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Puerto Rico Cruise Specials

We've gathered all of the Puerto Rico cruise specials ordered by sail date. Click on a special and select a sail date to get a single cruise quote from the cruise agency that posted that particular special. To search through all cruise itineraries (not just Puerto Rico cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

All Cruise Specials


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Princess Cruises, Regal Princess
Adventure
Regal PrincessBest Cruise Itineraries on Sale $500
14 Night - Eastern / Western Caribbean Adventurer - Starting in Fort Lauderdale, Florida, Cozumel, Mexico, Belize City, Belize, Roatan (Mahogany Bay, Honduras), Fort Lauderdale, Florida, Princess Cays, Bahamas, San Juan, Puerto Rico, St Thomas, US Virgin Islands, Fort Lauderdale, Florida
2026 Sails: Jun 27, Jul 11, Aug 8, Aug 22 Get a Quote
Princess Cruises, Caribbean Princess
Family
Caribbean PrincessBeach Getaway on Caribbean Princess – 7-Day Eastern Caribbean from $605
7 Night - Eastern Caribbean with Puerto Rico - Starting in Port Canaveral (Orlando), Florida, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, San Juan, Puerto Rico, Port Canaveral (Orlando), Florida
2026 Sails: Jul 5, Jul 26 Get a Quote
Royal Caribbean, Freedom of the Seas
Discount
Freedom of the Seas9 Night Southern Caribbean from $908 pp
9 Night - Southern Caribbean Cruise - Starting in Miami, Florida, Oranjestad, Aruba, Willemstad AN, Curacao, Cabo Rojo, Dominican Republic, Nassau, Bahamas, Miami, Florida
2026 Sails: Sep 24 Get a Quote
Oceania Cruises, Oceania Insignia
Discount
Oceania Insignia32NT Adriatic to Caribbean Isles From $8,649pp $9999
32 Night - Adriatic to Caribbean Isles - Starting in Venice (Fusina), Rijeka, Split, Kotor, Igoumenitsa, Gallipoli, Catania (Sicily), Naples / Pompeii, Rome (Civitavecchia), Barcelona, Palma De Mallorca, Alicante, Cartagena ES, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz de La Palma, San Juan, Nassau, Miami
2026 Sails: Oct 23 Get a Quote
Oceania Cruises, Oceania Insignia
Discount
Oceania Insignia57NT Old & New World Discovery From $16,649pp $17999
57 Night - Old & New World Discovery - Starting in Venice (Fusina), Rijeka, Split, Kotor, Igoumenitsa, Gallipoli, Catania (Sicily), Naples / Pompeii, Rome (Civitavecchia), Barcelona, Palma De Mallorca, Alicante, Cartagena ES, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz de La Palma, San Juan, Nassau, Miami, Tortola, St Johns AG, Castries, Scarborough, Cruising the Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River), Cruising the Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
2026 Sails: Oct 23 Get a Quote
Oceania Cruises, Oceania Insignia
Luxury and Exotic
Oceania Insignia32NT Adriatic to Caribbean Isles From $8,649pp $9999
32 Night - Adriatic to Caribbean Isles - Starting in Venice (Fusina), Rijeka, Split, Kotor, Igoumenitsa, Gallipoli, Catania (Sicily), Naples / Pompeii, Rome (Civitavecchia), Barcelona, Palma De Mallorca, Alicante, Cartagena ES, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz de La Palma, San Juan, Nassau, Miami
2026 Sails: Oct 23 Get a Quote
Oceania Cruises, Oceania Insignia
Luxury and Exotic
Oceania Insignia57NT Old & New World Discovery From $16,649pp $17999
57 Night - Old & New World Discovery - Starting in Venice (Fusina), Rijeka, Split, Kotor, Igoumenitsa, Gallipoli, Catania (Sicily), Naples / Pompeii, Rome (Civitavecchia), Barcelona, Palma De Mallorca, Alicante, Cartagena ES, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz de La Palma, San Juan, Nassau, Miami, Tortola, St Johns AG, Castries, Scarborough, Cruising the Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River), Cruising the Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
2026 Sails: Oct 23 Get a Quote
Explora Journeys, EXPLORA I
Family
EXPLORA I16 Night A Grand Journey Of Lively Culture & Stunning Beaches from $6165 pp
16 Night - A Grand Journey of Lively Culture & Stunning Beaches - Starting in Barcelona, Cadiz, Funchal (Madeira), St Johns AG, Antigua, Road Bay, San Juan, Miami
2026 Sails: Nov 1 Get a Quote
Oceania Cruises, Oceania Insignia
Discount
Oceania Insignia22NT Flamenco to Flamingos From $5,549pp $6899
22 Night - Flamenco to Flamingos - Starting in Barcelona, Palma De Mallorca, Alicante, Cartagena ES, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz de La Palma, San Juan, Nassau, Miami
2026 Sails: Nov 2 Get a Quote
Oceania Cruises, Oceania Insignia
Discount
Oceania Insignia47NT Footsteps of Columbus From $13,299pp $14499
47 Night - Footsteps of Columbus - Starting in Barcelona, Palma De Mallorca, Alicante, Cartagena ES, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz de La Palma, San Juan, Nassau, Miami, Tortola, St Johns AG, Castries, Scarborough, Cruising the Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River), Cruising the Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
2026 Sails: Nov 2 Get a Quote

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Puerto Rico Cruise Specials