Pleasant Holidays · Flights + hotel
Dorado Beach, a Ritz-Carlton Reserve
5-starPuerto Rico, Caribbean · Carolina
From $9,468
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Hotel and resort deals
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10 hotels
Pleasant Holidays · Flights + hotel
The Condado Plaza Hotel
4-starPuerto Rico, Caribbean · San Juan
From $1,011
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Caribe Hilton
4-starPuerto Rico, Caribbean · San Juan
From $1,305
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Hyatt Regency Grand Reserve Puerto Rico
4-starPuerto Rico, Caribbean
From $1,332
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
San Juan Marriott Resort & Stellaris Casino
4-starPuerto Rico, Caribbean · San Juan
From $1,629
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Royal Sonesta San Juan
4-starPuerto Rico, Caribbean · San Juan
From $1,509
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Fairmont El San Juan Hotel
4-starPuerto Rico, Caribbean · Carolina
From $2,024
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Wyndham Grand Rio Mar Rainforest Beach & Golf Resort
4-starPuerto Rico, Caribbean
From $2,211
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
La Concha Resort, Puerto Rico, Autograph Collection
4-starPuerto Rico, Caribbean · San Juan
From $1,598
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Prices are for two adults sharing a room, taxes included.