San Juan Cruises
Cruises that visit Caribbean: Puerto Rico: San Juan
Cruises that depart from San Juan
14 Night - Eastern Caribbean Adventurer Holiday
Starting in Fort Lauderdale, Florida, Celebration Key, Bahamas, Grand Turk, Turks and Caicos, Nassau, Bahamas, Fort Lauderdale, Florida, Amber Cove, Dominican Republic, San Juan, Puerto Rico, St Maarten, Grand Turk, Turks and Caicos, Fort Lauderdale, Florida
2026 Sails: Dec 20, More...
7 Night - Eastern Caribbean with Puerto Rico Holiday
Starting in Fort Lauderdale, Florida, San Juan, Puerto Rico, Grand Turk, Turks and Caicos, Celebration Key, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 20, More...14 Night - Eastern / Western Caribbean Adventurer Holiday
Starting in Fort Lauderdale, Florida, San Juan, Puerto Rico, Grand Turk, Turks and Caicos, Celebration Key, Bahamas, Fort Lauderdale, Florida, Cozumel, Mexico, Belize City, Belize, Roatan (Mahogany Bay, Honduras), Fort Lauderdale, Florida
2026 Sails: Dec 20, More...
7 Night - Eastern Caribbean Holiday
Starting in Miami, Florida, Labadee, Haiti, San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Miami, Florida
2026 Sails: Dec 20, More...
16 Night - Leeward Island Holiday
Starting in Miami, Florida, San Juan, Puerto Rico, Road Bay, Anguilla, Carambola Beach, Saint Kitts and Nevis, Marigot, St Martin, Terre-de-Haut, Iles des Saintes, Guadeloupe, Fort-De-France, Martinique, Rodney Bay, Saint Lucia, Roseau, Dominica, Little Bay, Montserrat, St Johns AG, Antigua, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Dec 20, More...
14 Night - Caribbean Roundtrip from San Juan
Starting in San Juan, Jost Van Dyke, Little Bay, St Johns AG, Fort-de-France, Sopers Hole, San Juan, St John VI, St Kitts, Les Saintes, Bequia, St Thomas, San Juan
2026 Sails: Dec 20, More...
14 Night - Caribbean and Antilles
Starting in Miami, Florida, Ocean Cay Msc Marine Reserve, Bahamas, San Juan, Puerto Rico, Puerto Plata, Dominican Republic, Miami, Florida, Ocean Cay Msc Marine Reserve, Bahamas, Falmouth, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, Miami, Florida
2026 Sails: Dec 21, More...7 Night - Caribbean and Antilles
Starting in Miami, Florida, Ocean Cay Msc Marine Reserve, Bahamas, San Juan, Puerto Rico, Puerto Plata, Dominican Republic, Miami, Florida
2026 Sails: Dec 21, More...
16 Night - Bridgetown to Miami
Starting in Bridgetown, Soufriere, Bequia, St Georges, Fort-de-France, St Kitts, St Thomas, San Juan, St John VI, Sopers Hole, Roseau, St Johns AG, Jost Van Dyke, Miami
2026 Sails: Dec 21, More...
14 Night - Southern Caribbean : Abc & Windward Islands Holiday
Starting in Fort Lauderdale, Florida, Key West, Florida, Oranjestad, Aruba, Charlotteville, Trinidad and Tobago, Saint Georges, Grenada, Bridgetown, Barbados, Castries, Saint Lucia, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 22, More...
Cruises that visit Caribbean: Puerto Rico: San Juan
Cruises that depart from San Juan
Click on a cruise ship itinerary that visits San Juan (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just San Juan), please visit: Cruise Search or try our Virtual Cruise Advisor™.
14 Night - Eastern Caribbean Adventurer HolidayStarting in Fort Lauderdale, Florida, Celebration Key, Bahamas, Grand Turk, Turks and Caicos, Nassau, Bahamas, Fort Lauderdale, Florida, Amber Cove, Dominican Republic, San Juan, Puerto Rico, St Maarten, Grand Turk, Turks and Caicos, Fort Lauderdale, Florida
2026 Sails: Dec 20, More...
7 Night - Eastern Caribbean with Puerto Rico HolidayStarting in Fort Lauderdale, Florida, San Juan, Puerto Rico, Grand Turk, Turks and Caicos, Celebration Key, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 20, More...
14 Night - Eastern / Western Caribbean Adventurer HolidayStarting in Fort Lauderdale, Florida, San Juan, Puerto Rico, Grand Turk, Turks and Caicos, Celebration Key, Bahamas, Fort Lauderdale, Florida, Cozumel, Mexico, Belize City, Belize, Roatan (Mahogany Bay, Honduras), Fort Lauderdale, Florida
2026 Sails: Dec 20, More...
7 Night - Eastern Caribbean HolidayStarting in Miami, Florida, Labadee, Haiti, San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Miami, Florida
2026 Sails: Dec 20, More...
16 Night - Leeward Island HolidayStarting in Miami, Florida, San Juan, Puerto Rico, Road Bay, Anguilla, Carambola Beach, Saint Kitts and Nevis, Marigot, St Martin, Terre-de-Haut, Iles des Saintes, Guadeloupe, Fort-De-France, Martinique, Rodney Bay, Saint Lucia, Roseau, Dominica, Little Bay, Montserrat, St Johns AG, Antigua, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Dec 20, More...
14 Night - Caribbean Roundtrip from San JuanStarting in San Juan, Jost Van Dyke, Little Bay, St Johns AG, Fort-de-France, Sopers Hole, San Juan, St John VI, St Kitts, Les Saintes, Bequia, St Thomas, San Juan
2026 Sails: Dec 20, More...
14 Night - Caribbean and AntillesStarting in Miami, Florida, Ocean Cay Msc Marine Reserve, Bahamas, San Juan, Puerto Rico, Puerto Plata, Dominican Republic, Miami, Florida, Ocean Cay Msc Marine Reserve, Bahamas, Falmouth, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, Miami, Florida
2026 Sails: Dec 21, More...
7 Night - Caribbean and AntillesStarting in Miami, Florida, Ocean Cay Msc Marine Reserve, Bahamas, San Juan, Puerto Rico, Puerto Plata, Dominican Republic, Miami, Florida
2026 Sails: Dec 21, More...
16 Night - Bridgetown to MiamiStarting in Bridgetown, Soufriere, Bequia, St Georges, Fort-de-France, St Kitts, St Thomas, San Juan, St John VI, Sopers Hole, Roseau, St Johns AG, Jost Van Dyke, Miami
2026 Sails: Dec 21, More...
14 Night - Southern Caribbean : Abc & Windward Islands HolidayStarting in Fort Lauderdale, Florida, Key West, Florida, Oranjestad, Aruba, Charlotteville, Trinidad and Tobago, Saint Georges, Grenada, Bridgetown, Barbados, Castries, Saint Lucia, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 22, More...
