Star Collector: Windward Islands, Spanish Cities & Costa Rica

Nov 22, 2027 — Dec 13, 2027

Starting from

See more routes around Caribbean

SAN JUAN → PUERTO CALDERA, SAN JOSE'

21 Nights on Star Pride

Begin among the Windward Islands, sailing into St. George’s, Bequia, Mayreau, and Les Saintes, where coral-rich waters, quiet anchorages, and easygoing beaches set the tone for the opening days of your journey. Continue on toward Isla Catalina, Santo Domingo, and an overnight in Cartagena, exploring colonial plazas, sea-worn fortifications, and offshore islands known for excellent snorkeling and diving. From the San Blas Islands to Colón, the route carries you through remote stretches of coastline before your daylight transit of the Panama Canal offers a rare, close-up perspective. The voyage concludes along Costa Rica’s Pacific shore, with time in Isla Parida, Golfito, Puerto Jiménez, and Quepos—places where rainforest trails, calm bays, and abundant wildlife reward unhurried exploration.

1
NOV 22, 2027
San Juan
EMBARK
1:00 PM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
0

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, 2027
AT SEA
3
NOV 24, 2027
St. George's
ARRIVE
9:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
0

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, 2027
Bequia
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
0

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, 2027
Mayreau
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

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, 2027
Les Saintes
ARRIVE
10:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
0

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, 2027
Marigot, St. Martin
ARRIVE
8:00 AM
DEPART
3:00 PM
MARINA
NO
SHORE EXCURSIONS
4

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.

Marigot, Beach Day at KKO With Lunch

Time
8:30 AM
Duration
5 Hours
Activity Level
Easy
Price
$259

Marigot, Rhum and Rhythm

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy
Price
$299

Marigot, French Creole Cooking Class

Time
8:30 AM
Duration
5 Hours
Activity Level
Easy-Moderate
Price
$319

Marigot, French and Dutch Island Discovery

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate
Price
$199

Star Pride

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

Staterooms

Room Size 575 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 400 sq ft
Max. Occupancy 2 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 277 sq ft
Max. Occupancy 2 Passengers
Amenities
Expand all

Available Dates

No other dates are available.