Old San Juan Vacation Packages for 2026

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Old San Juan Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel

Ola Boutique Hotel

Condado
Save 100% on your flight
$708
per person
Nov 9 - Nov 16
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
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.
The staff was amazing, very friendly and the place imaculate loved it will definitely use again

Reviewed on Sep 2, 2026

WALD HAUS by DW

WALD HAUS by DW

Save 100% on your flight
$3,484
per person
Nov 9 - Nov 16
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Stay at this villa in Naguabo. Enjoy free WiFi, free parking, and a garden. Popular attractions El Yunque National Forest and Charco El Hippie are located nearby.
The home itself is absolutely stunning but the road to the villa is not just narrow, it's washed out in many places, we struggled to navigate the potholes even with a jeep and an SUV, I would not drive it at night. There are great amenities like the fridge and bathroom downstairs, the coffee / cocktail bar is fabulous.The kitchen was well-stocked with basic spices and supplies but it was crawling with roaches. Wifi is spotty so be sure to have the guidebook downloaded and screenshots of the phone number to call because the phone number posted throughout the villa is not functioning. Even in August the combination of ACs, fans, and breezes kept the temprature very comfortable. Excellent pool, though very little shallow area, if you're traveling with kids or weaker swimmers.

Reviewed on Aug 13, 2026

Bali Hotel Adults Only Isla Verde, a Trademark by Wyndham

Bali Hotel Adults Only Isla Verde, a Trademark by Wyndham

Isla Verde
$1,010
per person
Nov 9 - Nov 16
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Stay at this hotel in Carolina. Enjoy free breakfast, free parking, and a 24-hour fitness center. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
Good

Reviewed on Sep 3, 2026

Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

Sabana
$894
per person
Nov 9 - Nov 16
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
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.
Hampton Inn & Suites San Juan

Hampton Inn & Suites San Juan

Isla Verde
$1,007
per person
Nov 9 - Nov 16
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Book a stay at this business-friendly hotel in Carolina. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
Everything was great. Pool, happy hour and breakfast a plus. Beach was walking distance. Would book again

Reviewed on Sep 3, 2026

El Conquistador Resort

El Conquistador Resort

Cabezas
$1,510
per person
Nov 9 - Nov 16
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
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 reviews. Popular attractions El Conquistador Golf Course and Las Croabas Bay are located nearby.
Everything was excellent except for our dinner which was not done properly at the Okinawan restaurant my husband had shrimp fried rice with vegetables and I his wife hade noodles with shrimp and vegetables and our vegetables were not cooked or raw it was like in between..we could not even bite them ..my noodles were like a cup of noodles and my shrimp was store brought not fresh....not ever eating at that restaurant when I go back... husband agreed with me... Otherwise BEAUTIFUL STUFFING VIEWS..GET A BALCONY VIEW...

Reviewed on Sep 3, 2026

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Top Hotel Deals

Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

100 Brumbaugh Street San Juan Puerto Rico
0.55 km from Old San Juan
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Armas Hotel

Armas Hotel

202 C. San José San Juan San Juan
0.94 km from Old San Juan
Stay at this hotel in San Juan. Enjoy free WiFi, a 24-hour front desk, and premium TV channels. Popular attractions Port of San Juan and Condado Beach are located ...
EL Colonial Hotel Open Bar Adults Only

EL Colonial Hotel Open Bar Adults Only

312 C. de San Francisco San Juan San Juan
0.53 km from Old San Juan
Stay at this hotel in San Juan. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Fortaleza Suites

Fortaleza Suites

315 Calle Fortaleza San Juan
0.55 km from Old San Juan
Stay at this guesthouse in San Juan. Enjoy free WiFi, a 24-hour front desk, and cable TV channels. Our guests praise the helpful staff and the clean rooms in ...
La Terraza de San Juan

La Terraza de San Juan

262 Calle del Sol San Juan
0.68 km from Old San Juan
Stay at this hotel in San Juan. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Hotel Milano

Hotel Milano

307 Calle Fortaleza San Juan San Juan
0.6 km from Old San Juan
Stay at this hotel in San Juan. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Popular attractions Port of San Juan and Condado Beach are located ...
CasaBlanca Hotel

CasaBlanca Hotel

316 Calle Fortaleza San Juan
0.54 km from Old San Juan
Stay at this hotel in San Juan. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hotel El Convento

Hotel El Convento

100 Cristo St San Juan
1.01 km from Old San Juan
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
Hugo's Rental

Hugo's Rental

200 C. de O'Donnell San Juan San Juan
0.44 km from Old San Juan
Book a stay at this luxury aparthotel in San Juan. Enjoy free WiFi, slippers, and housekeeping. Popular attractions Port of San Juan and Condado Beach are located ...
Casa Las Ruinas Boutique Hotel

Casa Las Ruinas Boutique Hotel

106 C. de la Cruz San Juan San Juan
0.84 km from Old San Juan
Book a stay at this business-friendly aparthotel in San Juan. Enjoy free WiFi, a 24-hour front desk, and rainfall showerheads. Popular attractions Port of San ...
Trotamundos

Trotamundos

52 C. San José San Juan San Juan
0.93 km from Old San Juan
Stay at this guesthouse in San Juan. Enjoy free WiFi, housekeeping, and climate control. Popular attractions Port of San Juan and Condado Beach are located ...
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

301 Hwy 693 Vega Alta
22.2 km from Old San Juan
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. ...
Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

6063 Isla Verde Avenue Carolina
9.95 km from Old San Juan
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 ...
The Royal Sonesta San Juan

The Royal Sonesta San Juan

5961 Isla Verde Avenue Carolina
9.82 km from Old San Juan
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 ...
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan
3.6 km from Old 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 ...
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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.

Frontier Airlines
Delta
Mon, Sep 14 - Thu, Oct 1
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$183
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Sep 14 from Fort Lauderdale - Hollywood Intl. to Luis Munoz Marin Intl., returning Thu, Oct 1, priced at $183 found 2 days ago
Southwest Airlines
American Airlines
JetBlue Airways