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Loading Travel Forecast…Loading Travel Forecast…Loading Travel Forecast…Departing Philipsburg, St. Maarten on December 19, 2026, the Star Clippers Cruises ship Star Flyer runs this 7-night Leeward Islands Christmas Cruise sailing. It's a classic Caribbean cruise. Travelers sailing in December can generally expect warm, sunny weather with gentle trade winds. Ports of call include Philipsburg, St. Maarten, Nevis, St Kitts and Nevis, Portsmouth, Dominica, with 5 more along the way. Scroll the daily outlook below to pack smart for every port of call.
Philipsburg, St. Maarten is a scheduled port of call on day 1 of the 7-night Leeward Islands Christmas Cruise cruise on Star Flyer. Expected weather: partially cloudy with highs near 80°F.
Nevis, St Kitts and Nevis is a scheduled port of call on day 2 of the 7-night Leeward Islands Christmas Cruise cruise on Star Flyer. Expected weather: partially cloudy with highs near 75°F.
Portsmouth, Dominica is a scheduled port of call on day 3 of the 7-night Leeward Islands Christmas Cruise cruise on Star Flyer. Expected weather: partially cloudy with highs near 79°F.
Iles Des Saintes, Guadeloupe is a scheduled port of call on day 4 of the 7-night Leeward Islands Christmas Cruise cruise on Star Flyer. Expected weather: partially cloudy with highs near 79°F.
Deshaies, Guadeloupe is a scheduled port of call on day 5 of the 7-night Leeward Islands Christmas Cruise cruise on Star Flyer. Expected weather: partially cloudy with highs near 78°F.
Falmouth, Antigua is a scheduled port of call on day 6 of the 7-night Leeward Islands Christmas Cruise cruise on Star Flyer. Expected weather: partially cloudy with highs near 80°F.
St Barthelemy is a scheduled port of call on day 7 of the 7-night Leeward Islands Christmas Cruise cruise on Star Flyer. Expected weather: partially cloudy with highs near 79°F.
Philipsburg, St. Maarten is a scheduled port of call on day 8 of the 7-night Leeward Islands Christmas Cruise cruise on Star Flyer. Expected weather: partially cloudy with highs near 79°F.
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Most PopularGuided ATV/QUAD Tour of Sint Maarten/St. Martin
From $120
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Philipsburg, St. Maarten
Most PopularAll In One Island Tour of St. Martin | St. Maarten
From $70
Book NowNevis, St Kitts and Nevis
Most PopularNevis Nice , Private Local and Historical Island Tour
From $130
Book NowPortsmouth, Dominica
Most PopularIslands & Harbor Bike Tour-Sightseeing + Exploring Must-See Sites
From $85
Book NowBudget PickCity of Portsmouth Bike Tour - Visit Historic Landmarks + Sites
From $75
Book NowFalmouth, Antigua
Most PopularTriple Action pack Combo (Blue Hole, Horse back riding and river tubing)
From $157
Book NowBudget PickBamboo Rafting & Limestone Massage - Montego Bay Jamaica
From $20
Book NowBefore you disembark Philipsburg, St. Maarten
Short on time — quick options that fit before you head out.
Most PopularGuided ATV/QUAD Tour of Sint Maarten/St. Martin
From $120
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