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DateShipItineraryPrice from
2026 Jan 11Windstar Cruises Cruises cruise lineWind Surf 14 days, one-way from Philipsburg St Maarten to Bridgetown $6399
2026 Jan 18Windstar Cruises Cruises cruise lineWind Surf 7 days, round-trip Jewels of the Windward Islands $3399
2026 Jan 18Windstar Cruises Cruises cruise lineWind Surf 14 days, one-way from Bridgetown to Oranjestad Aruba $6699
2026 Jan 25Windstar Cruises Cruises cruise lineWind Surf 7 days, one-way from Bridgetown to Oranjestad Aruba $3599
2026 Jan 25Windstar Cruises Cruises cruise lineWind Surf 15 days, one-way from Bridgetown to Colon $6699
2026 Feb 01Windstar Cruises Cruises cruise lineWind Surf 8 days, one-way from Oranjestad Aruba to Colon $3399
2026 Feb 01Windstar Cruises Cruises cruise lineWind Surf 16 days, one-way from Oranjestad Aruba to Cozumel $5299
2026 Feb 09Windstar Cruises Cruises cruise lineWind Surf 8 days, one-way from Colon to Cozumel $3399
2026 Feb 09Windstar Cruises Cruises cruise lineWind Surf 19 days, one-way from Colon to Philipsburg St Maarten $6199
2026 Feb 17Windstar Cruises Cruises cruise lineWind Surf 11 days, one-way from Cozumel to Philipsburg St Maarten $4399
2026 Feb 17Windstar Cruises Cruises cruise lineWind Surf 18 days, one-way from Cozumel to Philipsburg St Maarten $6799
2026 Feb 28Windstar Cruises Cruises cruise lineWind Surf 7 days, round-trip Classic Caribbean $3599
2026 Feb 28Windstar Cruises Cruises cruise lineWind Surf 14 days, round-trip Star Collector Caribbean Explorations $5999
2026 Mar 07Windstar Cruises Cruises cruise lineWind Surf 7 days, round-trip Beach Fun Sun A Remote Caribbean Getaway $3399
2026 Mar 14Windstar Cruises Cruises cruise lineWind Surf 7 days, round-trip James Beard Foundation Beach Fun Sun A Remote Caribbean Getaway $3299
Displaying 16-30 of 144 result(s)