San Juan & the Virgin Islands

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Voyage Code: WIND1013402
moon 7 nights
anchorStar Seeker
calendar 23 Jan '26

Cruise overview

Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Bypass the major cruise terminals in favor of exclusive marinas and anchorages on this Caribbean cruise. And as guests on larger cruise ships take an excursion from Tortola to reach tiny Jost Van Dyke, your elegant ship is already there.

San Juan (Puerto Rico)
Basseterre, Saint Kitts
Gustavia
Philipsburg
Great Harbour, Jost Van Dyke
San Juan (Puerto Rico)

Itinerary

Day 1

San Juan (Puerto Rico)


If you associate Puerto Rico’s capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island’s nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico (“rich port”).Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico’s administrative and population center remained firmly in Spain’s hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.

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Day 2

at-sea At sea

Day 3

Basseterre, Saint Kitts

Day 4

Gustavia

Day 5

Philipsburg

Day 6

Great Harbour, Jost Van Dyke

Day 7

at-sea At sea

Day 8

San Juan (Puerto Rico)

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Star SuiteCall for price
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Classic SuiteCall for price
Vista Veranda SuiteCall for price
Triple Premier Veranda SuiteCall for price
Veranda SuiteCall for price
Premier Veranda SuiteCall for price
Triple Infinity SuiteCall for price
Vista Infinity SuiteCall for price
Infinity SuiteCall for price
Oceanview SuiteCall for price

Horizon Owners Suite

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The Horizon Owner’s Suite represents the pinnacle of Windstar luxury. Featuring a private veranda, separate living and dining areas, and panoramic ocean views, it combines space, elegance and exclusivity. Refined furnishings and attentive service create a serene, residential-style retreat designed for exceptional comfort and indulgence at sea.

Amenities

  • King or Twin Configuration
  • Lounge Area
  • Dining Area
  • Vanity Area
  • Shower
  • Toiletries Provided
  • TV
  • Media/Entertainment Station
  • Safe
  • Hair Dryer
  • Telephone
  • Desk
  • Air Conditioning
  • Wi-Fi (Additional Cost)
  • Mini Bar (Additional Cost)

Ship features

Star Seeker combines elegant yacht-style design with new innovations, offering Windstar’s most advanced ship to date.

Overview
Accommodation
Dining
Amenities
Spa
Entertainment
Families
  • All-suite accommodation for 224 guests
  • New suite categories, including Horizon Owner’s, Infinity, and Vista Suites
  • Four restaurants, including a new speciality dining venue
  • Infinity pool and spacious sun deck
  • World Spa by Windstar with ocean-view treatment rooms
  • Water sports marina with complimentary kayaks and paddleboards
  • State-of-the-art sustainability technology and water filtration systems
  • Ice-strengthened hull for polar itineraries
  • Hybrid-ready propulsion and ship-to-shore connectivity
  • Friendly, inclusive atmosphere and open-seating dining
Star Seeker Accommodation

Accommodation

Star Seeker offers 112 suites, all elegantly styled with natural tones, navy accents, and an abundance of natural light. Every suite features ocean views, a Queen-size bed that converts to twins, a writing desk, and a marble bathroom with either a walk-in shower or tub. Larger suites include separate living areas and private verandas.

Star Seeker Dining

Dining

Dining aboard Star Seeker celebrates fresh, locally sourced ingredients and world flavours. Amphora, the main restaurant, features a menu of international and regional dishes, many designed in partnership with the James Beard Foundation. The Yacht Club Café serves continental breakfasts, light lunches, and coffee throughout the day, while Star Grill offers grilled meats, seafood, and salads with panoramic views.

Star Seeker Amenities

Amenities

Public spaces on the Star Seeker strike a balance between comfort and sophistication. The expansive pool deck is ideal for sunbathing or cocktails, with loungers arranged around the infinity pool. The World Spa by Windstar offers an oasis of calm, featuring massages, facials, and a range of wellness treatments. Guests can also work out in the modern fitness centre or join yoga and meditation sessions in the motion studio.

Star Seeker Wellness

Spa

The World Spa by Windstar combines holistic wellness with luxurious surroundings. Guests can choose from massages, facials, and body treatments inspired by global traditions, or simply unwind in the relaxation area, which offers panoramic views. A beauty salon, motion studio, and fitness centre complete the offering, while the spa’s tranquil design ensures a sense of calm throughout.

Star Seeker Entertainment

Entertainment

Entertainment on Star Seeker is elegant yet relaxed. By day, guests can attend enrichment lectures, expert-led presentations, or culinary demonstrations. Evenings feature live music in the lounges, deck parties beneath the stars, and destination-themed events that celebrate local culture. The atmosphere remains intimate and sociable, encouraging connection among fellow travellers and crew.

Star Seeker Families

Families

While Star Seeker is primarily designed for adults, families with older children are welcome. Suites can accommodate up to three guests, and the relaxed atmosphere is ideal for multi-generational travel. Enrichment activities and shore excursions appeal to curious travellers of all ages, while open dining times and smaller guest numbers ensure a personalised experience.