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Star Collector: Caribbean Collection: ABC, BVI & the Windwards
Mar 6, 2028 — Mar 27, 2028
Starting from
Free Laundry for Collectors:
ORANJESTAD, ARUBA → SAN JUAN
21 Nights on Star Pride
Travel through three distinct Caribbean regions on a route that offers broad geographic range and access to smaller ports. In the Windwards, sample spices in St. George’s and explore Bequia’s maritime traditions before sailing toward the ABC Islands for protected diving sites and colorful coastal towns. Continue north to Gustavia’s boutiques, Jost Van Dyke’s laid-back coves, and Virgin Gorda’s iconic Baths, where trails weave through giant granite boulders. San Juan’s Old World architecture and dining complete the experience. Throughout the itinerary, contrasting islands—arid ABC reefs, lush Grenadine bays, and BVI anchorages used by private yachts—create a journey rich in local culture, shoreline activities, and opportunities to enjoy the advantages of small-ship travel.







Popular Highlights
Visit 15 distinct ports across the ABC Islands, the Windwards, and the British Virgin Islands.
Wander through the Baths’ massive granite boulders on Virgin Gorda before relaxing on powder-white sands.
Swim from Jost Van Dyke’s Great Harbour to iconic beach bars serving Caribbean classics like the Painkiller.
Sail past Gustavia’s glowing harbor lights during a romantic sunset cruise with sparkling wine in hand.
Explore St. George’s horseshoe harbor with markets full of nutmeg, cinnamon, and local cocoa.
Snorkel off Bequia’s shoreline, then watch local builders create the miniature wooden sloops that define the island’s heritage.
Enjoy Windstar’s Signature Beach Party, where the Caribbean spirit is in full swing.
Enjoy complimentary laundry during your cruise.

Known for having some of the best beaches in the Caribbean, this Dutch port makes it easy to just ... take it easy. Walk through town to choose your favorite carved wooden door, or spend the day like the Arubans do playing dominos at a beachside table.

Savor the pastel colors of the historic UNESCO site Old Town and the way the elaborate Dutch gables cut baroque curlicues from the sky. It's the perfect appetizer for a day of watersports or an adventure below ground at the magical Hato Caves-filled with eerie limestone formations and ancient petroglyphs.
Available Excursions
Willemstad
Time
8:30 AMDuration
2.75 HoursActivity Level
StrenuousAdd during booking
$89
Willemstad
Time
8:30 AMDuration
4 HoursActivity Level
EasyAdd during booking
$49
Willemstad
Time
8:30 AMDuration
5 HoursActivity Level
Moderate-StrenuousAdd during booking
$149
Willemstad
Time
8:30 AMDuration
1.5 HoursActivity Level
Moderate-StrenuousAdd during booking
$39
Willemstad
Time
8:30 AMDuration
4 HoursActivity Level
Easy-ModerateAdd during booking
$89
Willemstad
Time
8:30 AMDuration
5 HoursActivity Level
Easy-ModerateAdd during booking
$169

The ice cream colors of the stucco houses will draw your lens, as will the pink flamingos on the salt pans. But you'll need a waterproof camera to complete the portrait since more than 400 fish species and 50 types of coral wait beneath the surface
Available Excursions
Kralendijk
Time
7:30 AMDuration
1 HoursActivity Level
EasyAdd during booking
$49
Kralendijk
Time
7:30 AMDuration
2.5 HoursActivity Level
Moderate-StrenuousAdd during booking
$79
Kralendijk
Time
7:30 AMDuration
2.75 HoursActivity Level
EasyAdd during booking
$79
Kralendijk
Time
7:30 AMDuration
3 HoursActivity Level
Moderate-StrenuousAdd during booking
$79
Kralendijk
Time
7:30 AMDuration
3 HoursActivity Level
ModerateAdd during booking
$89
Kralendijk
Time
7:30 AMDuration
4 HoursActivity Level
Moderate-StrenuousAdd during booking
$369
Kralendijk
Time
7:30 AMDuration
1.5 HoursActivity Level
EasyAdd during booking
$69

Affectionately known as St. Barts, the Caribbean's most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island's signature ti punch as kite surfers fly by.

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.

The beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Althought uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called "The Baths," which form huge underground pools and caverns
Available Excursions
Virgin Gorda / Prickly Pear, British Virgin Islands
Time
8:30 AMDuration
4 HoursActivity Level
StrenuousAdd during booking
$99
Virgin Gorda / Prickly Pear, British Virgin Islands
Time
8:30 AMDuration
2.75 HoursActivity Level
Moderate-StrenuousAdd during booking
$299

