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Windstar Cruises · Star Pride

14-Night Caribbean on Star Pride, Jan 3, 2027

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. Port of Basseterre (St. Kitts and Nevis)
  9. Gustavia (Saint Barthélemy)
  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, Jan 3, 2027 from San Juan (Puerto Rico)
Returns
Sun, Jan 17, 2027
Length
14 nights
Listed under
Caribbean, Mediterranean

Other last minute Windstar cruises around these dates

  1. 17-Night CaribbeanWindstar · Wind Surf · Jan 2 from Philipsburg (Sint Maarten)$2,6587 nights
  2. 27-Night CaribbeanWindstar · Star Pride · Jan 3 from San Juan (Puerto Rico)$2,9017 nights
  3. 37-Night CaribbeanWindstar · Wind Surf · Jan 9 from Philipsburg (Sint Maarten)$2,9227 nights
  4. 48-Night Costa RicaWindstar · Star Legend · Dec 28 from Puerto Caldera (Costa Rica)$3,2388 nights
  5. 57-Night Costa RicaWindstar · Star Legend · Jan 5 from Colon (Panama)$3,4877 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. 24-Night Western CaribbeanRoyal Caribbean · Allure of the Seas · Jan 10 from Miami (Florida)$2834 nights
  3. 35-Night BahamasCarnival · Carnival Sunrise · Jan 4 from Miami (Florida)$2855 nights
  4. 44-Night BahamasCarnival · Carnival Freedom · Jan 7 from Port Canaveral (Florida)$2864 nights
  5. 56-Night Caribbean, EasternMSC · MSC Meraviglia · Jan 10 from Miami (Florida)$2986 nights

More last minute deals

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