The quiet side of the Caribbean
8 day sample itinerary
A favourite with yachtsmen for centuries, the Leeward Islands are a beguiling mix of untouched islands and luxury holiday hotspots. Discover welcoming local cultures or escape to enchanting natural sites, from volcanoes and dive reserves to palm-fringed paradise beaches.
Relax on island beaches. Hike a volcano. Take in glorious sunsets. Relax at luxury spas. Dine on fresh lobster with your toes in the sand.
Falmouth Harbour - Nelson's Dockyard
welcome to antigua
Board the yacht in Falmouth Harbour on the beautiful island of Antigua. Falmouth Harbour is a stone’s throw away from the famous Nelson's Dockyard, an old British colonial naval station. Spend the afternoon exploring the dockyard with a local guide, then take a trip up the mountain to Shirley Heights for a fantastic sunset. Dine onboard or at one of the many options ashore, including French restaurant Catherine’s on Pigeon Beach, or The Pillars at the Admiral Inn overlooking Nelson’s Dockyard.
Nelson's Dockyard - Carlisle Bay
action & relaxation
Next morning, take a short breakfast cruise west for swimming and watersports at Antigua’s Rendezvous Bay. Later, arrive at Carlisle Bay on the south western tip of the island, and enjoy the wellbeing spa and fine dining at the luxury Carlisle Bay resort.
Carlisle Bay - St Kitts
Enjoy an early morning cruise to the unspoilt island of St Kitts, with pristine beaches and historical sites such as Brimstone Hill Fortress and National Park. Dine on contemporary Caribbean cuisine at the Royal Palm restaurant at Ottley’s Plantation Inn, in a grand old house set on a hillside. For golf enthusiasts, St Kitts is home to the 18 hole Royal St Kitts Golf Course, right on the water’s edge. Tie up overnight in Christophe Harbour, a new marina set in a natural harbour.
St Kitts - Montserrat
Cruise to Montserrat and anchor in Rendezvous Bay on the north-west side of the island for a day of watersports and exploring. With few visitors, this bay is pristine and free of development. Two thirds of Montserrat was engulfed in ash when the Soufriere volcano erupted in 1995, and much still remains submerged. It has been slowly coming back to life and offers a unique tranquillity and friendly locals. Visit the volcano or the partially buried city of Plymouth, the Caribbean's answer to Pompeii .
Montserrat - Guadeloupe
Depart early and cruise to the French island of Guadeloupe, spotting dolphins and whales on the way. This butterfly-shaped island is divided into Grande Terre, flat with white sand beaches, and Basse Terre, mountainous with lush vegetation and beautiful bays. Dive or snorkel at the Jacques Cousteau Underwater Reserve, home to hundreds of sea turtles. Spend the night at anchor in Malendure Bay Bouillante, dining on fresh fish and Provençal rosé at the Rocher restaurant above the bay.
Guadeloupe - Les Saintes
Head south to Les Saintes, a collection of small picturesque islands with a French atmosphere. Only two of the eight islands are inhabited; the others are perfect to explore by tender. Choose your favourite small bay to anchor in – La Baie de Pompierre and Le Pain de Sucre are particularly special. Terre de Haut is a popular island with boutiques, French bakeries, art galleries and great restaurants. Dine on fresh seafood and locally caught lobster at La Paillote, right on the beach.
Les Saintes - Marie Gallante
taste of history
A short cruise east takes you to the island of Marie Gallante, discovered by Columbus and named after his flagship the Maria Galanda in 1493. Small and rural, dotted with ruined 19th century sugar mills, the island still produces sugar and rum today. Visit its distilleries or see the renovated windmill crushing sugar cane at the Bézard estate. The island is less touristic than Les Saintes, with several fabulous near-deserted beaches known for their clear waters. Overnight passage to Antigua.
Marie Gallante - Antigua
Wake in Antigua and enjoy a leisurely breakfast and some last-minute souvenir shopping in Nelson’s Dockyard before disembarking.
This itinerary takes you off the beaten track to explore volcanic Montserrat, stunning Guadeloupe, and the true gem of the Leeward Islands, the picturesque archipelago of Les Saintes.