October 2026 All Caribbean Cruises

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Showing 181 - 190 of 773 Cruises
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Pride
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: BASSETERRE, ST. KITTS; GUSTAVIA, ST. BARTHELEMY; PHILIPSBURG, ST. MAARTEN; SAN JUAN; SAN JUAN
DepartingInteriorOceanviewBalconySuite
Nov 15, 2026-$3,739$4,649$5,909
7 Night Caribbean Cruise from Santo Domingo, Dominican Republic
7 Night Caribbean Cruise from Santo Domingo, Dominican Republic
Costa Cruise Lines Costa Favolosa
Departure Port: Santo Domingo, Dominican Republic
OCG Class
Mainstream
Cruises to: Guadeloupe (Antilles); Martinique (Antilles); St. Kitts (Antilles); Antigua (Antilles); Road Harbour | Tortola; Santo Domingo (Dominican Republic)
DepartingInteriorOceanviewBalconySuite
Nov 30, 2026$949$1,039$1,249$1,439
7 Night Caribbean Cruise from St Maarten, St Martin/St Maarten
7 Night Caribbean Cruise from St Maarten, St Martin/St Maarten
Atlas Ocean Voyages World Navigator
Departure Port: St Maarten, St Martin/St Maarten
OCG Class
Expedition
Cruises to: Gustavia; Fort-de-France; Bridgetown
DepartingInteriorOceanviewBalconySuite
Oct 14, 2026---$5,799
7 Night Caribbean Cruise from Tampa, FL
7 Night Caribbean Cruise from Tampa, FL
Carnival Cruise Line Carnival Legend
Departure Port: Tampa, FL
OCG Class
Mainstream
Cruises to: Cozumel, Mexico (dock); Montego Bay, Jamaica (dock); Grand Cayman, Cayman Islands (tender); Tampa, Fl (dock)
DepartingInteriorOceanviewBalconySuite
Nov 29, 2026$270$400$510$1,669
7 Night Eastern Caribbean Cruise from Bridgetown, Barbados
7 Night Eastern Caribbean Cruise from Bridgetown, Barbados
Azamara Azamara Journey
Departure Port: Bridgetown, Barbados
OCG Class
Premium
Cruises to: CASTRIES; ROSEAU; BASSETERRE, ST.KITTS; PHILIPSBURG; ROAD TOWN, TORTOLA; SAN JUAN; SAN JUAN
DepartingInteriorOceanviewBalconySuite
Nov 14, 2026$1,390$1,870$2,530$4,140
7 Night Eastern Caribbean Cruise from Bridgetown, Barbados
7 Night Eastern Caribbean Cruise from Bridgetown, Barbados
Azamara Azamara Journey
Departure Port: Bridgetown, Barbados
OCG Class
Premium
Cruises to: CASTRIES; ROSEAU; BASSETERRE, ST.KITTS; PHILIPSBURG; GUSTAVIA; SAN JUAN; SAN JUAN
DepartingInteriorOceanviewBalconySuite
Nov 28, 2026$1,390$1,870$2,530$4,140
7 Night Eastern Caribbean Cruise from Bridgetown, Barbados
7 Night Eastern Caribbean Cruise from Bridgetown, Barbados
Seabourn Seabourn Ovation
Departure Port: Bridgetown, Barbados
OCG Class
Luxury
Cruises to: RODNEY BAY, SAINT LUCIA; ST. JOHNS, ANTIGUA AND BARBUDA; CARAMBOLA BEACH, SAINT KITTS AND NEVIS; PHILIPSBURG, SINT MAARTEN
DepartingInteriorOceanviewBalconySuite
Nov 28, 2026---$3,356
7 Night Eastern Caribbean Cruise from Fort Lauderdale, FL
7 Night Eastern Caribbean Cruise from Fort Lauderdale, FL
Celebrity Cruises Celebrity Beyond
Departure Port: Fort Lauderdale, FL
OCG Class
Premium
Cruises to: PUERTO PLATA, DOMINICAN REP; CHARLOTTE AMALIE, ST. THOMAS; PHILIPSBURG, ST. MAARTEN; FORT LAUDERDALE, FLORIDA
DepartingInteriorOceanviewBalconySuite
Nov 22, 2026$926$1,006$1,341$3,581
Nov 29, 2026$666$950$1,053$3,085
7 Night Eastern Caribbean Cruise from Fort Lauderdale, FL
7 Night Eastern Caribbean Cruise from Fort Lauderdale, FL
Disney Cruise Line Disney Destiny
Departure Port: Fort Lauderdale, FL
OCG Class
Mainstream
Cruises to: Castaway Cay; San Juan; Puerto Plata; Port Everglades
DepartingInteriorOceanviewBalconySuite
Oct 17, 2026$2,558$2,873$3,314-
7 Night Eastern Caribbean Cruise from Fort Lauderdale, FL
7 Night Eastern Caribbean Cruise from Fort Lauderdale, FL
Disney Cruise Line Disney Dream
Departure Port: Fort Lauderdale, FL
OCG Class
Mainstream
Cruises to: San Juan; Puerto Plata; Castaway Cay; Port Everglades
DepartingInteriorOceanviewBalconySuite
Oct 2, 2026$2,047$2,145$2,341$13,394
Nov 13, 2026$2,432$2,572$2,810$19,057

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