14-Night Cruise on Seabourn OvationYachtsman's Caribbean In Depth - Weather

Departing Philipsburg, St. Maarten on December 5, 2026, the Seabourn Cruises ship Seabourn Ovation runs this 14-night Yachtsman's Caribbean In Depth 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, Tortola, British Virgin Islands, Basseterre, St. Kitts, with 10 more along the way. Scroll the daily outlook below to pack smart for every port of call.

1. Day 1 — Saturday, Dec 5, 2026 — Philipsburg, St. Maarten

   Philipsburg, St. Maarten is a scheduled port of call on day 1 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 80°F.

2. Day 2 — Sunday, Dec 6, 2026 — Tortola, British Virgin Islands

   Tortola, British Virgin Islands is a scheduled port of call on day 2 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 80°F.

3. Day 3 — Monday, Dec 7, 2026 — Basseterre, St. Kitts

   Basseterre, St. Kitts is a scheduled port of call on day 3 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 81°F.

4. Day 4 — Wednesday, Dec 9, 2026 — Les Anses d'Arlet, Martinique

   Les Anses d'Arlet, Martinique is a scheduled port of call on day 4 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 78°F.

5. Day 5 — Thursday, Dec 10, 2026 — Bequia, Grenadines

   Bequia, Grenadines is a scheduled port of call on day 5 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 80°F.

6. Day 6 — Friday, Dec 11, 2026 — St Georges, Grenada

   St Georges, Grenada is a scheduled port of call on day 6 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 80°F.

7. Day 7 — Saturday, Dec 12, 2026 — Bridgetown, Barbados

   Bridgetown, Barbados is a scheduled port of call on day 7 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 81°F.

8. Day 8 — Monday, Dec 14, 2026 — Basseterre, St. Kitts

   Basseterre, St. Kitts is a scheduled port of call on day 8 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 81°F.

9. Day 9 — Tuesday, Dec 15, 2026 — Iles Des Saintes, Guadeloupe

   Iles Des Saintes, Guadeloupe is a scheduled port of call on day 9 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 79°F.

10. Day 10 — Wednesday, Dec 16, 2026 — Saint-Pierre, Martinique

    Saint-Pierre, Martinique is a scheduled port of call on day 10 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 79°F.

11. Day 11 — Thursday, Dec 17, 2026 — Roseau, Dominica

    Roseau, Dominica is a scheduled port of call on day 11 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 77°F.

12. Day 12 — Friday, Dec 18, 2026 — Pigeon Island, St Lucia

    Pigeon Island, St Lucia is a scheduled port of call on day 12 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 81°F.

13. Day 13 — Saturday, Dec 19, 2026 — Bridgetown, Barbados

    Bridgetown, Barbados is a scheduled port of call on day 13 of the 14-night Yachtsman's Caribbean In Depth cruise on Seabourn Ovation. Expected weather: partially cloudy with highs near 81°F.