January 2027 All Caribbean Cruises

New Search for Cruises

Filter and Sort Clear Filters

Showing 241 - 250 of 984 Cruises
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Silversea Silver Shadow
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: St John; Gustavia, St. Barthelemy; St. Kitts (basseterre); San Juan
DepartingInteriorOceanviewBalconySuite
Jan 30, 2027---$4,700
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Silversea Silver Shadow
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: St John; Gustavia, St. Barthelemy; St. Kitts (basseterre); San Juan
DepartingInteriorOceanviewBalconySuite
Feb 26, 2027---$5,400
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 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: Canouan; Gustavia; San Juan
DepartingInteriorOceanviewBalconySuite
Jan 22, 2027---$8,100
Feb 19, 2027---$8,200
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Virgin Voyages Valiant Lady
Departure Port: San Juan, Puerto Rico
OCG Class
Premium
Cruises to: Oranjestad, Aruba; Willemstad, Curacao; Fort-de-france, Martinique; Basseterre, Saint Kitts And Nevis; San Juan, Puerto Rico
DepartingInteriorOceanviewBalconySuite
Jan 9, 2027$973$1,183$1,393$3,983
Feb 27, 2027$1,043$1,253$1,533$3,913
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Virgin Voyages Valiant Lady
Departure Port: San Juan, Puerto Rico
OCG Class
Premium
Cruises to: Oranjestad, Aruba; Willemstad, Curacao; Fort-de-france, Martinique; Philipsburg; San Juan, Puerto Rico
DepartingInteriorOceanviewBalconySuite
Jan 29, 2027$1,272$1,432$1,752$4,552
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Virgin Voyages Valiant Lady
Departure Port: San Juan, Puerto Rico
OCG Class
Premium
Cruises to: Oranjestad, Aruba; Willemstad, Curacao; St. John's, Antigua; Philipsburg; San Juan, Puerto Rico
DepartingInteriorOceanviewBalconySuite
Feb 6, 2027$833$1,113$1,323$3,563
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Virgin Voyages Valiant Lady
Departure Port: San Juan, Puerto Rico
OCG Class
Premium
Cruises to: Samana; Grand Turk, Turks And Caicos; San Juan, Puerto Rico
DepartingInteriorOceanviewBalconySuite
Feb 13, 2027-$1,820$1,813$5,110
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
Jan 10, 2027-$1,951$3,067$3,977
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: ST. GEORGE'S, GRENADA; BEQUIA; MARIGOT BAY; SAN JUAN; SAN JUAN
DepartingInteriorOceanviewBalconySuite
Jan 3, 2027-$3,417$4,117$6,252
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: Roseau (Dominica); Martinique (Antilles); Guadeloupe (Antilles); St. Kitts (Antilles); Road Harbour | Tortola; Santo Domingo (Dominican Republic)
DepartingInteriorOceanviewBalconySuite
Jan 25, 2027$925$1,005$1,215$1,405