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Windstar Cruises · Wind Surf

7-Night Caribbean on Wind Surf, Jan 2, 2027

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

Ports of call

  1. Leaves Philipsburg (Sint Maarten)
  2. Falmouth Harbour (Antigua and Barbuda)
  3. Road Bay (Anguilla)
  4. Sopers Hole (British Virgin Islands)
  5. Jost Van Dyke (British Virgin Islands)
  6. Virgin Gorda (British Virgin Islands)
  7. Gustavia (Saint Barthélemy)
  8. 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, Jan 2, 2027 from Philipsburg (Sint Maarten)
Returns
Sat, Jan 9, 2027
Length
7 nights
Listed under
Caribbean

Other last minute Windstar cruises around these dates

  1. 17-Night CaribbeanWindstar · Star Pride · Jan 3 from San Juan (Puerto Rico)$2,9017 nights
  2. 27-Night CaribbeanWindstar · Wind Surf · Jan 9 from Philipsburg (Sint Maarten)$2,9227 nights
  3. 38-Night Costa RicaWindstar · Star Legend · Dec 28 from Puerto Caldera (Costa Rica)$3,2388 nights
  4. 47-Night Costa RicaWindstar · Star Legend · Jan 5 from Colon (Panama)$3,4877 nights
  5. 57-Night TahitiWindstar · Star Breeze · Jan 7 from Papeete (French Polynesia)$3,4957 nights

Other lines to the Caribbean around these dates

  1. 15-Night Caribbean GetawayRoyal Caribbean · Freedom of the Seas · Jan 9 from Miami (Florida)$2695 nights
  2. 25-Night BahamasCarnival · Carnival Sunrise · Jan 4 from Miami (Florida)$2855 nights
  3. 34-Night BahamasCarnival · Carnival Freedom · Jan 7 from Port Canaveral (Florida)$2864 nights
  4. 45-Night Western CaribbeanCarnival · Carnival Valor · Jan 9 from New Orleans (Louisiana)$3085 nights
  5. 57-Night Caribbean, EasternMSC · MSC Grandiosa · Jan 2 from Port Canaveral (Florida)$3097 nights

More last minute deals

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