January 2026 Cruises

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Showing 21 - 30 of 71 Cruises
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Seeker
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: Bequia; Soufriere; Marigot, St. Martin; San Juan
DepartingInteriorOceanviewBalconySuite
Jan 30, 2026-$3,299-$3,599
Feb 13, 2026-$3,299-$3,599
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Seeker
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: Philipsburg, St. Maarten; Soufriere; Bequia; San Juan
DepartingInteriorOceanviewBalconySuite
Feb 27, 2026-$3,099-$3,399
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Seeker
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: Basseterre; Gustavia; Philipsburg, St. Maarten; San Juan
DepartingInteriorOceanviewBalconySuite
Jan 23, 2026-$3,299-$3,599
Feb 6, 2026-$3,299-$3,799
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Seeker
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: Basseterre; Philipsburg, St. Maarten; Gustavia; San Juan
DepartingInteriorOceanviewBalconySuite
Feb 20, 2026-$3,099-$3,399
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
Princess Cruises Grand Princess
Departure Port: San Juan, Puerto Rico
OCG Class
Mainstream
Cruises to: ST. KITTS; ST. LUCIA; GRENADA; BARBADOS; SAN JUAN, PUERTO RICO
DepartingInteriorOceanviewBalconySuite
Jan 4, 2026$389$489$689$1,029
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
Princess Cruises Grand Princess
Departure Port: San Juan, Puerto Rico
OCG Class
Mainstream
Cruises to: ST. THOMAS, VIRGIN ISLANDS; ST. MAARTEN; ANTIGUA; DOMINICA; BARBADOS; SAN JUAN, PUERTO RICO
DepartingInteriorOceanviewBalconySuite
Jan 18, 2026$279$357$719$1,019
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
Princess Cruises Grand Princess
Departure Port: San Juan, Puerto Rico
OCG Class
Mainstream
Cruises to: ST. THOMAS, VIRGIN ISLANDS; ST. MAARTEN; ANTIGUA; MARTINIQUE; BARBADOS; SAN JUAN, PUERTO RICO
DepartingInteriorOceanviewBalconySuite
Feb 22, 2026$313$390$713$973
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
Princess Cruises Grand Princess
Departure Port: San Juan, Puerto Rico
OCG Class
Mainstream
Cruises to: DOMINICA; ST. LUCIA; GRENADA; BARBADOS; SAN JUAN, PUERTO RICO
DepartingInteriorOceanviewBalconySuite
Feb 15, 2026$439$539$839$1,139
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
Princess Cruises Grand Princess
Departure Port: San Juan, Puerto Rico
OCG Class
Mainstream
Cruises to: ST. THOMAS, VIRGIN ISLANDS; ST. MAARTEN; ANTIGUA; BARBADOS; SAN JUAN, PUERTO RICO
DepartingInteriorOceanviewBalconySuite
Jan 11, 2026$309$392$859$1,019
Feb 8, 2026$313$390$713$1,013
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
Princess Cruises Grand Princess
Departure Port: San Juan, Puerto Rico
OCG Class
Mainstream
Cruises to: ST. THOMAS, VIRGIN ISLANDS; ST. MAARTEN; ANTIGUA; GUADELOUPE (POINT-A-PITRE); BARBADOS; SAN JUAN, PUERTO RICO
DepartingInteriorOceanviewBalconySuite
Jan 25, 2026$313$363$713$963

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