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Windstar Cruises Cruises
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Showing 261 - 270 of 349 Cruises
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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 ...
Departing
Interior
Oceanview
Balcony
Suite
Jan 3, 2028
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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
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Departing
Interior
Oceanview
Balcony
Suite
Dec 13, 2026
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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 ...
Departing
Interior
Oceanview
Balcony
Suite
Dec 6, 2026
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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 ...
Departing
Interior
Oceanview
Balcony
Suite
Nov 15, 2026
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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 ...
Departing
Interior
Oceanview
Balcony
Suite
Jan 3, 2027
Contact cruise line for pricing & availability
Add to Compare
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 ...
Departing
Interior
Oceanview
Balcony
Suite
Nov 8, 2026
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Mar 13, 2028
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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 ...
Departing
Interior
Oceanview
Balcony
Suite
Aug 6, 2026
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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 ...
Departing
Interior
Oceanview
Balcony
Suite
Jul 16, 2026
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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 ...
Departing
Interior
Oceanview
Balcony
Suite
Sep 14, 2027
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14 Night Mediterranean Cruise from Malaga, Spain
Windstar Cruises Wind Spirit
Departure Port:
Malaga, Spain
OCG Class
Luxury
Cruises to: TANGIER; CARTAGENA, SPAIN; VALENCIA; PALMA DE MALLORCA; TARRAGONA (BARCELONA); BARCELONA; BARCELONA
more ...
Departing
Interior
Oceanview
Balcony
Suite
Mar 14, 2027
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$4,228
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