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Star Collector: Caribbean Explorations

15 nights Nov 20, 2027

The Star Collector: Caribbean Explorations is a 15-night Caribbean cruise aboard Wind Surf, operated by Windstar Cruises. Departing Philipsburg, Sint Maarten on November 20, 2027, the voyage visits 13 ports. Fares start from $5,358 per person.

from $5,358 pp

Continues on Windstar Cruises's site

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Itinerary

Day 1 Nov 20, 2027 Philipsburg, Sint Maarten 13:00 – 19:00 6.0 hrs ashore Offering some of the best vistas in all the Caribbean, St. Maarten is the smallest inhabited island in the world shared by two nations - France in the north and the Netherlands in the south. Dubbed the true melting pot of the Caribbean, the 37-square-mile island is home to people of 47 different nationalities and more than 400 restaurants, featuring a hugely diverse variety of cuisine. The island also has two capitals: Philipsburg on the Dutch side, and Marigot in the French part. Once you arrive on an MSC Caribbean and Antilles cruise in St. Maarten, explore how the two cultures have blended their very distinct characters on one of our MSC excursions. Your St. Maarten cruise will dock in Philipsburg, founded in 1763 by John Philips, a Scottish captain in the Dutch Navy. Philipsburg, with its pastel-coloured West Indian houses, is known for its duty-free shopping along Front Street, the Great Salt Pond, which once made the island literally “worth its salt,” and attracted the attention of the French, and Fort Willem, built in 1801, with mag-nificent views of the bay and the surrounding islands. From there, several MSC excursions take you on a hilly drive to the French side of the island to experience Marigot. Originally a fishing village on a swamp for which it was named, Marigot became the capital during the reign of Louis XVI. Fort Louis, which overlooks Marigot Bay and Anguilla, was built in the late 18th century to protect the town’s warehouses of salt, coffee, sugar cane and especially rum from the English. Today, Marigot showcases quaint colourful gingerbread-like houses, tasty sidewalk bistros and a waterfront market selling fruit and vegetables, spices, local meats and fresh fish from Creole huts worth exploring. For something special, spend the day on the Dutch side of the island at the restored sugar planta-tion at Rockland Estate. Take in a history lesson at the Emilio Wilson Museum or a nature hike and 360-degree views from Sentry Hill. Participate in a hands-on cooking demonstration of authentic local cuisines with lunch at Emilio’s restaurant, in an exclusive Martha Stewart excursion curated for MSC Cruises. Also at Rockland Estate, thrill seekers can book other MSC excursions on the Flying Dutchman, a fast and furious zip line ride that will have you whizzing down the line at speeds of up to 56 mph (90 km) per hour. Then take the Pirate Sky Ride cable car back up the top to the Crow’s Nest where several platforms encircling the mountain afford panoramic views of the neighbouring islands of Saba, Sint Eustatius, Saint Barthélemy and Anguilla. Then plunge down the mountain on a Schooner Ride inner tube along a specially designed track. To experience one of the island’s hottest spots and most popular attractions, visit the famous Maho Beach, also called Airplane Beach. Don’t get too comfortable, though. This is because you watch as planes pass only a short distance above your head as they land and take off from Princess Juli-ana Airport’s short runway next door. Go to Philipsburg, Sint Maarten Cruises visiting Philipsburg, Sint Maarten

Round-trip from Philipsburg, Sint Maarten · approximate route · 1 stop without map data

Pricing

Lowest fare we've tracked over the observed 88-day span: $4,324 · range $4,324–$5,358

Current prices

Per person · 2 guests · incl. taxes & fees

Inside

Not available

Oceanview

from $5,358

$357 / night

Fare rows

Stateroom

Cabin grade

Available

from $5,358

$357 / night

per person · incl. taxes

Deluxe Stateroom

Cabin grade

Available

from $5,658

$377 / night

per person · incl. taxes

Stateroom

Cabin grade

Available

from $5,898

$393 / night

per person · incl. taxes

Deluxe Stateroom

Cabin grade

Available

from $6,290

$419 / night

per person · incl. taxes

Balcony

Not available

Suite

from $6,798

$453 / night

Fare rows

Deluxe Stateroom

Cabin grade

Available

from $6,798

$453 / night

per person · incl. taxes

Suite

Cabin grade

Available

from $10,050

$670 / night

per person · incl. taxes

Officers’ Suite

Cabin grade

Available

from $13,050

$870 / night

per person · incl. taxes

Bridge Suite

Cabin grade

Available

from $15,490

$1,032 / night

per person · incl. taxes

Prices verified Jun 20, 2026

Prices come from third-party data feeds via Windstar Cruises and may differ from the cruise line's current fare. Confirm the final price before booking. How our pricing works

Price history

30 days
All cabin grades (8) Detailed cabin specs available at booking.
Name Supplier code Type
Stateroom A Oceanview
Deluxe Stateroom AX Oceanview
Stateroom B Oceanview
Deluxe Stateroom BX Oceanview
Bridge Suite BRS Suite
Officers’ Suite OS Suite
Suite STE Suite
Deluxe Stateroom TX Suite

Ship

Wind Surf
Your ship Wind Surf 4★ 14,745 GT 342 guests Built 1989 On any day, our 342-guest flagship, Wind Surf, the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful reception area – and, appropriately, that’s only the beginning. When you return to your stateroom, the luxury gets personal. Windstar’s signature bowls of flowers and fresh fruit will still be waiting for you, along with rich tufted headboards, soft seascape colors, beautiful new upholstery, and fine count Egyptian cotton linens welcome you to an oasis of relaxing indulgence. Wind Surf recently underwent a significant renovation in November 2019 of public spaces and suites, including an expanded lounge with new lights and sound for upcoming stage performances. Relax into the destinations you’re visiting at the new World Spa by Windstar, which will offer regional spa treatments, including massage styles like Swedish, Japanese Shiatsu and Hawaiian Lomi Lomi. A new Officer’s Suite, which might be the only one of its kind, provides you the chance to stay in the heart of the officer quarters tucked right behind the Bridge. Everything about Wind Surf speaks of welcome. Come aboard and see it for yourself. Go to Wind Surf Cruises on Wind Surf
Deck plan for Deck 1

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