Windstar Cruises · 14 nights
Star Pride weather: 14-night cruise from San Juan, November 29, 2026
The Star Pride (Windstar Cruises) leaves San Juan on November 29, 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 December 13, 2026. Typical afternoon highs along the route run from 81°F to 84°F (27°C to 29°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, Nov 29 | San Juan Embark | 84 / 76°F29 / 24°C | 44% | 14 mph22 km/h | – |
| Day 2Mon, Nov 30 | St. John | 82 / 79°F28 / 26°C | 40% | 19 mph31 km/h | – |
| Day 3Tue, Dec 1 | Gustavia | 81 / 78°F27 / 26°C | 45% | 21 mph33 km/h | – |
| Day 4Wed, Dec 2 | Basseterre | 83 / 77°F28 / 25°C | 44% | 14 mph22 km/h | – |
| Day 5Thu, Dec 3 | Philipsburg | 81 / 78°F27 / 26°C | 40% | 19 mph31 km/h | – |
| Day 6Fri, Dec 4 | Jost Van Dyke | 81 / 78°F27 / 26°C | 40% | 21 mph33 km/h | – |
| Day 7Sat, Dec 5 | Virgin Gorda | 81 / 78°F27 / 26°C | 40% | 20 mph32 km/h | – |
| Day 8Sun, Dec 6 | San Juan | 83 / 74°F28 / 24°C | 58% | 14 mph23 km/h | – |
| Day 9Mon, Dec 7 | At sea | 83 / 75°F28 / 24°C | 57% | 10 mph16 km/h | 5 ft (1.5 m)Moderate; rougher days up to 7 ft |
| Day 10Tue, Dec 8 | St. George's (Grenada) | 83 / 76°F28 / 25°C | 56% | 12 mph20 km/h | – |
| Day 11Wed, Dec 9 | Bequia | 81 / 78°F27 / 25°C | 35% | 21 mph34 km/h | – |
| Day 12Thu, Dec 10 | Mayreau | 82 / 79°F28 / 26°C | 46% | 20 mph32 km/h | – |
| Day 13Fri, Dec 11 | Deshaies | 83 / 76°F28 / 24°C | 56% | 14 mph23 km/h | – |
| Day 14Sat, Dec 12 | Marigot | 81 / 78°F27 / 26°C | 37% | 20 mph32 km/h | – |
| Day 15Sun, Dec 13 | San Juan Disembark | 83 / 74°F28 / 24°C | 58% | 14 mph23 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
- December 13, 2026: 14 nights from San Juan
- December 27, 2026: 14 nights from San Juan