Sailing the Leeward Islands aboard Star Clippers is the perfect blend of adventure, relaxation, and barefoot luxury. Imagine waking each morning to turquoise waters, gentle ocean breezes, and the sight of white sandy beaches stretching along some of the Caribbean’s most beautiful islands. Unlike a traditional cruise, life aboard a tall ship invites you to slow down and truly enjoy the journey — whether you are lounging on deck with a tropical drink, swimming in crystal-clear coves, or strolling through charming island villages.

 

 

1. Airfare
2. Travel Protection
3. Alcoholic beverages, sodas, and bottled water. (Water station available to refill water bottles)
4. Shore excursions and tips for shore excursion tour leader. 
5. Wi-Fi (Generally you are close enough to shore to be able to use cellular service)

 

 

Arrive in St. Maarten. Check into your hotel. 

Group Dinner

January 16, 2027 - Philipsburg, St. Maarten

The smallest island in the world shared by two countries, St. Martin/St. Maarten is big on shopping. Whether you go Dutch in Philipsburg or prefer Marigot's French touch, you're always welcome.

January 17, 2027 - Charlestown, Nevis

Nevis is the kind of place you wish they wouldn't write about because you'd like to keep it all to yourself. The island is dotted with old sugar plantations, some of them now turned into charming inns, many with interesting histories. Dominated by the perilously steep cliffs of Mt. Scenery, this small Dutch island didn't even have a road around it until 1951. But the diving is definitely out of this world.

January 18, 2027 - Sail with Royal Clipper South of Iles des Saintes

Star Flyer meets Royal Clipper South of Iles des Saintes, and the two ships sail together.

January 18, 2027 - Cabrits, Dominica

Dominica is a dream-like island, full of surprises. Glide through a steamy orchid-festooned rainforest in a fascinating boat ride or hike to breathtaking Trafalgar Falls and a bubbling lake.

January 19, 2027 - Terre-de-Haut, Iles des Saintes

Les Saintes is a thoroughly entrancing group of islands lying off Guadeloupe. You'll enjoy the superb beaches, snorkeling, diving and other watersports on offer.

January 20, 2027 - Deshaies, Guadeloupe

Guadeloupe looks like a butterfly from the air. Its giant wings are actually two islands, separated by the Rivière Salée, a natural saltwater channel. Basse Terre, the southern or leeward part of Guadeloupe, is lush and rugged, dominated by La Soufrière. A stream of boiling water gushes from the top of the 4,800-ft. mountain, reminding you that this volcano is not dormant, but very much alive.

January 21, 2027 - Falmouth Harbour, Antigua

The dockyards, marinas, old inns, venerable pubs and convivial crowds of sun-tanned yacht crews- this is the epicenter of the Caribbean yachting world. Today, every faded pink brick and weather-worn bollard of Nelson's Dockyard evokes the presence of the greatest naval commander in history.

January 22, 2027 - Gustavia, St. Barts

In its elegant little capital of Gustavia, French joie de vivre is tempered by Swedish spic and span neatness. Diversions include duty-free shopping in exquisite boutiques, beautiful beaches, excellent dining and people-watching.

January 23, 2027- St. Maarten