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Leeward Islands 7 Nights Caribbean Cruise

Roundtrip from Philipsburg, this Caribbean sailing explores the lush landscapes and colonial harbours of the Leeward Islands. Calls include Charlestown, gateway to Nevis’ historic plantations, and Cabrits National Park near Portsmouth, where rainforest-covered peaks rise above the sea. In Deshaies and Terre-de-Haut, volcanic landscapes and clear waters define the experience, followed by the maritime heritage of Falmouth Harbour and the refined atmosphere of Gustavia before returning to St. Maarten.

02 January, 2027 to 09 January, 2027
Category 6 $3,195 AUD pp
Inside cabin, upper/lower berths, bathroom with shower.
view cabin photo
Category 5 $3,550 AUD pp
Inside/outside cabin, raised double bed, two lower beds or triple berths etc, bathroom with shower.
view cabin photo
Category 4 $3,950 AUD pp
Outside cabin, two lower beds, double bed or triple berths, bathroom with shower.
view cabin photo
Category 3 $4,215 AUD pp
Outside cabin,twin/double/triple beds, bathroom with shower.
view cabin photo
Category 2 $4,470 AUD pp
Large outside cabin, twin/double/triple beds, bathroom with shower.
view cabin photo
Category 1 $5,075 AUD pp
Deluxe deck cabin, two lower beds convert to double bed, minibar, bathroom with whirlpool bath, cabin doors open onto deck.
view cabin photo
Owners Suite $6,855 AUD pp
Deluxe outside cabin, double bed, sitting are, minibar, bathroom with whirlpool.
view cabin photo
16 January, 2027 to 23 January, 2027
Category 6 $3,295 AUD pp
Inside cabin, upper/lower berths, bathroom with shower.
view cabin photo
Category 5 $3,660 AUD pp
Inside/outside cabin, raised double bed, two lower beds or triple berths etc, bathroom with shower.
view cabin photo
Category 4 $4,070 AUD pp
Outside cabin, two lower beds, double bed or triple berths, bathroom with shower.
view cabin photo
Category 3 $4,345 AUD pp
Outside cabin,twin/double/triple beds, bathroom with shower.
view cabin photo
Category 2 $4,610 AUD pp
Large outside cabin, twin/double/triple beds, bathroom with shower.
view cabin photo
Category 1 $5,230 AUD pp
Deluxe deck cabin, two lower beds convert to double bed, minibar, bathroom with whirlpool bath, cabin doors open onto deck.
view cabin photo
Owners Suite $7,065 AUD pp
Deluxe outside cabin, double bed, sitting are, minibar, bathroom with whirlpool.
view cabin photo
30 January, 2027 to 06 February, 2027
Category 6 $3,295 AUD pp
Inside cabin, upper/lower berths, bathroom with shower.
view cabin photo
Category 5 $3,660 AUD pp
Inside/outside cabin, raised double bed, two lower beds or triple berths etc, bathroom with shower.
view cabin photo
Category 4 $4,070 AUD pp
Outside cabin, two lower beds, double bed or triple berths, bathroom with shower.
view cabin photo
Category 3 $4,345 AUD pp
Outside cabin,twin/double/triple beds, bathroom with shower.
view cabin photo
Category 2 $4,610 AUD pp
Large outside cabin, twin/double/triple beds, bathroom with shower.
view cabin photo
Category 1 $5,230 AUD pp
Deluxe deck cabin, two lower beds convert to double bed, minibar, bathroom with whirlpool bath, cabin doors open onto deck.
view cabin photo
Owners Suite $7,065 AUD pp
Deluxe outside cabin, double bed, sitting are, minibar, bathroom with whirlpool.
view cabin photo
13 February, 2027 to 20 February, 2027
Category 6 $3,295 AUD pp
Inside cabin, upper/lower berths, bathroom with shower.
view cabin photo
Category 5 $3,660 AUD pp
Inside/outside cabin, raised double bed, two lower beds or triple berths etc, bathroom with shower.
view cabin photo
Category 4 $4,070 AUD pp
Outside cabin, two lower beds, double bed or triple berths, bathroom with shower.
view cabin photo
Category 3 $4,345 AUD pp
Outside cabin,twin/double/triple beds, bathroom with shower.
view cabin photo
Category 2 $4,610 AUD pp
Large outside cabin, twin/double/triple beds, bathroom with shower.
view cabin photo
Category 1 $5,230 AUD pp
Deluxe deck cabin, two lower beds convert to double bed, minibar, bathroom with whirlpool bath, cabin doors open onto deck.
view cabin photo
Owners Suite $7,065 AUD pp
Deluxe outside cabin, double bed, sitting are, minibar, bathroom with whirlpool.
view cabin photo
27 February, 2027 to 06 March, 2027
Category 6 $3,295 AUD pp
Inside cabin, upper/lower berths, bathroom with shower.
view cabin photo
Category 5 $3,660 AUD pp
Inside/outside cabin, raised double bed, two lower beds or triple berths etc, bathroom with shower.
view cabin photo
Category 4 $4,070 AUD pp
Outside cabin, two lower beds, double bed or triple berths, bathroom with shower.
view cabin photo
Category 3 $4,345 AUD pp
Outside cabin,twin/double/triple beds, bathroom with shower.
view cabin photo
Category 2 $4,610 AUD pp
Large outside cabin, twin/double/triple beds, bathroom with shower.
view cabin photo
Category 1 $5,230 AUD pp
Deluxe deck cabin, two lower beds convert to double bed, minibar, bathroom with whirlpool bath, cabin doors open onto deck.
view cabin photo
Owners Suite $7,065 AUD pp
Deluxe outside cabin, double bed, sitting are, minibar, bathroom with whirlpool.
view cabin photo
13 March, 2027 to 20 March, 2027
Category 6 $3,295 AUD pp
Inside cabin, upper/lower berths, bathroom with shower.
view cabin photo
Category 5 $3,660 AUD pp
Inside/outside cabin, raised double bed, two lower beds or triple berths etc, bathroom with shower.
view cabin photo
Category 4 $4,070 AUD pp
Outside cabin, two lower beds, double bed or triple berths, bathroom with shower.
view cabin photo
Category 3 $4,345 AUD pp
Outside cabin,twin/double/triple beds, bathroom with shower.
view cabin photo
Category 2 $4,610 AUD pp
Large outside cabin, twin/double/triple beds, bathroom with shower.
view cabin photo
Category 1 $5,230 AUD pp
Deluxe deck cabin, two lower beds convert to double bed, minibar, bathroom with whirlpool bath, cabin doors open onto deck.
view cabin photo
Owners Suite $7,065 AUD pp
Deluxe outside cabin, double bed, sitting are, minibar, bathroom with whirlpool.
view cabin photo

