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When to go to Eastern Caribbean cruise

A week of islands from Miami: Old San Juan, St. Thomas and the Bahamas.

The classic seven-night loop from Miami spends two lazy days at sea, then calls at San Juan, St. Thomas and Nassau. Winter and spring are the sweet spot; hurricane season (June to November, peaking in September) brings cheaper fares and the odd rerouting.

Month by month

Best: January, February, March, April, May, November, December
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Avoid Poor OK Good Excellent Peak

Shoulder season: January, November, good weather with typically fewer crowds and lower prices.

Weather and crowds

MonthAvg highAvg lowWet daysCrowds
January24°C / 75°F17°C / 63°F10Moderate
February26°C / 78°F19°C / 67°F10Moderate
March27°C / 80°F20°C / 68°F11Busy
April28°C / 82°F21°C / 71°F13Busy
May30°C / 85°F23°C / 74°F16Moderate
June30°C / 85°F24°C / 76°F24Moderate
July31°C / 88°F26°C / 78°F22Busy
August32°C / 89°F26°C / 78°F25Moderate
September30°C / 87°F25°C / 76°F25Quiet
October29°C / 84°F23°C / 74°F19Moderate
November27°C / 80°F21°C / 70°F11Moderate
December25°C / 78°F19°C / 67°F12Busy

Weather: averages of recent years from Open-Meteo historical data (CC BY 4.0). Crowds: estimated from the seasons and holiday periods, not measured.

How long to stay

8–11 days is the sweet spot.

Flight time

About 2.5h from the US East Coast, 9h from Europe, 17.5h from South Asia.

Good to know

  • Fly into Miami the day before; a delayed flight on sailing day can mean missing the ship.
  • US citizens on a closed-loop cruise can travel with a birth certificate and government photo ID, but a passport is far easier if you need to fly home from a port.
  • Book popular shore excursions like snorkelling trips early, or arrange them locally for less.
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