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Windstar Cruises · Wind Surf

7-Night Caribbean on Wind Surf, Dec 19, 2026

7 nights, round trip from Philipsburg (Sint Maarten). Leaves , back.

Ports of call

  1. Leaves Philipsburg (Sint Maarten)
  2. Gustavia (Saint Barthélemy)
  3. Falmouth Harbour (Antigua and Barbuda)
  4. Road Bay (Anguilla)
  5. Jost Van Dyke (British Virgin Islands)
  6. Sopers Hole (British Virgin Islands)
  7. Jost Van Dyke (British Virgin Islands)
  8. Virgin Gorda (British Virgin Islands)
  9. Returns to Philipsburg (Sint Maarten)

From the sailing's own itinerary on Cruisebound. Lines can change ports, so check them before you book.

The sailing

Cruise line
Windstar Cruises
Ship
Wind Surf
Leaves
Sat, Dec 19, 2026 from Philipsburg (Sint Maarten)
Returns
Sat, Dec 26, 2026
Length
7 nights
Listed under
Caribbean
On board for
Christmas Day

Other last minute Windstar cruises around these dates

  1. 18-Night Costa RicaWindstar · Star Legend · Dec 12 from Port of Oranjestad (Aruba)$3,2468 nights
  2. 27-Night Costa RicaWindstar · Wind Star · Dec 12 from Puerto Caldera (Costa Rica)$3,5207 nights
  3. 38-Night Costa RicaWindstar · Star Legend · Dec 20 from Balboa (Panama)$3,5518 nights
  4. 47-Night CaribbeanWindstar · Star Pride · Dec 13 from San Juan (Puerto Rico)$3,6337 nights
  5. 57-Night CaribbeanWindstar · Star Pride · Dec 20 from San Juan (Puerto Rico)$3,8467 nights

Other lines to the Caribbean around these dates

  1. 16-Night Caribbean, EasternMSC · MSC Meraviglia · Dec 13 from Miami (Florida)$2696 nights
  2. 25-Night Western CaribbeanRoyal Caribbean · Freedom of the Seas · Dec 12 from Miami (Florida)$2705 nights
  3. 35-Night BahamasCarnival · Carnival Sunrise · Dec 12 from Miami (Florida)$2775 nights
  4. 44-Night Bahamas & Perfect DayRoyal Caribbean · Oasis of the Seas · Dec 14 from Fort Lauderdale (Port Everglades, Florida)$2784 nights
  5. 57-Night Caribbean, WesternMSC · MSC Grandiosa · Dec 12 from Port Canaveral (Florida)$2897 nights

More last minute deals

Updated Nov 8, 2026, 5:52 a.m. ET.1 daily reading of this sailing's fare so far.