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Windstar Cruises · Wind Surf

7-Night Caribbean on Wind Surf, Jan 30, 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 30, 2027 from Philipsburg (Sint Maarten)
Returns
Sat, Feb 6, 2027
Length
7 nights
Listed under
Caribbean

Other last minute Windstar cruises around these dates

  1. 17-Night Costa RicaWindstar · Star Legend · Jan 26 from Puerto Caldera (Costa Rica)$2,8787 nights
  2. 27-Night Costa RicaWindstar · Star Legend · Feb 2 from Colon (Panama)$3,2287 nights
  3. 37-Night CaribbeanWindstar · Wind Surf · Jan 23 from Philipsburg (Sint Maarten)$3,4827 nights
  4. 48-Night MediterraneanWindstar · Star Explorer · Jan 30 from Venice (Italy)$3,6198 nights
  5. 58-Night Costa RicaWindstar · Wind Star · Jan 31 from Colon (Panama)$3,9708 nights

Other lines to the Caribbean around these dates

  1. 15-Night BahamasCarnival · Carnival Sunrise · Feb 6 from Miami (Florida)$2305 nights
  2. 25-Night BahamasCarnival · Carnival Sunrise · Feb 1 from Miami (Florida)$2555 nights
  3. 36-Night Caribbean, EasternMSC · MSC Meraviglia · Jan 24 from Miami (Florida)$2586 nights
  4. 45-Night BahamasCarnival · Carnival Elation · Feb 1 from Jacksonville (Florida)$2695 nights
  5. 55-Night BahamasCarnival · Carnival Sunrise · Jan 27 from Miami (Florida)$2745 nights

More last minute deals

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