From $3,453 per person
15 days
Ships: Star Seeker, Star Pride

Day-by-day description of your cruise and cruise activities.
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.
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
Basseterre
Gustavia
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.
Jost Van Dyke, Great Harbour
Virgin Gorda / Prickly Pear, British Virgin Islands
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.
Bequia
Mayreau
Soufriere
Nestled in the shadows of the UNESCO Pitons, Soufriere represents the heart and soul of St. Lucia. The tiny town center is full of street vendors and stores and some of the best resorts on the island can be found here. Nearby are secluded waterfalls and the waters here boast some of the best diving around. Sights to see include the Edmund Rainforest Trail, fond Doux Holiday plantation, Robot Estate and the Gros Piton Nature Trail.
Les Saintes
Marigot, St. Martin
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.
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* Per double occupancy. Some pricing may reflect single traveler rate.


Launching in late 2025, Star Seeker is the latest addition to Windstar Cruises’ all-suite fleet, setting a new standard for small-ship luxury. Designed to carry just 224 guests, the vessel preserves the line’s hallmark intimacy while introducing expanded space, modern elegance, and enhanced amenities. This purpose-built yacht-style ship will offer immersive journeys across Alaska, Japan, the Caribbean, and Southeast Asia, beginning with its inaugural sailing from Málaga to Miami.
Star Seeker’s design reflects a contemporary interpretation of yachting luxury, with generous outdoor spaces, open deck plans, and interiors inspired by the natural elements of sea, sky, and land. The atmosphere is relaxed yet sophisticated, combining Windstar’s understated elegance with a fresh, coastal aesthetic.
Accommodations aboard Star Seeker are exceptionally well appointed. All 112 suites face the ocean, offering either traditional private verandas, panoramic windows, or the innovative “infinity balcony” concept, where the window can lower to create a seamless indoor-outdoor experience. Among the suite categories are two expansive Horizon Owner’s Suites, which provide wrap-around balconies and spacious interiors ideal for entertaining or traveling as a family. Every suite is outfitted with thoughtful details including marble bathrooms, walk-in showers, fresh fruit, luxury robes and slippers, and bespoke amenities. Higher-category suites include additional comforts such as Illy espresso machines, canapés, and fresh flowers.
Public spaces have been designed for a refined yet casual onboard lifestyle. Dining will be a centerpiece of the experience, with multiple venues including Amphora, the main dining room, which features a rotating menu with contributions from Windstar’s James Beard Foundation culinary program. A new specialty restaurant, Basil + Bamboo, will showcase a creative fusion of Italian and Asian cuisines. Additional casual and al fresco dining options, such as the Star Grill and the Yacht Club café, offer variety and flexibility throughout the day.
Wellness and leisure facilities are equally well considered. The two-story spa and fitness center provides an environment for both relaxation and renewal. The reimagined watersports platform connects guests directly to the sea, offering a swim-out style design and easy access for kayaking, paddle-boarding, and snorkeling. Additional spaces include a forward-facing whirlpool, multiple lounges and bars, and open-air decks perfect for scenic cruising and socializing.
Technologically advanced and environmentally conscious, Star Seeker is built with modern sustainability in mind. It features Tier III emissions-reducing engines, shore power connectivity, and advanced navigation systems that allow it to visit more remote ports while minimizing environmental impact. The ship’s maneuverability and compact size make it especially well-suited for exploring lesser-visited destinations with a sense of closeness to nature and culture.
Reach out to our travel concierges today to create your perfect journey.