January 2026 All Caribbean Cruises

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Showing 1 - 10 of 1,624 Cruises
3 Night Caribbean Cruise from San Juan, Puerto Rico
3 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: Gustavia; San Juan
DepartingInteriorOceanviewBalconySuite
Mar 12, 2026---$3,500
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 Western Caribbean Cruise from Bridgetown, Barbados
3 Night Western Caribbean Cruise from Bridgetown, Barbados
Explora Journeys Explora I
Departure Port: Bridgetown, Barbados
OCG Class
Luxury
Cruises to: Deshaies; San Juan
DepartingInteriorOceanviewBalconySuite
Feb 17, 2026Contact cruise line for pricing & availability
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
Mar 5, 2026$231$341$461$1,232
Mar 19, 2026$271$421$531$1,420
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
Feb 26, 2026$211$251$291$1,181
Mar 2, 2026$181$211$241$876
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
Feb 4, 2026-$820$1,020$3,396
Feb 18, 2026$676$756$876$3,396
Mar 4, 2026$636$716$796$1,916
Mar 18, 2026$636$716$796$1,916
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
Feb 4, 2026Contact cruise line for pricing & availability
Feb 18, 2026Contact cruise line for pricing & availability
Mar 4, 2026Contact cruise line for pricing & availability
Mar 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
Feb 12, 2026$280$380$655$1,270
Feb 26, 2026$205$285$460$1,143
Mar 12, 2026$275$375$560$1,281
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: Gustavia; San Juan
DepartingInteriorOceanviewBalconySuite
Mar 8, 2026---$4,900
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