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Windstar Cruises ship at sea

Windstar Cruises

Star Collector: Lovely Leewards

Star Pride · 14 nights · departs Sun, 15 November 2026 from San Juan

From, per person

£5,729

GBP · subject to live availability

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Voyage overview

San Juan, Cruz Bay, Basseterre, Gustavia and 8 more

Spend 14 nights aboard Star Pride with Windstar Cruises. This Caribbean voyage returns to San Juan, balancing time ashore with the pace of life at sea.

The route includes San Juan, Cruz Bay, Basseterre, Gustavia, Philipsburg, Jost Van Dyke, Virgin Gorda, St. George's, Bequia, Mayreau, Les Saintes and Marigot. Times can change, so our team will confirm the latest itinerary with your final quotation.

  • 12 ports of call
  • 1 relaxing day at sea
  • Easy round trip from San Juan
  • 2 cabin options currently priced

Day-by-day cruise itinerary

  1. Day 1San Juan, Puerto RicoEmbark— – 7:00 PM
  2. Day 2Cruz Bay8:00 AM – 6:00 PM
  3. Day 3Basseterre, Saint Kitts and Nevis8:00 AM – 5:00 PM
  4. Day 4Gustavia7:00 AM – 10:00 PM
  5. Day 5Philipsburg, Sint Maarten8:00 AM – 10:00 PM
  6. Day 6Jost Van Dyke9:00 AM – 10:00 PM
  7. Day 7Virgin Gorda8:00 AM – 5:00 PM
  8. Day 8San Juan, Puerto Rico7:00 AM – 7:00 PM
  9. Day 9At sea
  10. Day 10St. George's9:00 AM – 10:00 PM
  11. Day 11Bequia8:00 AM – 10:00 PM
  12. Day 12Mayreau8:00 AM – 5:00 PM
  13. Day 13Les Saintes10:00 AM – 5:00 PM
  14. Day 14Marigot8:00 AM – 3:00 PM
  15. Day 15San Juan, Puerto RicoDisembark7:00 AM – 8:00 AM

Cabin fares in GBP

Compare the currently available lead-in cabin prices. Ask us about exact grades, position and included benefits.

Star Ocean View Suite 1 · suite£5,729 pp
Owner's Suite · suite£9,518 pp

All prices are shown in pounds sterling (GBP). Prices are indicative lead-in fares per person, refreshed daily and subject to availability. Our cruise team confirms live pricing, cabin grade and any included extras before you book. ATOL protected where flights are included.

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