November 2026 All Caribbean Cruises

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14 Night Caribbean Cruise from New York, NY
14 Night Caribbean Cruise from New York, NY
Cunard Line Queen Mary 2
Departure Port: New York, NY
OCG Class
Premium
Cruises to: Tortola; St. Maarten; Barbados; St. Lucia; Dominica; Nueva York
DepartingInteriorOceanviewBalconySuite
Dec 19, 2026Contact cruise line for pricing & availability
14 Night Caribbean Cruise from New York, NY
14 Night Caribbean Cruise from New York, NY
Cunard Line Queen Mary 2
Departure Port: New York, NY
OCG Class
Premium
Cruises to: ROAD TOWN, TORTOLA; PHILIPSBURG, ST MAARTEN; BRIDGETOWN, BARBADOS; CASTRIES, ST LUCIA; ROSEAU, DOMINICA; BASSETERRE, ST KITTS; NEW YORK, NY, USA
DepartingInteriorOceanviewBalconySuite
Dec 19, 2026$1,279$1,909$1,999$8,979
14 Night Caribbean Cruise from New York, NY
14 Night Caribbean Cruise from New York, NY
Cunard Line Queen Mary 2
Departure Port: New York, NY
OCG Class
Premium
Cruises to: Amber Cove; Tortola; Dominica; Barbados; St. Lucia; Nueva York
DepartingInteriorOceanviewBalconySuite
Dec 20, 2026Contact cruise line for pricing & availability
14 Night Caribbean Cruise from Port Canaveral, FL
14 Night Caribbean Cruise from Port Canaveral, FL
Carnival Cruise Line Carnival Venezia
Departure Port: Port Canaveral, FL
OCG Class
Mainstream
Cruises to: St. Thomas, Usvi (dock); Antigua (dock); Dominica (dock); Barbados (dock); St. Maarten, Na (dock); St. Kitts, Wi (dock); San Juan, Puerto Rico (dock) more ...
DepartingInteriorOceanviewBalconySuite
Nov 29, 2026$515--$5,679
14 Night Caribbean Cruise from San Juan, Puerto Rico
14 Night Caribbean Cruise from San Juan, Puerto Rico
Princess Cruises Crown Princess
Departure Port: San Juan, Puerto Rico
OCG Class
Mainstream
Cruises to: St. Thomas; St. Maarten; Antigua; St. Lucia; Barbados; San Juan de Puerto Rico; St. Thomas more ...
DepartingInteriorOceanviewBalconySuite
Dec 27, 2026Contact cruise line for pricing & availability
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
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 St John's, Antigua, Antigua and Barbuda
14 Night Caribbean Cruise from St John's, Antigua, Antigua and Barbuda
P&O Cruises Arvia
Departure Port: St John's, Antigua, Antigua and Barbuda
OCG Class
Mainstream
Cruises to: ANTIGUA, ANTIGUA AND BARBUDA; CASTRIES, SAINT LUCIA; BRIDGETOWN, BARBADOS; BRIDGETOWN, BARBADOS; FORT DE FRANCE, MARTINIQUE; BASSETERRE, SAINT KITTS AND NEVIS; ST MAARTEN, SAINT MAARTEN more ...
DepartingInteriorOceanviewBalconySuite
Nov 14, 2026Contact cruise line for pricing & availability
Nov 28, 2026Contact cruise line for pricing & availability