Additional charges:

Port Taxes $290 AUD

Leeward Islands 7 Nights Caribbean Cruise itinerary:

show reverse itinerary
Day 1 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.

Day 2 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.

Day 3 Sail with Royal Clipper South of Iles des Saintes & Cabrits, Dominica

 

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.

Day 4 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.

Day 5 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.

Day 6 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.

Day 7 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.

Day 8 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.

Please note:

Itineraries are subject to change. 

Leeward Islands 7 Nights Caribbean Cruise reverse itinerary:

show main itinerary
Please note: *

Itineraries are subject to change. 

Day 8 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.

Day 7 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.

Day 6 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.

Day 5 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.

Day 4 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.

Day 3 Sail with Royal Clipper South of Iles des Saintes & Cabrits, Dominica *

 

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.

Day 2 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.

Day 1 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.

* = Indicative
Map for Leeward Islands 7 Nights Caribbean Cruise
Star Flyer, the ship servicing Leeward Islands 7 Nights Caribbean Cruise

Star Flyer

Vessel Type: Tall Ship

Length: 115 meters

Passenger Capacity: 166

Star Flyer is a true clipper ship that combines the romance of classic sailing with modern luxury. At 115 metres in length and carrying just 166 guests, it offers an intimate, yacht-like atmosphere with spacious accommodations, expansive teak decks, and two swimming pools. Its interiors showcase polished brass, gleaming mahogany rails, and antique nautical prints, reflecting the proud heritage and elegance of the grand age of sail.

Life aboard Star Flyer is relaxed and private, with open-seating dining in an elegantly appointed restaurant, a Tropical Bar and Piano Bar, and an Edwardian-style library featuring a Belle Époque fireplace. Generous outdoor spaces, attentive service, and a leisurely sailing pace create a unique experience where the traditions and spirit of classic sailing are fully celebrated.

Cabin layout for Star Flyer
• Explore rainforest landscapes and waterfalls in Dominica

• Discover historic dockyards in Antigua and plantation heritage in Nevis

• Relax on the beaches of Les Saintes and St. Barts’ elegant capital, Gustavia