15-Night Cruise on Wind SurfOcean Crossing - Weather

Join Windstar Cruises's Wind Surf for a 15-night voyage on the Ocean Crossing route, setting out from Philipsburg, St. Maarten on March 27, 2027. It's a classic Caribbean cruise. Travelers sailing in March can generally expect warm, sunny weather with gentle trade winds. Ports of call include Philipsburg, St. Maarten, Funchal, Madeira, Porto Santo, Portugal, with 1 more along the way. The forecasts below break the weather down port by port.

1. Day 1 — Saturday, Mar 27, 2027 — Philipsburg, St. Maarten

   Philipsburg, St. Maarten is a scheduled port of call on day 1 of the 15-night Ocean Crossing cruise on Wind Surf. Expected weather: partially cloudy with highs near 78°F.

2. Day 2 — Wednesday, Apr 7, 2027 — Funchal, Madeira

   Funchal, Madeira is a scheduled port of call on day 2 of the 15-night Ocean Crossing cruise on Wind Surf. Expected weather: partially cloudy with highs near 70°F.

3. Day 3 — Thursday, Apr 8, 2027 — Porto Santo, Portugal

   Porto Santo, Portugal is a scheduled port of call on day 3 of the 15-night Ocean Crossing cruise on Wind Surf. Expected weather: partially cloudy with highs near 64°F.

4. Day 4 — Sunday, Apr 11, 2027 — Lisbon, Portugal

   Lisbon, Portugal is a scheduled port of call on day 4 of the 15-night Ocean Crossing cruise on Wind Surf. Expected weather: partially cloudy with highs near 65°F.