Star Pride: 7-Night Caribbean
This 7-night Caribbean (Eastern) cruise aboard the Star Pride by Windstar Cruises departs San Juan on November 1, 2027, calling at St. John, Basseterre St Kitts, Gustavia St Barths, and 3 more ports, and returns November 8, 2027. Cabin prices start from $2,443 per person.
How this date compares
1 of 8 dates
Star Pride sails round trip from San Juan to these six ports on 8 dates between November 2026 and March 2028. 4 of the 7 other dates in the table below call at them in the same order.
Star Legend
Star Legend also sails round trip from San Juan to these six ports in 7 nights, on 5 dates between December 2027 and February 2028.
- Dec 20, 2027 · Star Legend · No current price
- Jan 3, 2028 · Star Legend · No current price
- Jan 17, 2028 · Star Legend · No current price
San Juan cruise port is one of the busiest in the Caribbean and one of the few that doubles as both a major embarkation point and a popular port of call. The port sits in Old San Juan, the historic colonial core of Puerto Rico's capital, founded by Spanish colonists in 1521.
Read more →Basseterre cruise port in St. Kitts uses the Port Zante terminal, a purpose-built cruise facility in the heart of Basseterre, the capital of St. Kitts and Nevis. Port Zante includes two dedicated cruise piers capable of berthing the largest modern ships plus a marina, restaurants, shops, and the Amina Craft Market.
Read more →St. Maarten cruise port is one of the busiest in the Caribbean, with ships docking at the A.C.
Read more →Starting cabin
New to these charts? How to read cruise price history
Star Pride to these six ports on other dates
| Departs | Port order | Interior from |
|---|---|---|
| Nov 15, 2026 | St. John, Basseterre St Kitts, Gustavia St Barths, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda Island BVI | No current price |
| Nov 29, 2026 | St. John, Gustavia St Barths, Basseterre St Kitts, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda Island BVI | No current price |
| Dec 13, 2026 | St. John, Gustavia St Barths, Basseterre St Kitts, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda Island BVI | No current price |
| Dec 27, 2026 | St. John, Gustavia St Barths, Basseterre St Kitts, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda Island BVI | No current price |
| Jan 10, 2027 | St. John, Basseterre St Kitts, Gustavia St Barths, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda Island BVI | No current price |
| Nov 1, 2027 | St. John, Basseterre St Kitts, Gustavia St Barths, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda Island BVI | No current price |
| Nov 15, 2027 | St. John, Basseterre St Kitts, Gustavia St Barths, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda Island BVI | No current price |
| Mar 20, 2028 | St. John, Basseterre St Kitts, Gustavia St Barths, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda Island BVI | No current price |
Star Pride, round trip from San Juan, 7 nights. Interior cabin, per person, two sharing, taxes and port fees included.
Other Caribbean (Eastern) departures
Questions about this sailing
Which ports does it visit?
It sails round trip from San Juan and calls at St. John, Basseterre St Kitts, Gustavia St Barths, St. Maarten (Philipsburg), Jost Van Dyke and Virgin Gorda Island BVI.
Are there other dates with the same ports?
Yes. Star Pride sails this route on 8 dates between November 2026 and March 2028. Star Legend also sails the same route.
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Track prices
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