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Windstar Cruises · Star Pride

7-Night Caribbean on Star Pride, Dec 27, 2026

7 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. 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 27, 2026 from San Juan (Puerto Rico)
Returns
Sun, Jan 3, 2027
Length
7 nights
Listed under
Caribbean
On board for
New Year's Eve

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. 38-Night Costa RicaWindstar · Star Legend · Dec 28 from Puerto Caldera (Costa Rica)$3,2388 nights
  4. 47-Night Costa RicaWindstar · Wind Star · Jan 2 from Colon (Panama)$3,5207 nights
  5. 58-Night Costa RicaWindstar · Star Legend · Dec 20 from Balboa (Panama)$3,5518 nights

Other lines to the Caribbean around these dates

  1. 17-Night Caribbean, EasternMSC · MSC Grandiosa · Jan 2 from Port Canaveral (Florida)$3097 nights
  2. 25-Night BahamasCarnival · Carnival Freedom · Jan 2 from Port Canaveral (Florida)$3395 nights
  3. 37-Night Caribbean, WesternMSC · MSC Seascape · Jan 3 from Galveston (Texas)$3487 nights
  4. 47-Night Western CaribbeanCarnival · Carnival Venezia · Jan 3 from Port Canaveral (Florida)$3797 nights
  5. 55-Night Western CaribbeanRoyal Caribbean · Jewel of the Seas · Jan 2 from Tampa (Florida)$4005 nights

More last minute deals

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