October 2026 All Caribbean Cruises

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Showing 41 - 50 of 984 Cruises
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, 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: George Town; The Beach Club At Bimini; The Beach Club At Bimini; Miami, Florida
DepartingInteriorOceanviewBalconySuite
Nov 9, 2026-$1,050$1,050$2,500
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, 2026Contact cruise line for pricing & availability
Oct 12, 2026Contact cruise line for pricing & availability
Oct 17, 2026Contact cruise line for pricing & availability
Oct 26, 2026Contact cruise line for pricing & availability
Oct 31, 2026Contact cruise line for pricing & availability
Nov 9, 2026Contact cruise line for pricing & availability
Nov 14, 2026Contact cruise line for pricing & availability
Nov 23, 2026Contact cruise line for pricing & availability
Nov 28, 2026Contact cruise line for pricing & availability
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, 2026Contact cruise line for pricing & availability
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, 2026Contact cruise line for pricing & availability
5 Night Eastern Caribbean Cruise from Fort Lauderdale, FL
5 Night Eastern Caribbean Cruise from Fort Lauderdale, FL
Princess Cruises Island Princess
Departure Port: Fort Lauderdale, FL
OCG Class
Mainstream
Cruises to: GRAND TURK, TURKS & CAICOS; AMBER COVE, DOMINICAN REPUBLIC; FT. LAUDERDALE, FLORIDA
DepartingInteriorOceanviewBalconySuite
Nov 25, 2026$369$369$489$789
5 Night Eastern Caribbean Cruise from Miami, FL
5 Night Eastern Caribbean Cruise from Miami, FL
Norwegian Cruise Line Norwegian Jewel
Departure Port: Miami, FL
OCG Class
Mainstream
Cruises to: GREAT STIRRUP CAY, BAHAMAS; PUERTO PLATA, DOMINICAN REPUBLIC; MIAMI, FL
DepartingInteriorOceanviewBalconySuite
Nov 23, 2026$389$459$889$889
5 Night Eastern Caribbean Cruise from Miami, FL
5 Night Eastern Caribbean Cruise from Miami, FL
Royal Caribbean International Freedom of the Seas
Departure Port: Miami, FL
OCG Class
Mainstream
Cruises to: PERFECT DAY COCOCAY, BAHAMAS; GRAND TURK, TURKS & CAICOS; MIAMI, FLORIDA
DepartingInteriorOceanviewBalconySuite
Oct 31, 2026$259$429$561$1,168
5 Night Eastern Caribbean Cruise from Miami, FL
5 Night Eastern Caribbean Cruise from Miami, FL
Royal Caribbean International Freedom of the Seas
Departure Port: Miami, FL
OCG Class
Mainstream
Cruises to: PERFECT DAY COCOCAY, BAHAMAS; NASSAU, BAHAMAS; LABADEE, HAITI; PERFECT DAY COCOCAY, BAHAMAS; MIAMI, FLORIDA
DepartingInteriorOceanviewBalconySuite
Oct 3, 2026$79$219$331$699