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Leeward Islands Sailing Adventure

March 7 - 14, 2026

 

Itinerary       Pricing

March 7: Philipsburg, St. Maarten - Embark

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.

March 8: River Bay, Barbuda

River Bay, a hidden gem on the pristine island of Barbuda, is a natural paradise that encapsulates the Caribbean's unspoiled beauty. This secluded bay is a tranquil haven with its soft, pink-tinged sand and crystal-clear, shallow waters, making it an idyllic spot for swimming and snorkeling. It remains largely untouched by mass tourism, allowing visitors to savor a sense of seclusion and serenity that's increasingly rare in the region. The surrounding lush vegetation and the tranquil sound of gentle waves create a sense of harmony and relaxation. River Bay epitomizes the untouched natural splendor that makes Barbuda a true sanctuary for nature lovers and those seeking a serene escape in the Caribbean.

March 9: 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.

March 9: 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.

March 10: Terre-de-Haut, Iles des Saintes

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

March 11: Deshaies, Guadeloupe

Guadeloupe looks like a butterfly from the air. Its giant wings are actually two islands, separated by the Rivière Salée, a natural salt water 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.

March 12: Falmouth Harbour, Antigua

The dockyards, marinas, old inns, venerable pubs and convivial crowds of sun-tanned yacht crews- this is the epicentre 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.

March 13: 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.

March 14: Philipsburg, St. Maarten

Our exciting sailing adventure comes to a close. We head home with all of the amazing memories we made.

 

Double Occupancy Pricing Starting at $1,960 per person!

 

Rates for single, triple, and quad cabins are available, contact us for details. Travel insurance is highly recommended. A valid passport will be required. 

 

Final Payment Date: TBA

 

Ask about Past Passenger Discounts - Past Passenger Guest Savings Will Apply.

 

Cancellation Penalty Schedule 

Travel Planning Fee: Non-refundable.

Cruise fare:

119-90 days prior to departure = $400 per person (Categories 2-6); $800 per person (Categories 1, Deluxe or Owner's Suite)
89-60 days prior to departure = 50% of cruise fare
59-30 days prior to departure = 75% of cruise fare
29 days or less prior to departure = No refund

 

  
 
 
 
 
 

*All pricing, promotions, itineraries, and inclusions are subject to change and based on availability.

**This trip may be subject to a minimum passenger count to earn a group leader. 

Group Contact:
 

Tonya Sands

386-734-7245

 

Have questions about this trip?