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
Price was $1,359, price is now $618 per person
$618
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Port of San Juan and Condado Beach are located nearby.
Isla Verde Beachfront Retreat With Parking
Isla Verde
Price was $1,969, price is now $877 per person
$877
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
Stay at this apartment in Carolina. Enjoy a fitness center. Popular attractions Jose Miguel Agrelot Coliseum and Casino del Mar at La Concha Resort are located nearby.
Signature Collection at Rio Mar
Mameyes II
Price was $6,836, price is now $3,350 per person
$3,350
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Book a stay at this luxury aparthotel in Río Grande. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Popular attractions Luquillo Beach and Wyndham Rio Mar Golf Course are located nearby.
Ola Boutique Hotel
Condado
Save 100% on your flight
Price was $1,548, price is now $938 per person
$938
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip non-stop 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.
Flor De India
Condado
Save 100% on your flight
Price was $1,441, price is now $897 per person
$897
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
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.
Mata e' Platano Guesthouse
Mata de Plátano
Save 100% on your flight
Price was $2,557, price is now $1,615 per person
$1,615
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Stay at this guesthouse in Luquillo. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Luquillo Beach and El Conquistador Golf Course are located nearby.
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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 ...
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 ...
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 ...
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 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 ...
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 ...
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 ...
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 Condado Beach are located ...
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, rainfall showerheads, and an in-room coffeemaker. Popular attractions Port of ...
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 ...
Caribe Hilton
1 San Geronimo Street San Juan
2.45 km from Old 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 ...
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 ...
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 ...
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, Aug 22 - Sat, Sep 5
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$158 Roundtrip, found 5 hours ago
$158
Roundtrip
found 5 hours ago
Wed, Sep 30 - Wed, Oct 7
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$227 Roundtrip, found 2 days ago
$227
Roundtrip
found 2 days ago
Tue, Aug 25 - Wed, Sep 2
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$227 Roundtrip, found 2 days ago
$227
Roundtrip
found 2 days ago
Tue, Aug 25 - Wed, Sep 2
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$227 Roundtrip, found 2 days ago
$227
Roundtrip
found 2 days ago
Sun, Aug 16 - Wed, Sep 2
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$246 Roundtrip, found 5 hours ago
$246
Roundtrip
found 5 hours ago