Windstar Cruises · 14 nights
Star Pride weather: 14-night cruise from San Juan, December 27, 2026
The Star Pride (Windstar Cruises) leaves San Juan on December 27, 2026 for a 14-night cruise, with stops in St. John, Gustavia, Basseterre, Philipsburg, Jost Van Dyke, Virgin Gorda and 5 more. It returns to San Juan on January 10, 2027. Typical afternoon highs along the route run from 80°F to 82°F (26°C to 28°C), and 1 day is at sea, where seas are typically moderate (around 5 ft).
Open the interactive forecast for this sailing
This page shows typical conditions for these dates. The interactive forecast adds a live day-by-day forecast, wave heights and weather alerts as the sailing gets closer.
Day-by-day itinerary and typical weather
| Day | Port | High / low | Rain days | Wind | Typical seas |
|---|---|---|---|---|---|
| Day 1Sun, Dec 27 | San Juan Embark | 82 / 73°F28 / 23°C | 54% | 14 mph22 km/h | – |
| Day 2Mon, Dec 28 | St. John | 80 / 77°F27 / 25°C | 44% | 19 mph31 km/h | – |
| Day 3Tue, Dec 29 | Gustavia | 81 / 78°F27 / 25°C | 36% | 19 mph31 km/h | – |
| Day 4Wed, Dec 30 | Basseterre | 82 / 77°F28 / 25°C | 33% | 13 mph21 km/h | – |
| Day 5Thu, Dec 31 | Philipsburg | 80 / 78°F27 / 25°C | 31% | 18 mph29 km/h | – |
| Day 6Fri, Jan 1 | Jost Van Dyke | 80 / 77°F27 / 25°C | 38% | 19 mph30 km/h | – |
| Day 7Sat, Jan 2 | Virgin Gorda | 80 / 76°F26 / 25°C | 38% | 18 mph29 km/h | – |
| Day 8Sun, Jan 3 | San Juan | 81 / 73°F27 / 23°C | 56% | 13 mph21 km/h | – |
| Day 9Mon, Jan 4 | At sea | 82 / 75°F28 / 24°C | 60% | 10 mph16 km/h | 5 ft (1.4 m)Moderate; rougher days up to 6 ft |
| Day 10Tue, Jan 5 | St. George's (Grenada) | 82 / 76°F28 / 25°C | 64% | 14 mph22 km/h | – |
| Day 11Wed, Jan 6 | Bequia | 80 / 76°F26 / 25°C | 35% | 21 mph34 km/h | – |
| Day 12Thu, Jan 7 | Mayreau | 81 / 78°F27 / 26°C | 55% | 20 mph32 km/h | – |
| Day 13Fri, Jan 8 | Deshaies | 82 / 75°F28 / 24°C | 47% | 14 mph22 km/h | – |
| Day 14Sat, Jan 9 | Marigot | 80 / 77°F26 / 25°C | 40% | 19 mph30 km/h | – |
| Day 15Sun, Jan 10 | San Juan Disembark | 81 / 73°F27 / 23°C | 56% | 13 mph21 km/h | – |
Seas are significant wave height, the average of the highest third of waves, on the Douglas sea state scale. What that means on board.
Ports on this cruise
- St. JohnWeather by month
- GustaviaWeather by month
- BasseterreWeather by month
- PhilipsburgWeather by month
- Jost Van DykeWeather by month
- Virgin GordaWeather by month
- St. George's (Grenada)Weather by month
- BequiaWeather by month
- MayreauWeather by month
- DeshaiesWeather by month
- MarigotWeather by month
- San JuanWeather by month
More Star Pride sailings
This is the last scheduled sailing we have for this ship.