Star Collector: Beaches & Bastions of the BVI and Spanish Caribbean

From $4,198 per person

14 days

Ship: Star Pride

Star Collector: Beaches & Bastions of the BVI and Spanish Caribbean

Journey Summary

  • Day 1 - Nov. 30, 2025, Sun. - San Juan
  • Day 2 - Dec. 1, 2025, Mon. - CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
  • Day 3 - Dec. 2, 2025, Tue. - Gustavia
  • Day 4 - Dec. 3, 2025, Wed. - Basseterre
  • Day 5 - Dec. 4, 2025, Thu. - Philipsburg, St. Maarten
  • Day 6 - Dec. 5, 2025, Fri. - Jost Van Dyke, Great Harbour
  • Day 7 - Dec. 6, 2025, Sat. - Virgin Gorda / Prickly Pear, British Virgin Islands
  • Day 8 - Dec. 7, 2025, Sun. - San Juan
  • Day 9 - Dec. 8, 2025, Mon. - Santo Domingo
  • Day 10 - Dec. 9, 2025, Tue. -
  • Day 11 - Dec. 10, 2025, Wed. - Cartagena
  • Day 12 - Dec. 11, 2025, Thu. - Cartagena
  • Day 13 - Dec. 12, 2025, Fri. - San Blas, Panama
  • Day 14 - Dec. 13, 2025, Sat. - Colón

Detailed Itinerary

Day-by-day description of your cruise and cruise activities.

Day 1 - November 30, 2025

San Juan

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.

Day 2 - December 01, 2025

CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)

Cruz Bay is a vibrant waterfront town located on St. John, one of the U.S. Virgin Islands. Known for its stunning beaches, crystal-clear waters, and laid-back atmosphere, it's a popular destination for tourists seeking relaxation, hiking, and water sports. As the island's main port and hub, Cruz Bay offers a charming blend of local shops, restaurants, and historical sites.

Day 3 - December 02, 2025

Gustavia

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.

Day 4 - December 03, 2025

Basseterre

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.

Day 5 - December 04, 2025

Philipsburg, St. Maarten

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.

Day 6 - December 05, 2025

Jost Van Dyke, Great Harbour

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.

Day 7 - December 06, 2025

Virgin Gorda / Prickly Pear, British Virgin Islands

  • 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. Although 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.
 
Please note: only guests with shore excursions booked through Windstar can be tendered to Gun Creek.

Day 8 - December 07, 2025

San Juan

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.

Day 9 - December 08, 2025

Santo Domingo

La Capital, as Santo Domingo is affectionately known, is a UNESCO site and one of the oldest cities in the Caribbean, with Zona Colonial buildings dating back to the 1500s. Santo Domingo is also considered the most modern metropolis in the Caribbean doing a great job of converging old and new.  At the heart of the Zona Colonial, a pedestrian-friendly maze of cobblestones and interesting architecture is the first cathedral built in the New World. Find time to sample the aromatic coffee and cacao.

Day 10 - December 09, 2025

Day 11 - December 10, 2025

Cartagena

Welcome to the sparkling city of Cartagena, where the gold and jewels of the Spanish Main awaited shipment across the Atlantic. No pirate could resist, nor will you be able to when you visit this historic city. The Old Town, a UNESCO World Heritage Site, is surrounded by 400-year-old walls and contains a plethora of churches, fortresses, and restored colonial mansions. Outside the walls are more treasures: Climb the massive Castillo de San Felipe to investigate its maze of hidden tunnels, or shop for the perfect emerald.

Day 12 - December 11, 2025

Cartagena

Welcome to the sparkling city of Cartagena, where the gold and jewels of the Spanish Main awaited shipment across the Atlantic. No pirate could resist, nor will you be able to when you visit this historic city. The Old Town, a UNESCO World Heritage Site, is surrounded by 400-year-old walls and contains a plethora of churches, fortresses, and restored colonial mansions. Outside the walls are more treasures: Climb the massive Castillo de San Felipe to investigate its maze of hidden tunnels, or shop for the perfect emerald.

Day 13 - December 12, 2025

San Blas, Panama

The San Blas Islands of Panama is an archipelago comprising approximately 378 islands and cays, of which 49 are inhabited, some by the Kuna people.  Scattered over an area of about 100 square miles, the islands are the number 1 vacation destination in Panama although the Kuna work hard to protect their land against overwhelming tourism and keep the islands healthy and lovely, unique and untouched by culture. These white-sand and palm tree lined islands are encompassed by a coral reef and warm, crystal-clear water that is perfect for snorkeling and is home to a variety of marine life including dolphins, sharks and giant manta rays.

Day 14 - December 13, 2025

Colón

Explore the inner workings of the Panama Canal, head into the jungle to meet with Embera Indians, or take an aerial tram ride through the rainforest canopy.

Dates and Prices

(per person*)

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* Per double occupancy. Some pricing may reflect single traveler rate.

Ship

Your cruise ship

The Star Pride ship sails serenely on calm waters under a clear blue sky, showcasing its elegant design.
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About this ship

Star Pride

Star Pride is an elegant, all-suite yacht that delivers Windstar Cruises’ signature small-ship experience with sophistication and style. Designed for just 312 guests, the ship offers a refined alternative to larger cruise vessels—combining personalized service, expansive accommodations, and a relaxed onboard ambiance with the ability to explore some of the world’s most captivating and hard-to-reach destinations.

As part of Windstar’s $250 million Star Plus Initiative, Star Pride underwent a transformative renovation in 2021. The ship was lengthened by 84 feet, resulting in expanded public areas, new culinary venues, and additional suites. Upgrades also included new eco-friendly engines and enhanced environmental systems, positioning the vessel at the forefront of sustainable luxury travel. Though refreshed and modernized, Star Pride retains the intimate, yachting spirit that defines the Windstar experience.

All 156 suites on board are ocean-facing, offering spacious layouts ranging from 277 to over 800 square feet. Designed with a blend of contemporary elegance and classic comfort, each suite features plush bedding, walk-in closets, marble-accented bathrooms with dual vanities, and thoughtful amenities such as Illy espresso machines and L’Occitane bath products. Many suites include private verandas or French balconies, creating a seamless connection to the sea and surrounding landscapes.

Dining on Star Pride is elevated, globally inspired, and entirely complimentary. Amphora, the ship’s main dining room, offers ever-changing menus rooted in fresh, seasonal ingredients. Candles transforms the deck into a romantic open-air steakhouse by night, while Cuadro 44 by chef Anthony Sasso offers bold, modern Spanish cuisine in an intimate, tapas-style setting. Star Grill by Steven Raichlen serves barbecue with international flair in a casual al fresco setting, and the Yacht Club Café is a favorite for fresh pastries, coffee, and light bites throughout the day. In-suite dining is available 24 hours a day for added flexibility.

The ship’s amenities cater to both active travelers and those seeking rest and rejuvenation. A full-service spa and wellness complex offers a variety of treatments, a thermal suite, and a well-equipped fitness center. Open decks and lounges provide ample space for relaxation, while the watersports platform at the stern gives guests direct access to complimentary activities such as kayaking, paddleboarding, and snorkeling when conditions allow.

Thanks to its size and shallow draft, Star Pride is able to navigate narrow waterways and dock in smaller ports that are inaccessible to larger ships. Whether cruising the Norwegian fjords, the coastal towns of the Mediterranean, or the islands of Southeast Asia, the ship brings guests closer to the cultural and natural heart of each destination.

Deckplans

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