January 2026 All Caribbean Cruises

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Showing 1 - 10 of 1,586 Cruises
3 Night Caribbean Cruise from San Juan, Puerto Rico
3 Night Caribbean Cruise from San Juan, Puerto Rico
The Ritz-Carlton Yacht Collection Ilma
Departure Port: San Juan, Puerto Rico
OCG Class
Premium
Cruises to: San Juan
DepartingInteriorOceanviewBalconySuite
Feb 22, 2026---$3,200
3 Night Caribbean Cruise from San Juan, Puerto Rico
3 Night Caribbean Cruise from San Juan, Puerto Rico
The Ritz-Carlton Yacht Collection Ilma
Departure Port: San Juan, Puerto Rico
OCG Class
Premium
Cruises to: Gustavia; San Juan
DepartingInteriorOceanviewBalconySuite
Feb 1, 2026---$3,900
3 Night Caribbean Cruise from Santo Domingo, Dominican Republic
3 Night Caribbean Cruise from Santo Domingo, Dominican Republic
Costa Cruise Lines Costa Fascinosa
Departure Port: Santo Domingo, Dominican Republic
OCG Class
Mainstream
Cruises to: Catalina Island (Dominican Republic); Martinique (Antilles)
DepartingInteriorOceanviewBalconySuite
Jan 5, 2026$180$230$280-
4 Night Caribbean Cruise from Galveston, TX
4 Night Caribbean Cruise from Galveston, TX
Carnival Cruise Line Carnival Breeze
Departure Port: Galveston, TX
OCG Class
Mainstream
Cruises to: Cozumel, Mexico (dock); Galveston, Tx (dock)
DepartingInteriorOceanviewBalconySuite
Jan 8, 2026$211$241$321$1,179
Jan 22, 2026$181$231$321$919
Feb 5, 2026$331$501$551$1,471
Feb 19, 2026$221$301$431$1,561
4 Night Caribbean Cruise from Galveston, TX
4 Night Caribbean Cruise from Galveston, TX
Carnival Cruise Line Carnival Legend
Departure Port: Galveston, TX
OCG Class
Mainstream
Cruises to: Cozumel, Mexico (dock); Galveston, Tx (dock)
DepartingInteriorOceanviewBalconySuite
Jan 15, 2026$261$261$361$1,031
Jan 29, 2026$231$261$321$1,156
Feb 26, 2026$231$321$371$1,121
4 Night Caribbean Cruise from Miami, FL
4 Night Caribbean Cruise from Miami, FL
Virgin Voyages Scarlet Lady
Departure Port: Miami, FL
OCG Class
Premium
Cruises to: Key West, Florida; The Beach Club At Bimini; Miami, Florida
DepartingInteriorOceanviewBalconySuite
Jan 7, 2026-$596$756$1,836
Jan 21, 2026-$716$876$1,876
Feb 4, 2026-$716$876$1,796
Feb 18, 2026-$756$876$1,836
4 Night Caribbean Cruise from Miami, FL
4 Night Caribbean Cruise from Miami, FL
Virgin Voyages Scarlet Lady
Departure Port: Miami, FL
OCG Class
Premium
Cruises to: Key West; Miami
DepartingInteriorOceanviewBalconySuite
Jan 7, 2026Contact cruise line for pricing & availability
Jan 21, 2026Contact cruise line for pricing & availability
Feb 4, 2026Contact cruise line for pricing & availability
Feb 18, 2026Contact cruise line for pricing & availability
4 Night Caribbean Cruise from New Orleans, LA
4 Night Caribbean Cruise from New Orleans, LA
Carnival Cruise Line Carnival Valor
Departure Port: New Orleans, LA
OCG Class
Mainstream
Cruises to: Cozumel, Mexico (dock); New Orleans, La (dock)
DepartingInteriorOceanviewBalconySuite
Jan 15, 2026$219$269$484$1,258
Jan 29, 2026$150$210$365$1,051
Feb 12, 2026$244$350$645$1,410
Feb 26, 2026$225$275$470$1,193
4 Night Caribbean Cruise from San Juan, Puerto Rico
4 Night Caribbean Cruise from San Juan, Puerto Rico
The Ritz-Carlton Yacht Collection Evrima
Departure Port: San Juan, Puerto Rico
OCG Class
Premium
Cruises to: San Juan
DepartingInteriorOceanviewBalconySuite
Feb 26, 2026---$4,900
4 Night Caribbean Cruise from San Juan, Puerto Rico
4 Night Caribbean Cruise from San Juan, Puerto Rico
The Ritz-Carlton Yacht Collection Ilma
Departure Port: San Juan, Puerto Rico
OCG Class
Premium
Cruises to: Gustavia; San Juan
DepartingInteriorOceanviewBalconySuite
Feb 25, 2026---$4,200