Old San Juan Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Old San Juan Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was $1,068, price is now $567 per person
$567
per person
Feb 8 - Feb 13
found 2 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
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 Pan American Pier and Port of San Juan are located nearby.
Ola Boutique Hotel
Condado
Price was $2,697, price is now $910 per person
$910
per person
Feb 16 - Feb 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 Condado Beach and Pan American Pier are located nearby.
The Oliver Hotel
San Juan Antiguo
Price was $1,873, price is now $864 per person
$864
per person
Feb 16 - Feb 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to San Juan (SJU)
Stay at this hotel in San Juan. Enjoy free WiFi, a 24-hour front desk, and premium bedding. Popular attractions Pan American Pier and Port of San Juan are located nearby.
Urbana Hotel
San Juan Antiguo
Save 100% on your flight
Price was $1,298, price is now $689 per person
$689
per person
Feb 16 - Feb 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to San Juan (SJU)
Stay at this hotel in San Juan. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Pan American Pier and Port of San Juan are located nearby.
Aire de O:live
Isla Verde
Price was $2,888, price is now $1,560 per person
$1,560
per person
Feb 16 - Feb 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to San Juan (SJU)
Book a stay at this luxury hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.
Coral by the Sea Hotel
Isla Verde
Save 100% on your flight
Price was $1,038, price is now $582 per person
$582
per person
Feb 3 - Feb 11
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to San Juan (SJU)
Stay at this hotel in Carolina. Enjoy free WiFi, 2 restaurants, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.
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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
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, premium TV channels, and housekeeping. Popular attractions Port of San Juan and Pan American Pier are located ...
Alma San Juan
405 C. de San Francisco San Juan San Juan
0.39 km from Old San Juan
Stay at this hotel in San Juan. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Popular attractions Port of San Juan and Pan American Pier are located ...
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 Pan American Pier are ...
La Terraza de San Juan
262 Calle del Sol San Juan
0.74 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 ...
El Colonial - 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 ...
Casa Las Ruinas by Stay with Bear
106 C. de la Cruz San Juan San Juan
0.84 km from Old San Juan
Stay at this hotel in San Juan. Enjoy free WiFi, rainfall showerheads, and an in-room coffeemaker. Popular attractions Port of San Juan and Pan American Pier ...
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. ...
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 dry cleaning or laundry services. Our guests praise the helpful staff and the ...
Casa Lucienne - Adults Only
406 C. de la Luna San Juan San Juan
0.39 km from Old San Juan
Stay at this hotel in San Juan. Enjoy free WiFi, onsite spa services, and a garden. Popular attractions Port of San Juan and Pan American Pier are located ...
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. ...
Caribe Hilton
1 San Geronimo Street San Juan
2.45 km from Old 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 ...
The Condado Plaza Hotel
999 Ashford Avenue San Juan
2.98 km from Old San Juan
Book a stay at this beach resort in San Juan. Enjoy 2 outdoor pools, 2 restaurants, and a beach locale. 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.
Sun, Jan 25 - Tue, Feb 10
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$116 Roundtrip, found 3 days ago
$116
Roundtrip
found 3 days ago
Tue, Dec 30 - Mon, Jan 12
MIA
Miami Intl.
SJU
Luis Munoz Marin Intl.
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Tue, Mar 24 - Tue, Mar 31
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$150 Roundtrip, found 4 days ago
$150
Roundtrip
found 4 days ago
Tue, Feb 3 - Sat, Feb 7
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$186 Roundtrip, found 4 days ago
$186
Roundtrip
found 4 days ago
Wed, Jan 21 - Thu, Jan 29
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
$195 Roundtrip, found 23 hours ago
$195
Roundtrip
found 23 hours ago