Windstar Cruises · 8 nights
Star Pride weather: 8-night cruise from Boston, October 20, 2026
The Star Pride (Windstar Cruises) leaves Boston on October 20, 2026 for a 8-night cruise, with stops in Hamilton, St. George's (Bermuda) and San Juan. It ends in San Juan on October 28, 2026. Typical afternoon highs along the route run from 63°F to 86°F (17°C to 30°C), and 5 days are 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 1Tue, Oct 20 | Boston Embark | 63 / 48°F17 / 9°C | 27% | 11 mph18 km/h | – |
| Day 2Wed, Oct 21 | At sea | 70 / 61°F21 / 16°C | 38% | 13 mph20 km/h | 4 ft (1.2 m)Slight; rougher days up to 6 ft |
| Day 3Thu, Oct 22 | At sea | 70 / 61°F21 / 16°C | 38% | 13 mph20 km/h | 4 ft (1.2 m)Slight; rougher days up to 6 ft |
| Day 4Fri, Oct 23 | Hamilton | 77 / 74°F25 / 23°C | 48% | 22 mph36 km/h | – |
| Day 5Sat, Oct 24 | St. George's (Bermuda) | 77 / 74°F25 / 23°C | 45% | 22 mph36 km/h | – |
| Day 6Sun, Oct 25 | At sea | 82 / 75°F28 / 24°C | 56% | 13 mph21 km/h | 5 ft (1.5 m)Moderate; rougher days up to 8 ft |
| Day 7Mon, Oct 26 | At sea | 82 / 75°F28 / 24°C | 56% | 13 mph21 km/h | 5 ft (1.5 m)Moderate; rougher days up to 8 ft |
| Day 8Tue, Oct 27 | At sea | 82 / 75°F28 / 24°C | 56% | 13 mph21 km/h | 5 ft (1.5 m)Moderate; rougher days up to 8 ft |
| Day 9Wed, Oct 28 | San Juan Disembark | 86 / 77°F30 / 25°C | 67% | 12 mph19 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
- HamiltonWeather by month
- St. George's (Bermuda)Weather by month
- San JuanWeather by month
- BostonWeather by month
More Star Pride sailings
- October 28, 2026: 11 nights from San Juan
- November 8, 2026: 7 nights from San Juan
- November 15, 2026: 7 nights from San Juan
- November 22, 2026: 7 nights from San Juan
- November 29, 2026: 14 nights from San Juan
- December 13, 2026: 14 nights from San Juan