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Windstar Cruises Cruises
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San Juan, Puerto Rico
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Showing 11 - 20 of 20 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: PHILIPSBURG, ST. MAARTEN; GUSTAVIA, ST. BARTHELEMY; BASSETERRE, ST. KITTS; SAN JUAN; SAN JUAN; ST. GEORGE'S, GRENADA; BEQUIA
more ...
Departing
Interior
Oceanview
Balcony
Suite
Jan 17, 2028
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; GUSTAVIA, ST. BARTHELEMY; BASSETERRE, ST. KITTS
more ...
Departing
Interior
Oceanview
Balcony
Suite
Dec 6, 2026
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
Contact cruise line for pricing & availability
Mar 13, 2028
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
Contact cruise line for pricing & availability
Mar 13, 2028
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
Contact cruise line for pricing & availability
Mar 13, 2028
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
Contact cruise line for pricing & availability
Mar 13, 2028
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: GUSTAVIA, ST. BARTHELEMY; BASSETERRE, ST. KITTS; PHILIPSBURG, ST. MAARTEN; SAN JUAN; SAN JUAN; ST. GEORGE'S, GRENADA; BEQUIA
more ...
Departing
Interior
Oceanview
Balcony
Suite
Dec 13, 2026
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
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: 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
Contact cruise line for pricing & availability
Add to Compare
16 Night Transatlantic Cruise from San Juan, Puerto Rico
Windstar Cruises Star Pride
Departure Port:
San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: LISBON; BREST
Departing
Interior
Oceanview
Balcony
Suite
Apr 3, 2028
Contact cruise line for pricing & availability
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