October 2026 Cruises

New Search for Cruises

Filter and Sort Clear Filters

Showing 11 - 20 of 35 Cruises
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
The Ritz-Carlton Yacht Collection Evrima
Departure Port: San Juan, Puerto Rico
OCG Class
Premium
Cruises to: Cartagena; Cartagena; Panama City
DepartingInteriorOceanviewBalconySuite
Nov 12, 2026---$8,600
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: Willemstad, Curacao; Oranjestad, Aruba; Fort-de-france, Martinique; Basseterre, Saint Kitts And Nevis; San Juan, Puerto Rico
DepartingInteriorOceanviewBalconySuite
Oct 31, 2026$1,113$1,323$1,603$4,123
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
Nov 8, 2026-$1,951$3,067$3,977
Nov 22, 2026-$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: 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 Southern Caribbean Cruise from San Juan, Puerto Rico
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
Azamara Azamara Journey
Departure Port: San Juan, Puerto Rico
OCG Class
Premium
Cruises to: ST. JOHN'S, ANTIGUA; SAINT GEORGE'S, GRENADA; SCARBOROUGH, TOBAGO; BRIDGETOWN; BRIDGETOWN
DepartingInteriorOceanviewBalconySuite
Nov 7, 2026$1,560$2,080$2,800$4,560
Nov 21, 2026$1,560$2,080$2,800$4,560
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
Celebrity Cruises Celebrity Constellation
Departure Port: San Juan, Puerto Rico
OCG Class
Premium
Cruises to: TORTOLA, B.V.I.; BASSETERRE, ST KITTS & NEVIS; ROSEAU, DOMINICA; CASTRIES, ST. LUCIA; BRIDGETOWN, BARBADOS; SAN JUAN, PUERTO RICO
DepartingInteriorOceanviewBalconySuite
Nov 28, 2026$908$1,068$1,263$3,218
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
Royal Caribbean International Rhapsody of the Seas
Departure Port: San Juan, Puerto Rico
OCG Class
Mainstream
Cruises to: CHARLOTTE AMALIE, ST. THOMAS; PHILIPSBURG, ST. MAARTEN; TORTOLA, B.V.I.; PHILIPSBURG, ST. MAARTEN; BASSETERRE, ST KITTS & NEVIS; ST. JOHNS, ANTIGUA; ROSEAU, DOMINICA more ...
DepartingInteriorOceanviewBalconySuite
Oct 3, 2026$318$357$799$918
Oct 17, 2026$328$506$969$1,225
Oct 31, 2026$397$416$689$877
Nov 7, 2026$291$366$769$1,173
Nov 21, 2026$290$309$703$1,089
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
Royal Caribbean International Rhapsody of the Seas
Departure Port: San Juan, Puerto Rico
OCG Class
Mainstream
Cruises to: PHILIPSBURG, ST. MAARTEN; ST. JOHNS, ANTIGUA; ROSEAU, DOMINICA; BASSETERRE, ST KITTS & NEVIS; SAN JUAN, PUERTO RICO
DepartingInteriorOceanviewBalconySuite
Nov 14, 2026$313$389$766$958
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
Royal Caribbean International Rhapsody of the Seas
Departure Port: San Juan, Puerto Rico
OCG Class
Mainstream
Cruises to: TORTOLA, B.V.I.; PHILIPSBURG, ST. MAARTEN; ST. JOHNS, ANTIGUA; BASSETERRE, ST KITTS & NEVIS; SAN JUAN, PUERTO RICO
DepartingInteriorOceanviewBalconySuite
Oct 10, 2026$300$460$909$1,359
Oct 24, 2026$311$490$916$1,040
Nov 28, 2026$280$328$892$986
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
7 Night Southern Caribbean Cruise from San Juan, Puerto Rico
Royal Caribbean International Vision of the Seas
Departure Port: San Juan, Puerto Rico
OCG Class
Mainstream
Cruises to: CHARLOTTE AMALIE, ST. THOMAS; ST. JOHNS, ANTIGUA; ROSEAU, DOMINICA; PHILIPSBURG, ST. MAARTEN; BASSETERRE, ST KITTS & NEVIS; SAN JUAN, PUERTO RICO
DepartingInteriorOceanviewBalconySuite
Nov 1, 2026$276$286$977$2,277
Nov 15, 2026$246$286$799$998