Vacation Packages to Puerto Rico for 2026
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Puerto Rico Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Aura House Isla Verde
Isla Verde
Oct 16 - Oct 24
8 night stay
Boston (BOS) to San Juan (SJU)
JetBlue Airways • Roundtrip • Coach
$699
per person
found 8 hours ago
Stay at this guesthouse in Carolina. Enjoy free WiFi, 2 hot tubs, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
Clean quiet
Reviewed on Sep 10, 2026
4.0-star property
Don Rafa Boutique Hotel & Residences
Santurce
Oct 16 - Oct 24
8 night stay
Boston (BOS) to San Juan (SJU)
JetBlue Airways • Roundtrip • Coach
$782
per person
found 8 hours ago
Stay at this hotel in San Juan. Enjoy free breakfast, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Condado Beach and Casino del Mar at La Concha Resort are located nearby.
3.5-star property
ESJ Beach Hotel
Isla Verde
Oct 16 - Oct 24
8 night stay
Boston (BOS) to San Juan (SJU)
JetBlue Airways • Roundtrip • Coach
$875
per person
found 8 hours ago
Book a stay at this family-friendly aparthotel in Carolina. Enjoy a fitness center, a 24-hour front desk, and a pool table. Our guests praise the clean rooms in our reviews. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
Worst trip by far our family has ever had to endure. Room service there wasn’t any until the last day microwave didn’t work oven didn’t work bathtub stopped up Internet didn’t work.
Reviewed on Sep 11, 2026
4.0-star property
Hotel Puerto Valdes
Puerta de Tierra
Oct 17 - Oct 24
7 night stay
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
JetBlue Airways • Roundtrip • Coach
$939
per person
found 1 day ago
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby.
Clean and comfortable!
Reviewed on Sep 10, 2026
4.5-star property
Ola Boutique Hotel
Condado
Oct 16 - Oct 24
8 night stay
Boston (BOS) to San Juan (SJU)
JetBlue Airways • Roundtrip • Coach
$1,096
per person
found 8 hours ago
Book a stay at this luxury hotel in San Juan. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
3.0-star property
Ayana Inn PR
Santurce
Oct 16 - Oct 24
8 night stay
Boston (BOS) to San Juan (SJU)
JetBlue Airways • Roundtrip • Coach
$876
per person
found 8 hours ago
Book a stay at this business-friendly guesthouse in San Juan. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
Rooms cleaned daily, beach right behind, plenty of parking and lots of local shops within walking distance was very convenient.
Reviewed on Sep 7, 2026
4.0-star property
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
Isla Verde
Oct 16 - Oct 24
8 night stay
Boston (BOS) to San Juan (SJU)
JetBlue Airways • Roundtrip • Coach
$1,082
per person
found 8 hours ago
Stay at this aparthotel in Carolina. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
This property was beautiful....The room was extremely nice and a nice size...Bathroom was pretty big and nice also....The kitchen was extremely nice too...Any problem or issuse front desk was on it immediately...The $15.00 daily credit was good to have and also enjoy the rooftop pool and hotub...I would say the only downside was the hot water it didn't get hot as I would like or use to....
Reviewed on Sep 11, 2026
2.0-star property
Mar Del Norte
Isla Verde
Oct 16 - Oct 24
8 night stay
Boston (BOS) to San Juan (SJU)
JetBlue Airways • Roundtrip • Coach
$968
per person
found 8 hours ago
Stay at this hotel in Carolina. Enjoy free WiFi, free parking, and a garden. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
This last stay was good but my first stay at a different location was much better. The apartment wasn't too cool like the air wasn't working good and the wifi was out. I arri ed at the wrong location but the manager got there in ti.r and got me a ride to the right location
Reviewed on Aug 24, 2026
3.5-star property
Hyatt Vacation Club at Hacienda del Mar, Dorado
Sabana
Oct 16 - Oct 24
8 night stay
Boston (BOS) to San Juan (SJU)
JetBlue Airways • Roundtrip • Coach
$909
per person
found 8 hours ago
Book a stay at this beach resort in Vega Alta. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Dorado Beach and Playa de los Tocones are located nearby.
3.5-star property
Dream Inn PR
Santurce
Oct 17 - Oct 24
7 night stay
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
JetBlue Airways • Roundtrip • Coach
$728
per person
found 1 day ago
Stay at this guesthouse in San Juan. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
4.5-star property
Las Casitas Village at El Conquistador
Cabezas
Oct 16 - Oct 24
8 night stay
Boston (BOS) to San Juan (SJU)
JetBlue Airways • Roundtrip • Coach
$1,572
per person
found 8 hours ago
Book a stay at this luxury hotel in Fajardo. Enjoy free WiFi, 2 outdoor pools, and 10 restaurants. Popular attractions El Conquistador Golf Course and Las Croabas Bay are located nearby.
Lo recomiendo 100%. Excelente servicio y limpieza.
Reviewed on Sep 12, 2026
3.0-star property
Flor De India
Condado
Oct 16 - Oct 24
8 night stay
Boston (BOS) to San Juan (SJU)
JetBlue Airways • Roundtrip • Coach
$885
per person
found 8 hours ago
Stay at this hotel in San Juan. Enjoy free WiFi, daily housekeeping, and concierge services. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
I had an incredible time at Flor de India! The place is clean and well kept. Very nicely done! It’s on a main strip and walkable. Julie was very sweet and helpful during my stay. I really enjoyed the pool and has a solo traveler I felt safe. I would def be staying here again on my next visit. Thank you!!!
Reviewed on Sep 11, 2026
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Top Hotel Deals
Fairmont El San Juan Hotel
6063 Isla Verde Avenue Carolina
Book a stay at this luxury resort in Carolina. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Caribe Hilton
1 San Geronimo Street San Juan
Book a stay at this luxury resort in San Juan. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Book a stay at this spa resort in Río Grande. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
The Royal Sonesta San Juan
5961 Isla Verde Avenue Carolina
Book a stay at this spa resort in Carolina. Enjoy a full-service spa, 6 restaurants, and 2 beach bars. Our guests praise the pool and the helpful staff in our ...
San Juan Airport Hotel
LMM International Airport Carolina
Book a stay at this business-friendly hotel in Carolina. Enjoy free breakfast, free WiFi, and 10 beach bars. Our guests praise the breakfast and the restaurant ...
Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street Carolina
Book a stay at this family-friendly resort in Carolina. Enjoy free breakfast, free WiFi, and a casino. Our guests praise the breakfast and the pool in our reviews. ...
La Concha Resort, Puerto Rico, Autograph Collection
1077 Ashford Ave Condado San Juan
Book a stay at this beach resort in San Juan. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Hilton Garden Inn San Juan Condado
886 Ashford Ave San Juan
Book a stay at this spa hotel in San Juan. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in ...
El Conquistador Resort
1000 Conquistador Avenue Fajardo
Book a stay at this beach hotel in Fajardo. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Oct 17 - Sun, Oct 18
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$143
Roundtrip
found 6 days ago
Tue, Oct 20 - Tue, Oct 27
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$192
Roundtrip
found 6 days ago
Sat, Oct 17 - Tue, Oct 20
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$237
Roundtrip
found 6 days ago
Thu, Oct 8 - Mon, Oct 12
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$241
Roundtrip
found 15 hours ago
Fri, Oct 2 - Sat, Oct 3
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$272
Roundtrip
found 1 day ago
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