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The Star Flyer sails a 7-night Leeward Islands itinerary with Star Clippers Cruises, departing Philipsburg, St. Maarten on December 5, 2026. 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. Use the day-by-day forecast below to plan what to pack for each stop.
Philipsburg, St. Maarten is a scheduled port of call on day 1 of the 7-night Leeward Islands cruise on Star Flyer.
Nevis, St Kitts and Nevis is a scheduled port of call on day 2 of the 7-night Leeward Islands cruise on Star Flyer.
Portsmouth, Dominica is a scheduled port of call on day 3 of the 7-night Leeward Islands cruise on Star Flyer.
Iles Des Saintes, Guadeloupe is a scheduled port of call on day 4 of the 7-night Leeward Islands cruise on Star Flyer.
Deshaies, Guadeloupe is a scheduled port of call on day 5 of the 7-night Leeward Islands cruise on Star Flyer.
Falmouth, Antigua is a scheduled port of call on day 6 of the 7-night Leeward Islands cruise on Star Flyer.
Basseterre, St. Kitts is a scheduled port of call on day 7 of the 7-night Leeward Islands cruise on Star Flyer.
Philipsburg, St. Maarten is a scheduled port of call on day 8 of the 7-night Leeward Islands cruise on Star Flyer.
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