Windstar Cruises
Star Pride cruise weather
The Star Pride has 9 sailings on the schedule between October 9, 2026 and December 27, 2026, mostly from San Juan, Boston and Montréal. Open any departure for the day-by-day weather and sea conditions.
Star Pride sailings
| Departs | Length | From | Ports of call |
|---|---|---|---|
| Oct 9, 2026 | 11 nights | Montréal | Québec City, Gaspe, Iles de la Madeleine, Sydney (Nova Scotia, Canada), Halifax and 3 more |
| Oct 20, 2026 | 8 nights | Boston | Hamilton, St. George's (Bermuda) and San Juan |
| Oct 28, 2026 | 11 nights | San Juan | St. John, Gustavia, Basseterre, English Harbour, Les Saintes and 4 more |
| Nov 8, 2026 | 7 nights | San Juan | St. George's (Grenada), Bequia, Mayreau, Les Saintes and Marigot |
| Nov 15, 2026 | 7 nights | San Juan | St. John, Basseterre, Gustavia, Philipsburg, Jost Van Dyke and 1 more |
| Nov 22, 2026 | 7 nights | San Juan | St. George's (Grenada), Bequia, Mayreau, Les Saintes and Marigot |
| Nov 29, 2026 | 14 nights | San Juan | St. John, Gustavia, Basseterre, Philipsburg, Jost Van Dyke and 6 more |
| Dec 13, 2026 | 14 nights | San Juan | St. John, Gustavia, Basseterre, Philipsburg, Jost Van Dyke and 6 more |
| Dec 27, 2026 | 14 nights | San Juan | St. John, Gustavia, Basseterre, Philipsburg, Jost Van Dyke and 6 more |
Check the forecast for your sailing
Ports the Star Pride visits
- Québec CityQuébec, Canada
- GaspeQuebec, Canada
- Iles de la MadeleineQuebec, Canada
- Sydney (Nova Scotia, Canada)Nova Scotia, Canada
- HalifaxNova Scotia, Canada
- Portland (Maine, USA)Maine, USA
- RocklandMaine, USA
- BostonMassachusetts, USA
- HamiltonBermuda
- St. George's (Bermuda)Bermuda
- San JuanPuerto Rico
- St. JohnU.S. Virgin Islands
- GustaviaSt. Barthélemy
- BasseterreSt. Kitts & Nevis
- English HarbourAntigua & Barbuda
- Les SaintesGuadeloupe
- Pigeon IslandSt. Lucia
- St. George's (Grenada)Grenada
- Jost Van DykeBritish Virgin Islands
- Virgin GordaBritish Virgin Islands
- BequiaGrenadines Parish, Saint Vincent and the Grenadines
- MayreauGrenadines, St. Vincent & the Grenadines
- MarigotSt. Martin
- PhilipsburgSint Maarten
- DeshaiesGuadeloupe