Masterpieces at Sea: Gems of the Leeward Islands
Sail-assisted small-ship cruising
- Sails Oct 28, 2026
- 11 nights · small ship
- Roundtrip from SAN JUAN
- Star Pride
- Caribbean
Honest booking disclosure: Tripbase may earn advisor or affiliate revenue if you ask for help booking. Every range below is visible before contact details, and is a sourced estimate — not a live personalized fare.
True-cost starter range
$7,816–$11,006
For 2 adults in a oceanview cabin, before editable optional extras.
Prices observed 2026-09-28 at windstarcruises.com
Oceanview fare trend
1% lower vs 7 weeks ago($3,930 → $3,908)
| Cabin | Fare per person | Taxes & fees |
|---|---|---|
| Oceanview | $3,908–$5,503 | — |
| Balcony | $7,153–$7,648 | — |
| Suite | $9,628–$12,048 | — |
What the trip actually costs
oceanview fare
$7,816–$11,006
Specialty dining
Included
This fare includes
Day by day
The route
Day 17:00 PM
Day 28:00 AM – 6:00 PM
Day 38:00 AM – 10:00 PM
Day 48:00 AM – 6:00 PM
Day 58:00 AM – 6:00 PM
Day 68:00 AM – 6:00 PM
Day 78:00 AM – 9:30 PM
Day 810:00 AM – 6:00 PM
Day 108:00 AM – 10:00 PM
Day 118:00 AM – 5:00 PM
Day 127:00 AM
The ship
Star Pride
Ship details · flagged in The Bahamas
- Tonnage
- 9,975
- Capacity
- 208
- Built
- 1,988
- Length
- 134 m
Sailing with
Windstar Cruises
Sail-assisted small-ship cruising
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Sources
- windstarcruises.com · as of 2026-09-28
- Windstar Cruises inclusion policy · as of 2026-06-28