Leeward Islands
Ocean Cruise Memorii Pick
Star Clippers  ·  Star Flyer

Leeward Islands

From Philipsburg to Philipsburg  ·  Caribbean  ·  7 nights

Departure 5 Dec 2026
Return 12 Dec 2026
Duration 7 nights
Ports of call 8 ports
Ship Star Flyer
Journey type Ocean Cruise
From
$2,868
per person
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Voyage overview

What this voyage is

True clipper ships, these beautiful four-masted vessels reflect a proud seafaring heritage in their elegant sails, warm woods and polished brass.

Sister ships Star Clipper and Star Flyer certainly stand out
from the crowd. In full sail they are an awe-inspiring sight,
reminiscent of a bygone age, yet combining this tradition with the
comfort of a modern cruise line, ideal for those who wish to
experience a tall ship cruise. Climb the mast or relax by the small
pool; you can be as involved as you wish on these easy-going and
friendly ships.

Day By Day

Itinerary

1
5 Dec 2026
Philipsburg

Philipsburg is the gateway to an intriguing little Caribbean island with a dual personality: the Dutch side, St. Maarten, is the livelier of the two, with shopping malls, casinos and more of a nightlife scene, while French-speaking St. Martin is a more refined (and more expensive) affair, with a laid-back, continental air and a host of exclusive resorts and restaurants. Travelling between the two halves of the island is hassle-free, and both sides boast beautiful beaches, friendly locals and pleasant little towns and villages.

Memory Tip: Don't miss Air enthusiasts get really overexcited at Sunset Beach bar on Maho Bay, where the landing planes seem almost close enough to touch. It’s really quite dramatic.
2
6 Dec 2026
Nevis

Sleepy, low key and utterly charming, Nevis is a real Caribbean gem. Dominated by the towering Nevis Peak, the island is dotted with former plantation houses that have been turned into characterful hotels. Drop in for lunch or afternoon tea, and if there’s time have a look round the elegantly faded Georgian capital, Charlestown.

3
7 Dec 2026
Cabrits

Cabrits National Park sits on a small peninsula at the northern end of Dominica, and encompasses coral reefs, tropical rainforest, wetlands and the former British garrison at Fort Shirley. There are some great hiking trails that begin in the park, and it’s also a good spot for diving and snorkelling.

4
8 Dec 2026
Terre-de-Haut

Eight tiny islands make up the Iles des Saintes, a sparsely inhabited archipelago off the southern coast of Guadeloupe. The most interesting island is hilly Terre-de-Haut, almost entirely populated by the fair-skinned descendants of Breton sailors and home to a beautiful bay reminiscent of a mini Rio de Janeiro.

5
9 Dec 2026
Deshaies
6
10 Dec 2026
Falmouth Harbour

Antigua is famously home to 365 beaches - one for every day of the year - and there is an undeniable allure to the many white sand coves dotted along the coast. Falmouth Harbour lies on the south of the island, close to historic Nelson’s Dockyard and the lookout at Shirley Heights.

7
11 Dec 2026
Basse-Terre

Guadeloupe is made up of two main islands that resemble the wings of a butterfly, and several smaller islands offering a diverse array of cultural, historical and natural attractions. The islands are swathed in lush rainforest and fringed by golden beaches, and a strong French influence is discernible in the flavoursome Creole cuisine.

8
11 Dec 2026
South Friars Bay

The beach at South Friars Bay is a lovely sweep of golden sand at the southern end of St Kitts, although it can get a little busy when the larger cruise ships are docked on the island. There are several bars and restaurants along this half-mile stretch, with watersports equipment and loungers available to rent.

9
12 Dec 2026
Philipsburg

Philipsburg is the gateway to an intriguing little Caribbean island with a dual personality: the Dutch side, St. Maarten, is the livelier of the two, with shopping malls, casinos and more of a nightlife scene, while French-speaking St. Martin is a more refined (and more expensive) affair, with a laid-back, continental air and a host of exclusive resorts and restaurants.

Memory Tip: What to do in Saint Martin There are some amazing hikes on the island, so if you feel up to it, hire a guide to take you on one of the trails.
What is included

Fare inclusions

Daytime activities
Meals included
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