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Star Collector: Lovely Leewards

Nov 22, 2026 — Dec 6, 2026

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SAN JUAN → SAN JUAN

14 Nights on Star Pride

Whether you’re passionate about swimming among undersea wildlife or the intricate cultures and intertwined European histories of the Leeward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands. Stare in wonder at the glow from miniscule bioluminescent organisms stirred by your kayak paddle during a tour of the Fajardo Bio Bay nature reserve near San Juan. Master the art of cooking with distinct spices like nutmeg, cloves and allspice in authentic Caribbean cuisine while taking direction from a highly-skilled native chef in Philipsburg. This Caribbean getaway is the perfect duration for lovers of island life and those who want to spend more time exploring the Windward Islands overlooked by other cruise lines.

1
NOV 22, 2026
San Juan
EMBARK
1:00 PM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
0
Details

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.

2
NOV 23, 2026
AT SEA
3
NOV 24, 2026
St. George's
ARRIVE
9:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
0
Details

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.

4
NOV 25, 2026
Bequia
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
0
Details

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.

5
NOV 26, 2026
Mayreau
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0
Details

With fewer than 300 inhabitants and miles of secluded beaches, it's easy to feel as if you're on your own private island. Saline Bay is a delightful anchorage that separates the Caribbean from the Atlantic - and a perfect place to play with some of the toys from the Watersports Platform.

6
NOV 27, 2026
Les Saintes
ARRIVE
10:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
0
Details

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.

7
NOV 28, 2026
Marigot, St. Martin
ARRIVE
8:00 AM
DEPART
3:00 PM
MARINA
NO
SHORE EXCURSIONS
0
Details

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.

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Star Pride

number of decks
6 Decks
yacht length
440 ft (134 meters)
yacht crew size
140 Crew Members
yacht guest capacity
312 Guests
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Staterooms

Room Size 575 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 468 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 400 sq ft
Max. Occupancy 2 Passengers
Amenities

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities
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Available Dates

Date Yacht
Starting from
Actions
Feb 6 (Fri) – Feb 20 (Fri), 2026February 6 (Fri) – February 20 (Fri), 2026Star SeekerStarting price not available
Feb 13 (Fri) – Feb 27 (Fri), 2026February 13 (Fri) – February 27 (Fri), 2026Star SeekerStarting price not available
Feb 20 (Fri) – Mar 6 (Fri), 2026February 20 (Fri) – March 6 (Fri), 2026Star SeekerStarting price not available
Feb 27 (Fri) – Mar 13 (Fri), 2026February 27 (Fri) – March 13 (Fri), 2026Star SeekerStarting price not available
Mar 6 (Fri) – Mar 20 (Fri), 2026March 6 (Fri) – March 20 (Fri), 2026Star SeekerStarting price not available
Nov 8 (Sun) – Nov 22 (Sun), 2026November 8 (Sun) – November 22 (Sun), 2026Star Pride$5,793
Nov 15 (Sun) – Nov 29 (Sun), 2026November 15 (Sun) – November 29 (Sun), 2026Star Pride$5,793
Nov 29 (Sun) – Dec 13 (Sun), 2026November 29 (Sun) – December 13 (Sun), 2026Star Pride$4,993
Dec 6 (Sun) – Dec 20 (Sun), 2026December 6 (Sun) – December 20 (Sun), 2026Star Pride$4,993
Dec 13 (Sun) – Dec 27 (Sun), 2026December 13 (Sun) – December 27 (Sun), 2026Star Pride$5,193
Dec 20 (Sun) – Jan 3 (Sun), 2027December 20 (Sun) – January 3 (Sun), 2027Star Pride$6,793
Dec 27 (Sun) – Jan 10 (Sun), 2027December 27 (Sun) – January 10 (Sun), 2027Star Pride$7,393
Jan 3 (Sun) – Jan 17 (Sun), 2027January 3 (Sun) – January 17 (Sun), 2027Star Pride$7,293
Nov 1 (Mon) – Nov 15 (Mon), 2027November 1 (Mon) – November 15 (Mon), 2027Star Pride$4,593
Nov 8 (Mon) – Nov 22 (Mon), 2027November 8 (Mon) – November 22 (Mon), 2027Star Pride$4,593
Nov 15 (Mon) – Nov 29 (Mon), 2027November 15 (Mon) – November 29 (Mon), 2027Star Pride$4,593
Dec 20 (Mon) – Jan 3 (Mon), 2028December 20 (Mon) – January 3 (Mon), 2028Star Legend$5,193
Dec 27 (Mon) – Jan 10 (Mon), 2028December 27 (Mon) – January 10 (Mon), 2028Star Legend$4,993
Jan 3 (Mon) – Jan 17 (Mon), 2028January 3 (Mon) – January 17 (Mon), 2028Star Legend$4,893
Jan 10 (Mon) – Jan 24 (Mon), 2028January 10 (Mon) – January 24 (Mon), 2028Star Legend$4,893
Jan 17 (Mon) – Jan 31 (Mon), 2028January 17 (Mon) – January 31 (Mon), 2028Star Legend$4,893
Jan 24 (Mon) – Feb 7 (Mon), 2028January 24 (Mon) – February 7 (Mon), 2028Star Legend$4,893
Jan 31 (Mon) – Feb 14 (Mon), 2028January 31 (Mon) – February 14 (Mon), 2028Star Legend$4,893
Feb 7 (Mon) – Feb 21 (Mon), 2028February 7 (Mon) – February 21 (Mon), 2028Star Legend$4,893
Feb 14 (Mon) – Feb 28 (Mon), 2028February 14 (Mon) – February 28 (Mon), 2028Star Legend$4,893
Mar 13 (Mon) – Mar 27 (Mon), 2028March 13 (Mon) – March 27 (Mon), 2028Star Pride$4,893
Mar 20 (Mon) – Apr 3 (Mon), 2028March 20 (Mon) – April 3 (Mon), 2028Star Pride$4,893