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Windstar Cruises · Star Pride

14-Night Caribbean on Star Pride, Dec 6, 2026

14 nights, round trip from San Juan (Puerto Rico). Leaves , back.

Ports of call

  1. Leaves San Juan (Puerto Rico)
  2. St. Georges (Grenada)
  3. Bequia (St. Vincent and the Grenadines)
  4. Mayreau (St. Vincent and the Grenadines)
  5. Deshaies (Guadeloupe)
  6. Marmaris (Turkey)
  7. Cruz Bay (U.S. Virgin Islands)
  8. Gustavia (Saint Barthélemy)
  9. Port of Basseterre (St. Kitts and Nevis)
  10. Philipsburg (Sint Maarten)
  11. Jost Van Dyke (British Virgin Islands)
  12. Virgin Gorda (British Virgin Islands)
  13. Returns to San Juan (Puerto Rico)

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
Star Pride
Leaves
Sun, Dec 6, 2026 from San Juan (Puerto Rico)
Returns
Sun, Dec 20, 2026
Length
14 nights
Listed under
Caribbean, Mediterranean

Other last minute Windstar cruises around these dates

  1. 17-Night TahitiWindstar · Star Breeze · Dec 3 from Papeete (French Polynesia)$2,6767 nights
  2. 27-Night TahitiWindstar · Star Breeze · Dec 10 from Papeete (French Polynesia)$2,9567 nights
  3. 37-Night CaribbeanWindstar · Star Pride · Dec 6 from San Juan (Puerto Rico)$3,0067 nights
  4. 48-Night Costa RicaWindstar · Star Legend · Dec 12 from Port of Oranjestad (Aruba)$3,2468 nights
  5. 58-Night CaribbeanWindstar · Star Legend · Dec 4 from Bridgetown (Barbados)$3,3498 nights

Other lines to the Caribbean around these dates

  1. 14-Night Bahamas & Perfect DayRoyal Caribbean · Brilliance of the Seas · Nov 30 from Fort Lauderdale (Port Everglades, Florida)$1794 nights
  2. 24-Night Bahamas & Perfect DayRoyal Caribbean · Oasis of the Seas · Nov 30 from Fort Lauderdale (Port Everglades, Florida)$2294 nights
  3. 35-Night BahamasNorwegian (NCL) · Norwegian Getaway · Dec 4 from Port Canaveral (Florida)$2395 nights
  4. 46-Night Caribbean, EasternMSC · MSC Meraviglia · Nov 29 from Miami (Florida)$2496 nights
  5. 55-Night BahamasNorwegian (NCL) · Norwegian Getaway · Dec 9 from Port Canaveral (Florida)$2495 nights

More last minute deals

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