Windstar Cruises Cruises

New Search for Cruises

Filter and Sort Clear Filters

Showing 251 - 260 of 339 Cruises
14 Night Caribbean Cruise from San Juan, Puerto Rico
14 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises 3tar Legend
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: PHILIPSBURG, ST. MAARTEN; GUSTAVIA, ST. BARTHELEMY; BASSETERRE, ST. KITTS; SAN JUAN; SAN JUAN; ST. GEORGE'S, GRENADA; BEQUIA more ...
DepartingInteriorOceanviewBalconySuite
Jan 17, 2028-$3,622$5,078$8,410
14 Night Caribbean Cruise from San Juan, Puerto Rico
14 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises 3tar Legend
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: GUSTAVIA, ST. BARTHELEMY; BASSETERRE, ST. KITTS; PHILIPSBURG, ST. MAARTEN; SAN JUAN; SAN JUAN; ST. GEORGE'S, GRENADA; BEQUIA more ...
DepartingInteriorOceanviewBalconySuite
Jan 3, 2028-$3,622$5,078$8,410
14 Night Caribbean Cruise from San Juan, Puerto Rico
14 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Pride
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: GUSTAVIA, ST. BARTHELEMY; BASSETERRE, ST. KITTS; PHILIPSBURG, ST. MAARTEN; SAN JUAN; SAN JUAN; ST. GEORGE'S, GRENADA; BEQUIA more ...
DepartingInteriorOceanviewBalconySuite
Dec 13, 2026-$3,712$5,196$6,624
14 Night Caribbean Cruise from San Juan, Puerto Rico
14 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Pride
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: ST. GEORGE'S, GRENADA; BEQUIA; MARIGOT BAY; SAN JUAN; SAN JUAN; BASSETERRE, ST. KITTS; GUSTAVIA, ST. BARTHELEMY more ...
DepartingInteriorOceanviewBalconySuite
Jan 3, 2027-$3,286$5,196$6,624
14 Night Caribbean Cruise from San Juan, Puerto Rico
14 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Pride
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: BASSETERRE, ST. KITTS; GUSTAVIA, ST. BARTHELEMY; PHILIPSBURG, ST. MAARTEN; SAN JUAN; SAN JUAN; ST. GEORGE'S, GRENADA; BEQUIA more ...
DepartingInteriorOceanviewBalconySuite
Nov 15, 2026-$5,280$6,456$8,612
14 Night Caribbean Cruise from San Juan, Puerto Rico
14 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Pride
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: ST. GEORGE'S, GRENADA; BEQUIA; MARIGOT BAY; SAN JUAN; SAN JUAN; GUSTAVIA, ST. BARTHELEMY; BASSETERRE, ST. KITTS more ...
DepartingInteriorOceanviewBalconySuite
Dec 6, 2026-$3,286$5,196$6,624
14 Night Caribbean Cruise from San Juan, Puerto Rico
14 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Pride
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: ST. GEORGE'S, GRENADA; BEQUIA; MARIGOT BAY; SAN JUAN; SAN JUAN; BASSETERRE, ST. KITTS; GUSTAVIA, ST. BARTHELEMY more ...
DepartingInteriorOceanviewBalconySuite
Nov 8, 2026-$3,286$5,196$6,624
Mar 13, 2028-$3,286$5,470$8,802
14 Night Mediterranean Cruise from Civitavecchia, Italy
14 Night Mediterranean Cruise from Civitavecchia, Italy
Windstar Cruises Wind Spirit
Departure Port: Civitavecchia, Italy
OCG Class
Luxury
Cruises to: BASTIA; CALVI; ALGHERO; MAHON; BARCELONA; BARCELONA; PALMA DE MALLORCA more ...
DepartingInteriorOceanviewBalconySuite
Aug 6, 2026Contact cruise line for pricing & availability
14 Night Mediterranean Cruise from Civitavecchia, Italy
14 Night Mediterranean Cruise from Civitavecchia, Italy
Windstar Cruises Wind Spirit
Departure Port: Civitavecchia, Italy
OCG Class
Luxury
Cruises to: LIPARI; PORTO CERVO; PORTO VECCHIO; CIVITAVECCHIA, ROME; CIVITAVECCHIA, ROME; BASTIA; AJACCIO more ...
DepartingInteriorOceanviewBalconySuite
Jul 16, 2026Contact cruise line for pricing & availability
14 Night Mediterranean Cruise from Dubrovnik, Croatia
14 Night Mediterranean Cruise from Dubrovnik, Croatia
Windstar Cruises Wind Spirit
Departure Port: Dubrovnik, Croatia
OCG Class
Luxury
Cruises to: HVAR; KORCULA; OPATIJA; VENICE; VENICE; PIRAN; RAVENNA more ...
DepartingInteriorOceanviewBalconySuite
Sep 14, 2027-$6,115-$11,211

JDS Travel News JDS Viewpoints JDS Africa/MI