December 2026 Cruises

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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. Maarten; Martinica; St. Lucia; Barbados; San Juan de Puerto Rico; St. Thomas; St. Maarten more ...
DepartingInteriorOceanviewBalconySuite
Jan 17, 2027Contact 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: 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: 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; GUSTAVIA, ST. BARTHELEMY; BASSETERRE, ST. KITTS more ...
DepartingInteriorOceanviewBalconySuite
Dec 6, 2026-$3,286$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; DOMINICA, DOMINICA; CASTRIES, SAINT LUCIA; BRIDGETOWN, BARBADOS; BRIDGETOWN, BARBADOS; FORT DE FRANCE, MARTINIQUE; BASSETERRE, SAINT KITTS AND NEVIS more ...
DepartingInteriorOceanviewBalconySuite
Dec 26, 2026Contact cruise line for pricing & availability
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
Jan 9, 2027Contact cruise line for pricing & availability
Jan 23, 2027Contact cruise line for pricing & availability
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
Dec 12, 2026Contact cruise line for pricing & availability
14 Night Caribbean Cruise from West Palm Beach, FL
14 Night Caribbean Cruise from West Palm Beach, FL
Viking Ocean Viking Mars
Departure Port: West Palm Beach, FL
OCG Class
Specialty
Cruises to: Montego Bay; Cartagena; Colon; Belize City; Cozumel; Ft. Lauderdale,Florida
DepartingInteriorOceanviewBalconySuite
Dec 27, 2026--$6,299-
14 Night Eastern Caribbean Cruise from Bridgetown, Barbados
14 Night Eastern Caribbean Cruise from Bridgetown, Barbados
Seabourn Seabourn Ovation
Departure Port: Bridgetown, Barbados
OCG Class
Luxury
Cruises to: CASTRIES, SAINT LUCIA; ST. JOHNS, ANTIGUA AND BARBUDA; CARAMBOLA BEACH, SAINT KITTS AND NEVIS; PHILIPSBURG, SINT MAARTEN; SOPERS HOLE (FRENCHMANS CAY), BVI; CARAMBOLA BEACH, SAINT KITTS AND NEVIS; TROIS ILETS, MARTINIQUE more ...
DepartingInteriorOceanviewBalconySuite
Dec 19, 2026---$7,144
Jan 9, 2027---$8,744
Jan 23, 2027---$8,044
14 Night Eastern Caribbean Cruise from Fort Lauderdale, FL
14 Night Eastern Caribbean Cruise from Fort Lauderdale, FL
Holland America Line Eurodam
Departure Port: Fort Lauderdale, FL
OCG Class
Premium
Cruises to: NASSAU, BAHAMAS; GRAND TURK, TURKS AND CAICOS; AMBER COVE, DOMINICAN REPUBLIC; RELAXAWAY HALF MOON CAY, BAHAMAS; FORT LAUDERDALE, FLORIDA, US; GRAND TURK, TURKS AND CAICOS; SAN JUAN, PUERTO RICO more ...
DepartingInteriorOceanviewBalconySuite
Dec 12, 2026$589$719$1,219$2,429
Jan 23, 2027$699$879$1,419$2,859