October 2026 All Caribbean Cruises

New Search for Cruises

Filter and Sort Reset Filters

Showing 41 - 50 of 901 Cruises
5 Night Caribbean Cruise from Miami, FL
5 Night Caribbean Cruise from Miami, FL
Virgin Voyages Resilient Lady
Departure Port: Miami, FL
OCG Class
Premium
Cruises to: Costa Maya; Bimini; Miami
DepartingInteriorOceanviewBalconySuite
Oct 12, 2026Contact cruise line for pricing & availability
5 Night Caribbean Cruise from Miami, FL
5 Night Caribbean Cruise from Miami, FL
Virgin Voyages Scarlet Lady
Departure Port: Miami, FL
OCG Class
Premium
Cruises to: Grand Turk, Turks And Caicos; The Beach Club At Bimini; Miami, Florida
DepartingInteriorOceanviewBalconySuite
Nov 14, 2026-$1,025$1,025$2,500
5 Night Caribbean Cruise from Miami, FL
5 Night Caribbean Cruise from Miami, FL
Virgin Voyages Scarlet Lady
Departure Port: Miami, FL
OCG Class
Premium
Cruises to: George Town; The Beach Club At Bimini; Miami, Florida
DepartingInteriorOceanviewBalconySuite
Nov 9, 2026$750$1,050$1,050$2,500
5 Night Caribbean Cruise from Miami, FL
5 Night Caribbean Cruise from Miami, FL
Virgin Voyages Scarlet Lady
Departure Port: Miami, FL
OCG Class
Premium
Cruises to: Costa Maya; The Beach Club At Bimini; Miami, Florida
DepartingInteriorOceanviewBalconySuite
Nov 28, 2026-$875$875$2,045
5 Night Caribbean Cruise from Miami, FL
5 Night Caribbean Cruise from Miami, FL
Virgin Voyages Scarlet Lady
Departure Port: Miami, FL
OCG Class
Premium
Cruises to: Ocho Rios; The Beach Club At Bimini; Miami, Florida
DepartingInteriorOceanviewBalconySuite
Nov 23, 2026-$1,025$1,025$2,625
5 Night Caribbean Cruise from Miami, FL
5 Night Caribbean Cruise from Miami, FL
Virgin Voyages Scarlet Lady
Departure Port: Miami, FL
OCG Class
Premium
Cruises to: Cozumel; The Beach Club At Bimini; Miami, Florida
DepartingInteriorOceanviewBalconySuite
Oct 31, 2026-$845$945$2,295
5 Night Caribbean Cruise from New Orleans, LA
5 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); Progreso, Yucatan, Mexico (dock); New Orleans, La (dock)
DepartingInteriorOceanviewBalconySuite
Oct 3, 2026$200$270$495$979
Oct 12, 2026$220$240$510$964
Oct 17, 2026$94$160$380$999
Oct 26, 2026$115$175$335$719
Oct 31, 2026$110$120$315$704
Nov 9, 2026$110$180$365$714
Nov 14, 2026$105$160$340$734
Nov 23, 2026$449$575$810$1,259
Nov 28, 2026$150$180$370$764
5 Night Caribbean Cruise from San Juan, Puerto Rico
5 Night Caribbean Cruise from San Juan, Puerto Rico
Crystal Crystal Serenity
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: Oranjestad, Aruba; Cartagena; Cartagena
DepartingInteriorOceanviewBalconySuite
Nov 27, 2026-$2,080$2,640$3,200
5 Night Caribbean Cruise from Tampa, FL
5 Night Caribbean Cruise from Tampa, FL
Carnival Cruise Line Carnival Legend
Departure Port: Tampa, FL
OCG Class
Mainstream
Cruises to: Grand Cayman, Cayman Islands (tender); Cozumel, Mexico (dock); Tampa, Fl (dock)
DepartingInteriorOceanviewBalconySuite
Nov 16, 2026$290$410$465$1,228
5 Night Caribbean Cruise from Tampa, FL
5 Night Caribbean Cruise from Tampa, FL
Carnival Cruise Line Carnival Paradise
Departure Port: Tampa, FL
OCG Class
Mainstream
Cruises to: Isla Tropicale, Roatan (dock); Cozumel, Mexico (dock); Tampa, Fl (dock)
DepartingInteriorOceanviewBalconySuite
Nov 28, 2026$199$305$770$849
JDS Travel News JDS Viewpoints JDS Africa/MI