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Windstar Cruises · Wind Surf

7-Night Caribbean on Wind Surf, Jan 16, 2027

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

Ports of call

  1. Leaves Philipsburg (Sint Maarten)
  2. Road Bay (Anguilla)
  3. Jost Van Dyke (British Virgin Islands)
  4. Sopers Hole (British Virgin Islands)
  5. Jost Van Dyke (British Virgin Islands)
  6. Virgin Gorda (British Virgin Islands)
  7. Gustavia (Saint Barthélemy)
  8. Falmouth Harbour (Antigua and Barbuda)
  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, Jan 16, 2027 from Philipsburg (Sint Maarten)
Returns
Sat, Jan 23, 2027
Length
7 nights
Listed under
Caribbean

Other last minute Windstar cruises around these dates

  1. 17-Night MediterraneanWindstar · Star Explorer · Jan 15 from Barcelona (Spain)$2,8477 nights
  2. 27-Night CaribbeanWindstar · Wind Surf · Jan 9 from Philipsburg (Sint Maarten)$2,9227 nights
  3. 37-Night CaribbeanWindstar · Wind Surf · Jan 23 from Philipsburg (Sint Maarten)$3,4827 nights
  4. 47-Night CaribbeanWindstar · Star Pride · Jan 10 from San Juan (Puerto Rico)$3,7037 nights
  5. 57-Night Costa RicaWindstar · Star Legend · Jan 19 from Colon (Panama)$3,7677 nights

Other lines to the Caribbean around these dates

  1. 15-Night BahamasCarnival · Carnival Elation · Jan 18 from Jacksonville (Florida)$2195 nights
  2. 24-Night Bahamas & Perfect DayRoyal Caribbean · Brilliance of the Seas · Jan 11 from Fort Lauderdale (Port Everglades, Florida)$2384 nights
  3. 35-Night BahamasCarnival · Carnival Freedom · Jan 16 from Port Canaveral (Florida)$2595 nights
  4. 45-Night Caribbean GetawayRoyal Caribbean · Freedom of the Seas · Jan 9 from Miami (Florida)$2695 nights
  5. 53-Night Bahamas & Perfect DayRoyal Caribbean · Brilliance of the Seas · Jan 22 from Fort Lauderdale (Port Everglades, Florida)$2783 nights

More last minute deals

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