Transatlantic crossing · 15 nights

Lisbon to Philipsburg

Wind Surf · Windstar CruisesFri 5 Nov – Sat 20 Nov 20275 Nov – 20 Nov 2027

Nights: 15
Ports of call: 2
Port to port: 3,057 nm
From: $172 / night

Day by day

Day 1Fri 5 Nov Lisbon, PortugalBoard the ship, departs 5:00 pm
Day 2Sat 6 Nov At seaOne day at sea, bound for Funchal
Day 3Sun 7 Nov Funchal, Madeira, PortugalArrives 8:00 am, departs 3:00 pm
Day 4Mon 8 Nov At seaOne day at sea, bound for Jost Van Dyke
Day 5Tue 9 Nov Jost Van Dyke, British Virgin IslandsArrives 8:00 am, departs 6:00 pm
Day 6Wed 10 Nov Philipsburg, St. MaartenArrives 6:00 am to disembark

Fares

Fares from, per person$2,580

By cabinPer person, cruise fare only
Ocean view	$2,580	$172 / night
Suite	$4,380	$292 / night

from$2,580

Check availability on Cruisebound

Cruise fare only; taxes and port fees are added at booking. Prices last checked 22 Oct 2026. Prices and availability come from Cruisebound and can change. We may earn a commission if you book.

Wind Surf

Sailing with Windstar Cruises.

Sailing Ship
Relaxed Atmosphere
Intimate Experience
Adults only

Day by day

Wind Surf

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