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November 2026 Cruises
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San Juan, Puerto Rico
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Showing 61 - 70 of 77 Cruises
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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
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
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
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: 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 Southern Caribbean Cruise from San Juan, Puerto Rico
Princess Cruises Crown Princess
Departure Port:
San Juan, Puerto Rico
OCG Class
Mainstream
Cruises to: ST. THOMAS, VIRGIN ISLANDS; ST. MAARTEN; ANTIGUA; ST. LUCIA; BARBADOS; SAN JUAN, PUERTO RICO; ST. THOMAS, VIRGIN ISLANDS
more ...
Departing
Interior
Oceanview
Balcony
Suite
Dec 27, 2026
$2,300
$2,320
$3,300
$4,590
Add to Compare
14 Night Western Caribbean Cruise from San Juan, Puerto Rico
Explora Journeys EXPLORA III
Departure Port:
San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: Tortola/Road Town; Basseterre; Gustavia; Gustavia; Miami; Providenciales; Puerto Plata, Dominican Republic
more ...
Departing
Interior
Oceanview
Balcony
Suite
Nov 1, 2026
-
-
-
$12,325
Add to Compare
14 Night Western Caribbean Cruise from San Juan, Puerto Rico
Explora Journeys EXPLORA III
Departure Port:
San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: St. John's (Antigua); Frederiksted, Saint Croix; Puerto Plata, Dominican Republic; Miami; St. John's (Antigua); Terre-de-Haut; St. Maarten/Philipsburg
more ...
Departing
Interior
Oceanview
Balcony
Suite
Nov 15, 2026
-
-
-
$9,040
Add to Compare
14 Night Western Caribbean Cruise from San Juan, Puerto Rico
Explora Journeys EXPLORA III
Departure Port:
San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: Tortola/Road Town; Basseterre; Gustavia; Grand Turk; Miami; St. John's (Antigua); Terre-de-Haut
more ...
Departing
Interior
Oceanview
Balcony
Suite
Nov 29, 2026
-
-
-
$9,600
Add to Compare
14 Night Mediterranean Cruise from San Juan, Puerto Rico
Silversea Silver Shadow
Departure Port:
San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: Castries; Fort-de-france; San Juan; San Juan; St John; St. Kitts; Les Saintes
more ...
Departing
Interior
Oceanview
Balcony
Suite
Dec 20, 2026
-
-
-
$8,600
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