14-Night Cruise on Seabourn QuestWindward & Leeward Islands - Weather

Departing Miami, Florida on December 4, 2027, the Seabourn Cruises ship Seabourn Quest runs this 14-night Windward & Leeward Islands 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 Miami, Florida, St John, US Virgin Islands, St Barthelemy, with 8 more along the way. Scroll the daily outlook below to pack smart for every port of call.

1. Day 1 — Saturday, Dec 4, 2027 — Miami, Florida

   Miami, Florida is a scheduled port of call on day 1 of the 14-night Windward & Leeward Islands cruise on Seabourn Quest. Expected weather: partially cloudy with highs near 76°F.

2. Day 2 — Sunday, Dec 5, 2027 — At Sea

   Day 2 of 15 is a day at sea aboard Seabourn Quest, cruising between ports on the Windward & Leeward Islands itinerary.

3. Day 3 — Monday, Dec 6, 2027 — At Sea

   Day 3 of 15 is a day at sea aboard Seabourn Quest, cruising between ports on the Windward & Leeward Islands itinerary.

4. Day 4 — Tuesday, Dec 7, 2027 — St John, US Virgin Islands

   St John, US Virgin Islands is a scheduled port of call on day 4 of the 14-night Windward & Leeward Islands cruise on Seabourn Quest. Expected weather: partially cloudy with highs near 79°F.

5. Day 5 — Wednesday, Dec 8, 2027 — St Barthelemy

   St Barthelemy is a scheduled port of call on day 5 of the 14-night Windward & Leeward Islands cruise on Seabourn Quest. Expected weather: partially cloudy with highs near 80°F.

6. Day 6 — Thursday, Dec 9, 2027 — Basseterre, St. Kitts

   Basseterre, St. Kitts is a scheduled port of call on day 6 of the 14-night Windward & Leeward Islands cruise on Seabourn Quest. Expected weather: partially cloudy with highs near 81°F.

7. Day 7 — Friday, Dec 10, 2027 — Fort de France, Martinique

   Fort de France, Martinique is a scheduled port of call on day 7 of the 14-night Windward & Leeward Islands cruise on Seabourn Quest. Expected weather: partially cloudy with highs near 81°F.

8. Day 8 — Saturday, Dec 11, 2027 — Roseau, Dominica

   Roseau, Dominica is a scheduled port of call on day 8 of the 14-night Windward & Leeward Islands cruise on Seabourn Quest. Expected weather: partially cloudy with highs near 77°F.

9. Day 9 — Sunday, Dec 12, 2027 — Montserrat

   Montserrat is a scheduled port of call on day 9 of the 14-night Windward & Leeward Islands cruise on Seabourn Quest. Expected weather: partially cloudy with highs near 76°F.

10. Day 10 — Monday, Dec 13, 2027 — St Johns, Antigua

    St Johns, Antigua is a scheduled port of call on day 10 of the 14-night Windward & Leeward Islands cruise on Seabourn Quest. Expected weather: partially cloudy with highs near 80°F.

11. Day 11 — Tuesday, Dec 14, 2027 — Anguilla

    Anguilla is a scheduled port of call on day 11 of the 14-night Windward & Leeward Islands cruise on Seabourn Quest. Expected weather: partially cloudy with highs near 79°F.

12. Day 12 — Wednesday, Dec 15, 2027 — Jost Van Dyke, British Virgin Islands

    Jost Van Dyke, British Virgin Islands is a scheduled port of call on day 12 of the 14-night Windward & Leeward Islands cruise on Seabourn Quest. Expected weather: partially cloudy with highs near 80°F.

13. Day 13 — Thursday, Dec 16, 2027 — At Sea

    Day 13 of 15 is a day at sea aboard Seabourn Quest, cruising between ports on the Windward & Leeward Islands itinerary.

14. Day 14 — Friday, Dec 17, 2027 — At Sea

    Day 14 of 15 is a day at sea aboard Seabourn Quest, cruising between ports on the Windward & Leeward Islands itinerary.

15. Day 15 — Saturday, Dec 18, 2027 — Miami, Florida

    Miami, Florida is a scheduled port of call on day 15 of the 14-night Windward & Leeward Islands cruise on Seabourn Quest. Expected weather: partially cloudy with highs near 76°F.