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

Inhale the intoxicating aroma of the "Isle of Spice" as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.
Available Excursions
St. George's
Time
9:30 AMDuration
4.5 HoursActivity Level
ModerateAdd during booking
$289
St. George's
Time
9:30 AMDuration
2 HoursActivity Level
Moderate-StrenuousAdd during booking
$119
St. George's
Time
9:30 AMDuration
4 HoursActivity Level
Easy-ModerateAdd during booking
$69
St. George's
Time
9:30 AMDuration
3.5 HoursActivity Level
ModerateAdd during booking
$99
St. George's
Time
9:30 AMDuration
3 HoursActivity Level
ModerateAdd during booking
$79
St. George's
Time
9:30 AMDuration
3 HoursActivity Level
Easy-ModerateAdd during booking
$119
St. George's
Time
9:30 AMDuration
3.5 HoursActivity Level
Moderate-StrenuousAdd during booking
$109
St. George's
Time
9:30 AMDuration
3 HoursActivity Level
Moderate-StrenuousAdd during booking
$89

The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia's whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island's famed model boat builders at work on their miniature masterpieces.
Available Excursions
Bequia
A scenic powerboat cruise along Bequia's coastline with a snorkeling stop at Petit Nevis.
Time
10:00 AMDuration
3 HoursActivity Level
StrenuousAdd during booking
$129
Bequia
Time
10:00 AMDuration
3 HoursActivity Level
ModerateAdd during booking
$169
Bequia
Time
8:30 AMDuration
2.5 HoursActivity Level
Easy-ModerateAdd during booking
$89
Bequia
A boat excursion to the exclusive island of Mustique for beach time, shopping, and a waterfront lunch at the famous Basil's Bar.
Time
10:00 AMDuration
6 HoursActivity Level
ModerateAdd during booking
$299
Bequia
Time
10:00 AMDuration
3 HoursActivity Level
Easy-ModerateAdd during booking
$109
Bequia
A guided walking and culinary tour through Bequia's waterfront restaurants, sampling authentic Caribbean dishes and cocktails.
Time
10:00 AMDuration
3.5 HoursActivity Level
Easy-ModerateAdd during booking
$149

Mayreau is the smallest inhabited island of St. Vincent and the Grenadines, covering just about 1.5 square miles with a population of only a few hundred people. Tucked between Union Island and the Tobago Cays in the southern Grenadines, it's known for its laid-back, off-the-grid charm—there are no airports, no banks, and only one small village (Old Wall) perched on a hillside.

This is the Caribbean as you've always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.
Established around 1689, Marigot is the attractive capital of French St. Martin, with its brightly colored houses, a lively open-air market, secluded beaches, and pretty waterfront promenade. Because of its tax-free status, Marigot is a popular center for duty-free shopping, where all of the world's most prestigious brands can be found. Originally the area was marshy, and surrounded by mangroves. In the 1970s part of the bay was filled in to extend Marigot into a larger city with a marina. Overlooking Marigot is Fort St. Louis, the largest historical monument in St. Martin with an impressive panoramic view of the bay.
Available Excursions
Marigot, St. Martin
Time
9:00 AMDuration
4 HoursActivity Level
Easy-ModerateAdd during booking
$99
Marigot, St. Martin
Time
8:30 AMDuration
4 HoursActivity Level
EasyAdd during booking
$299
Marigot, St. Martin
Time
8:30 AMDuration
5 HoursActivity Level
EasyAdd during booking
$279
Marigot, St. Martin
Time
8:30 AMDuration
5 HoursActivity Level
Easy-ModerateAdd during booking
$349

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
Available Excursions
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
Time
8:30 AMDuration
3 HoursActivity Level
ModerateAdd during booking
$149
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
Time
8:30 AMDuration
3.5 HoursActivity Level
ModerateAdd during booking
$139
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
Time
8:30 AMDuration
3 HoursActivity Level
ModerateAdd during booking
$149
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
Time
8:30 AMDuration
3 HoursActivity Level
ModerateAdd during booking
$139
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
Time
8:30 AMDuration
2.5 HoursActivity Level
EasyAdd during booking
$99

With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean's small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site.
Available Excursions
Basseterre
Time
8:30 AMDuration
3.25 HoursActivity Level
Easy-ModerateAdd during booking
$89
Basseterre
Time
8:30 AMDuration
4 HoursActivity Level
StrenuousAdd during booking
$129
Basseterre
Time
8:30 AMDuration
3.5 HoursActivity Level
EasyAdd during booking
$99
Basseterre
Time
8:30 AMDuration
5 HoursActivity Level
Easy-ModerateAdd during booking
$139
Basseterre
Time
8:30 AMDuration
3 HoursActivity Level
ModerateAdd during booking
$99
Basseterre
Time
8:30 AMDuration
2.5 HoursActivity Level
ModerateAdd during booking
$69
Basseterre
Time
8:30 AMDuration
3 HoursActivity Level
StrenuousAdd during booking
$139

Affectionately known as St. Barts, the Caribbean's most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island's signature ti punch as kite surfers fly by.

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.

The beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Althought uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called "The Baths," which form huge underground pools and caverns
Available Excursions
Virgin Gorda / Prickly Pear, British Virgin Islands
Time
8:30 AMDuration
2.75 HoursActivity Level
Moderate-StrenuousAdd during booking
$299
Virgin Gorda / Prickly Pear, British Virgin Islands
Time
8:30 AMDuration
4 HoursActivity Level
StrenuousAdd during booking
$99

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.
Staterooms
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