San Juan & the Virgin Islands
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. Skip more common and commercial ports in favor of less-visited destinations like Montserrat. 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.
Leaving from:
San Juan (Puerto Rico)
Cruise ship:
Star Seeker
Visiting:
San Juan (Puerto Rico) •
Basseterre, Saint Kitts •
Gustavia •
Philipsburg •
Windstar Cruises
Windstar Cruises operates a fleet of small luxury cruise ships. The cruise line has six yachts - three of which are masted sailing ships - and offers laid-back luxury with a tinge of historic seafaring adventure.
Wind Star and Wind Spirit each carry 148 guests, whereas Wind Surf carries 342. 'Power yachts' Star Pride, Star Breeze and Star Legend all carry 312 passengers. It's a unique experience, by all means!
224
Passengers
135
Crew
2026
Launched
9315t
Tonnage
131m
Length
19m
Width
12kts
Speed
4
Decks
USD
Currency
Cruise Itinerary
Day 1
San Juan (Puerto Rico), Puerto Rico
Day 2
At Sea
Relax and make the most of the myriad of facilities available on board the ship, from fantastic entertainment to delicious and diverse dining options.
Day 3
Basseterre, Saint Kitts, Saint Kitts and Nevis
Day 4
Gustavia, Saint Barthélemy
Day 5
Philipsburg, Sint Maarten (Dutch part)
Day 6
Great Harbour, Jost Van Dyke, British Virgin Islands
Day 7
At Sea
Relax and make the most of the myriad of facilities available on board the ship, from fantastic entertainment to delicious and diverse dining options.
Day 8
San Juan (Puerto Rico), Puerto Rico
Day 1
San Juan (Puerto Rico), Puerto Rico
Day 2
At Sea
Day 3
Basseterre, Saint Kitts, Saint Kitts and Nevis
Day 4
Gustavia, Saint Barthélemy
Day 5
Philipsburg, Sint Maarten (Dutch part)
Day 6
Great Harbour, Jost Van Dyke, British Virgin Islands
Day 7
At Sea
Day 8
San Juan (Puerto Rico), Puerto Rico
Ship Details
Windstar Cruises
Star Seeker
Be one of the first to experience Star Seeker, Windstar’s newest yacht, during our inaugural sailing season beginning January 2026!
Cabins
All Prices
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