Jan. 30-Feb. 6, 2027

Star Clippers

Sailing with the Red Orchid Ladies!
Red Orchid Travel Women's Club group wearing their Canada T-shirts while on the Star Clipper.

This seven-night itinerary Leeward Islands, sailing round trip out of St. Maarten, enjoying the beauty of the Caribbean and stopping at charming islands including Dominica, Iles de Saintes and St Barts.

Step aboard the Star Flyer, a true clipper ship, and discover the new age of sailing!

Red Orchid Travel Women's Club group at the celebration dinner where everyone wears white, while on the Star Clipper.

7 nights, Roundtrip from Philipsburg, St. Maarten

What to
Expect

The Star Flyer is a modern cruise ship created for luxury-loving passengers. It is 115 metres long and each carries just 166 guests in pampered comfort. Life aboard is blissfully relaxed, much like travelling on a private yacht. You’ll never feel confined on the Star Flyer. 

Our sailings sell out quickly, and while we do keep a waitlist, cancellations are rare, once you’re on board, no one wants to give up their spot on such a unique sailing experience.

The two Star Clipper ships side-by-side

DAY 1

St. Maarten

Welcome to 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.

St. Paul's Anglican Church, Charlestown, Nevis.

DAY 2

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.

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

DAY 3

Dominca

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

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.

Terre-de-Haut, capital of Les Saintes islands, Guadeloupe.

DAY 4

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.

Boats anchored in the bay of Guadeloupe.

DAY 5

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.

Aerial view of Antigua Bay from Shirley Heights.

DAY 6

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.

DAY 7

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.

Day 8 of Treasure Islands cruise with Red Orchid Women’s Travel - End of cruise! 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.
DAY 8

St. Maarten

It’s time to say goodbye to the new friends you made, you’re allowed to depart at any time.

Star Flyer in port at St. Maarten.
Leeward Islands
  • Philipsburg, St. Maarten
  • Charlestown, Nevis
  • Cabrits, Dominica
  • Terre-de-Haut, Iles des Saintes
  • Deshaies, Guadeloupe
  • Falmouth Harbour, Antigua
  • Gustavia, St. Barts
  • Philipsburg, St. Maarten

Tour details

Exclusive for Red Orchid Travel:

Complimentary Pre-paid gratuities and $100 CAN onboard credit per person!

Pricing Includes:

Does Not include:

Who is this trip for?

1) Are you someone who values flexibility, open-mindedness, and a positive outlook on life? Do you enjoy meeting new people and connecting with others while travelling? 

 2) If you are keen on experiencing a wide range of activities and are eager to be a better traveller by respecting different cultures and the environment, then this trip is for you.

3) Red Orchid Travel welcomes those who prioritize connection, adaptability, and a positive impact on the places they visit. Join us if you share these values and are ready for a fulfilling travel experience.

Interested in learning more?

If you would like some more information about this trip, fill out this form and we will be happy to answer all your questions!

I’m ready to book!