October 2026 All Caribbean Cruises

New Search for Cruises

Filter and Sort Reset Filters

Showing 21 - 30 of 901 Cruises
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
Nov 19, 2026-$880$880$2,020
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: Nassau; The Beach Club At Bimini; Miami, Florida
DepartingInteriorOceanviewBalconySuite
Nov 5, 2026--$960$2,040
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
Oct 8, 2026$149$255$470$1,169
Oct 22, 2026$155$215$400$1,249
Nov 5, 2026$159$210$370-
Nov 19, 2026$145$255$420$1,124
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: Falmouth Harbour; San Juan
DepartingInteriorOceanviewBalconySuite
Nov 30, 2026---$5,100
4 Night Caribbean Cruise from Tampa, FL
4 Night Caribbean Cruise from Tampa, FL
Carnival Cruise Line Carnival Paradise
Departure Port: Tampa, FL
OCG Class
Mainstream
Cruises to: Cozumel, Mexico (dock); Tampa, Fl (dock)
DepartingInteriorOceanviewBalconySuite
Oct 4, 2026$160$200$530$639
Oct 8, 2026$199$260$600$659
Oct 22, 2026$169$230$590$619
Nov 1, 2026$140$180$505$589
Nov 5, 2026$159$230$580$619
Nov 15, 2026$135$170$500$529
Nov 19, 2026$169$230$580$619
4 Night Eastern Caribbean Cruise from Fort Lauderdale, FL
4 Night Eastern Caribbean Cruise from Fort Lauderdale, FL
Princess Cruises Star Princess
Departure Port: Fort Lauderdale, FL
OCG Class
Mainstream
Cruises to: GRAND TURK, TURKS & CAICOS; FT. LAUDERDALE, FLORIDA
DepartingInteriorOceanviewBalconySuite
Oct 20, 2026$384$534$1,184$1,274
4 Night Eastern Caribbean Cruise from Miami, FL
4 Night Eastern Caribbean Cruise from Miami, FL
MSC Cruises MSC Meraviglia
Departure Port: Miami, FL
OCG Class
Mainstream
Cruises to: Freeport Bahamas; Miami Florida
DepartingInteriorOceanviewBalconySuite
Nov 11, 2026$36$126$216$1,333
4 Night Western Caribbean Cruise from Fort Lauderdale, FL
4 Night Western Caribbean Cruise from Fort Lauderdale, FL
Celebrity Cruises Celebrity Beyond
Departure Port: Fort Lauderdale, FL
OCG Class
Premium
Cruises to: COZUMEL, MEXICO; FORT LAUDERDALE, FLORIDA
DepartingInteriorOceanviewBalconySuite
Nov 18, 2026$488$558$656$2,376
4 Night Western Caribbean Cruise from Galveston, TX
4 Night Western Caribbean Cruise from Galveston, TX
Disney Cruise Line Disney Magic
Departure Port: Galveston, TX
OCG Class
Mainstream
Cruises to: Progreso; Galveston
DepartingInteriorOceanviewBalconySuite
Nov 25, 2026$1,556$1,756$2,232$5,840
4 Night Western Caribbean Cruise from Galveston, TX
4 Night Western Caribbean Cruise from Galveston, TX
Royal Caribbean International Liberty of the Seas
Departure Port: Galveston, TX
OCG Class
Mainstream
Cruises to: COZUMEL, MEXICO; GALVESTON, TEXAS
DepartingInteriorOceanviewBalconySuite
Nov 5, 2026$248$328$511$1,118
Nov 19, 2026$218$339$461$1,039
JDS Travel News JDS Viewpoints JDS Africa/MI