruise, and many others were already in double figures. Norman from Albuquerque topped the loyalty list, now on his 45th sailing and with 3 more booked already for 2020.

Alexander Hamilton Museum, NevisMost of our fellow guests were at least a decade into their retirement, but they were far from old or decrepit. In fact, it was quite the reverse. Many had chosen to retire in their mid-50s, and they were fit, active and looked a whole lot healthier than the people taking a week’s holiday from work!

Our Star Flyer cruise was to take us around the Leeward Islands, and mainly to ports that were too small for the big cruise ships to stop, which gave us access to some very special places, relatively untouched by tourism.

Our first stop was Nevis, once called Oualie (land of beautiful waters), and renamed by Christopher Columbus who thought that the clouds appearing over the mountains were snow (nieve in Spanish). Not that I would dare to question Columbus’s knowledge of geography or climate, but Nevis must be the only island in the Caribbean with a name associated with snow!

It also has an association with well-known people, past and present, and none more famous than USA founding father Alexander Hamilton who was born on the island. We took an excellent tour which included the eponymous Museum, followed by Montpelier House where Lord Nelson married Fanny Nisbet, and now a stunning Relais & Chateaux hotel where Princess Diana often visited with William & Harry.  More recent celebrity guests include Oprah Winfrey, Meryl Streep and Michael Douglas.

Spotting the Royal Clipper through the potholeBack on board, and what a marvellous sight the next morning to spot the sister ship Royal Clipper through the porthole of the cabin. We raced along side by side, many of the guests up on deck enjoying the photographic opportunities and urging our ship to edge ahead. The crew too were visibly excited at the race, with full sails, plenty of wind and Vangelis providing the musical soundtrack.

This was to be a special day as it marked the return to Iles des Saintes which I had previously visited three years earlier and fallen in love with. It’s an exquisite unspoilt island, and really a tropical extension of France, separated by a few thousand miles of water. “Of course, we are French” said the charming lady serving us croissants at the idyllic Hotel Lo Bleu, “not Caribbean, but French. We are from Normandy and Brittany and with light skin and eyes”.  And I found myself at the tourist office before we went back on board enquiring about long-term rentals on this paradise island.

Visiting the Madras restaurantTalking of paradise, the next stop was Deshaies on Guadeloupe – home of TV drama Death in Paradise which meant a mandatory visit to the Police Station (a former presbytery) and the Madras Restaurant. Clearly a budget from the TV production company had been allocated for sprucing it up as it was by far the smartest restaurant along the front. We then had a recommendation to visit the Botanical Garden and what a treat that turned out to be. Created in 1979, the gardens have matured into blaze of colourful and exotic plants, topped off with flamingos, parrots and a herb garden.

SuperyachtsAfter the next day in Antigua with beach barbecue and steel band entertainment, our final port of call was to be elegant St. Barth’s, another island where we were the only visiting cruise ship. Think of St. Tropez combined with St. Moritz. A playground for the rich and famous, the harbour was lined with superyachts and impossibly beautiful people strolling along the pristine boardwalk. Lear Jets arrived into the tiny airport every few minutes and we soon realised that this was the formula for the weekend: take private jet to St. Barth’s on Friday afternoon followed by a quick hop to your superyacht, with tanned trim uniformed staff awaiting your arrival and ready to serve dinner on board, and then a weekend of sunshine, relaxation and designer shopping. Oh yes, I could get used to that!

Shell Beach, St Barts

Or perhaps not… after all that A-list glamour and decadence, it was a welcome relief to climb back on board Star Flyer in the company of people like us and low-key, thoughtful service.

And so it was on that final evening in the bar that we met Bert who provided the most enduring memory of the cruise. A sprightly 90 year-old, he had proposed to his wife on board Star Clipper in 1992, and returned many times with her since, enjoying numerous wedding anniversaries with special parties laid on by the crew. Now nearly 30 years later, his wife can no longer travel due to illness and lives in a nursing home, so Bert was there with his son, and together they played and sang a poignant duet for the assembled guests. What a fitting end to the week and a tribute to Star Clippers which had provided the backdrop and accompaniment to many years of happy marriage. I’m sure you wouldn’t find that on a super yacht!

Life on boardMore information

Star Clippers specialise in fully-crewed tall ship sailings in the Caribbean, Mediterranean and South East Asia, on board magnificent, full rigged, historically styled sailing ships. A week’s sailing in the Caribbean costs from £1,195pp, including all meals on board, a 7-night itinerary dropping anchor alongside idyllic ports and harbours, port charges and an early booking discount of up to 20%  (if booked by 30 April 2021).
Tel: 0808 231 4798

Silver Travel Advisor recommends Star Clippers.

See also

Lunch like a Lord on the Star Flyer

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Other Members' Thoughts - 5 Comment(s)

  • discerning-traveller
    3 months ago
    Goodness! What a wonderful trip. Sounds amazing
  • Debbie
    3 months ago
    It really is a perfect choice if you are active and love a real sailing ship. Getting on board the tenders requires a steady step but there were several people in their 80s who were managing it with a helping hand, and 90 year old Bert took it all in his stride!
  • Sharman
    3 months ago
    This holiday sounds perfect for two active retirees!
  • Debbie
    3 months ago
    We arranged and booked our own flights with Air France from Heathrow to St. Martin via Paris which was very easy. Other guests took a flight to Antigua with BA and then a local flight to St. Martin. Star Clippers can also arrange your flights for you and have some flight-inclusive packages
  • yorkshirecat
    3 months ago
    This sounds fabulous Debbie, definitely my kind of cruise adventure! Where did you fly to to join the ship? Were flighst arranged by Star Clippers?