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Windstar Cruises · Star Pride

14-Night Caribbean on Star Pride, Dec 13, 2026

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

Ports of call

  1. Leaves San Juan (Puerto Rico)
  2. Cruz Bay (U.S. Virgin Islands)
  3. Gustavia (Saint Barthélemy)
  4. Port of Basseterre (St. Kitts and Nevis)
  5. Philipsburg (Sint Maarten)
  6. Jost Van Dyke (British Virgin Islands)
  7. Virgin Gorda (British Virgin Islands)
  8. St. Georges (Grenada)
  9. Bequia (St. Vincent and the Grenadines)
  10. Mayreau (St. Vincent and the Grenadines)
  11. Deshaies (Guadeloupe)
  12. Marmaris (Turkey)
  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 13, 2026 from San Juan (Puerto Rico)
Returns
Sun, Dec 27, 2026
Length
14 nights
Listed under
Caribbean, Mediterranean
On board for
Christmas Day

Other last minute Windstar cruises around these dates

  1. 17-Night TahitiWindstar · Star Breeze · Dec 10 from Papeete (French Polynesia)$2,9567 nights
  2. 27-Night CaribbeanWindstar · Star Pride · Dec 6 from San Juan (Puerto Rico)$3,0067 nights
  3. 38-Night Costa RicaWindstar · Star Legend · Dec 12 from Port of Oranjestad (Aruba)$3,2468 nights
  4. 47-Night CaribbeanWindstar · Wind Surf · Dec 19 from Philipsburg (Sint Maarten)$3,2677 nights
  5. 57-Night Costa RicaWindstar · Wind Star · Dec 12 from Puerto Caldera (Costa Rica)$3,5207 nights

Other lines to the Caribbean around these dates

  1. 15-Night BahamasNorwegian (NCL) · Norwegian Getaway · Dec 9 from Port Canaveral (Florida)$2495 nights
  2. 26-Night Caribbean, EasternMSC · MSC Meraviglia · Dec 13 from Miami (Florida)$2696 nights
  3. 35-Night Western CaribbeanRoyal Caribbean · Freedom of the Seas · Dec 12 from Miami (Florida)$2705 nights
  4. 45-Night BahamasCarnival · Carnival Sunrise · Dec 12 from Miami (Florida)$2775 nights
  5. 54-Night Bahamas & Perfect DayRoyal Caribbean · Oasis of the Seas · Dec 14 from Fort Lauderdale (Port Everglades, Florida)$2784 nights

More last minute deals

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