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.
Ola Boutique Hotel
Condado
Save 100% on your flight
Price was $927, price is now $589 per person
$589
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
OLV Fifty Five - Adults Only
Condado
Save 100% on your flight
Price was $1,418, price is now $795 per person
$795
per person
Jun 21 - Jun 25
found 1 day 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 WiFi, 2 restaurants, 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.
Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was $1,166, price is now $655 per person
$655
per person
Jun 21 - Jun 25
found 1 day ago
Roundtrip 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.
Aire de O:live
Isla Verde
Save 100% on your flight
Price was $1,436, price is now $830 per person
$830
per person
Jun 21 - Jun 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Casino del Mar at La Concha Resort and Condado Beach are located nearby.
Hyatt Vacation Club at Hacienda del Mar, Dorado
Sabana
Save 100% on your flight
Price was $2,185, price is now $1,408 per person
$1,408
per person
Jul 1 - Jul 8
found 13 hours ago
Roundtrip flight included
New York (NYC) 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.
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Condado
Save 100% on your flight
Price was $1,262, price is now $830 per person
$830
per person
Jun 21 - Jun 25
found 22 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 WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Casino del Mar at La Concha Resort and Condado Beach 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 ...
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 ...
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 ...
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. ...
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 ...
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 dry cleaning or laundry services. Our guests praise the helpful staff and the ...
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 ...
Casa Las Ruinas by Stay with Bear
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 ...
Old San Juan Rentals
251 Fortaleza Street San Juan
0.72 km from Old San Juan
Stay at this apartment in San Juan. Enjoy free WiFi, Netflix, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions Port ...
The Royal Sonesta San Juan
5961 Isla Verde Avenue Carolina
9.82 km from Old San Juan
Book a stay at this beach resort in Carolina. Enjoy a full-service spa, 6 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in ...
San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue San Juan
4.26 km from Old San Juan
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
La Concha Resort, Puerto Rico, Autograph Collection
1077 Ashford Ave Condado San Juan
3.87 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 ...
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.
Mon, May 11 - Fri, May 29
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Mon, May 11 - Fri, May 22
PHL
Philadelphia Intl.
SJU
Luis Munoz Marin Intl.
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Tue, Aug 25 - Wed, Sep 2
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$226 Roundtrip, found 18 hours ago
$226
Roundtrip
found 18 hours ago
Thu, Aug 20 - Wed, Sep 2
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$236 Roundtrip, found 1 day ago
$236
Roundtrip
found 1 day ago
Wed, Jul 8 - Tue, Jul 28
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$257 Roundtrip, found 21 hours ago
$257
Roundtrip
found 21 hours ago