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Loading Travel Forecast…Departing San Juan, Puerto Rico on January 9, 2027, the SeaDream Cruises ship SeaDream I runs this 7-night Leeward Islands Discovery sailing. It's a classic Caribbean cruise. Travelers sailing in January can generally expect warm, sunny weather with gentle trade winds. Ports of call include San Juan, Puerto Rico, St John, US Virgin Islands, Anguilla, with 5 more along the way. Scroll the daily outlook below to pack smart for every port of call.
San Juan, Puerto Rico is a scheduled port of call on day 1 of the 7-night Leeward Islands Discovery cruise on SeaDream I. Expected weather: partially cloudy with highs near 79°F.
St John, US Virgin Islands is a scheduled port of call on day 2 of the 7-night Leeward Islands Discovery cruise on SeaDream I. Expected weather: partially cloudy with highs near 77°F.
Anguilla is a scheduled port of call on day 3 of the 7-night Leeward Islands Discovery cruise on SeaDream I. Expected weather: partially cloudy with highs near 78°F.
St Barthelemy is a scheduled port of call on day 4 of the 7-night Leeward Islands Discovery cruise on SeaDream I. Expected weather: partially cloudy with highs near 79°F.
Norman Island, British Virgin Islands is a scheduled port of call on day 5 of the 7-night Leeward Islands Discovery cruise on SeaDream I. Expected weather: partially cloudy with highs near 79°F.
Jost Van Dyke, British Virgin Islands is a scheduled port of call on day 6 of the 7-night Leeward Islands Discovery cruise on SeaDream I. Expected weather: partially cloudy with highs near 79°F.
Virgin Gorda, British Virgin Islands is a scheduled port of call on day 7 of the 7-night Leeward Islands Discovery cruise on SeaDream I. Expected weather: partially cloudy with highs near 78°F.
San Juan, Puerto Rico is a scheduled port of call on day 8 of the 7-night Leeward Islands Discovery cruise on SeaDream I. Expected weather: partially cloudy with highs near 79°F.
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