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 $1,634, price is now $922 per person
$922
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
New York (JFK) 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 Port of San Juan are located nearby.
OLV Fifty Five - Adults Only
Condado
Save 100% on your flight
Price was $1,937, price is now $1,087 per person
$1,087
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
New York (JFK) 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 Condado Beach and Port of San Juan are located nearby.
Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was $1,614, price is now $957 per person
$957
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) 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 $2,034, price is now $1,220 per person
$1,220
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) 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 Port of San Juan are located nearby.
Romeo Hotel
San Juan Antiguo
Save 100% on your flight
Price was $1,608, price is now $972 per person
$972
per person
May 29 - Jun 5
found 17 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Stay at this aparthotel in San Juan. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Port of San Juan and Condado Beach are located nearby.
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Save 100% on your flight
Price was $3,850, price is now $2,429 per person
$2,429
per person
Apr 29 - May 5
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to San Juan (SJU)
Book a stay at this beach 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. Popular attractions Luquillo Beach and Wyndham Rio Mar Golf Course are located nearby.
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See all available trips from Columbus to Old San Juan
View all tripsTop Hotel Deals
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, 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 ...
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 ...
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 ...
Costa Bahia Hotel Paseo Caribe
1 Calle San Gerónimo San Juan San Juan
2.5 km from Old San Juan
Book a stay at this business-friendly hotel in San Juan. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and ...
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 ...
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 ...
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. ...
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 ...
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 ...
Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street Carolina
9.65 km from Old San Juan
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. ...
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 ...
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, Mar 22 - Thu, Apr 9
MIA
Miami Intl.
SJU
Luis Munoz Marin Intl.
$130 Roundtrip, found 5 days ago
$130
Roundtrip
found 5 days ago
Sun, Mar 22 - Thu, Apr 9
MIA
Miami Intl.
SJU
Luis Munoz Marin Intl.
$136 Roundtrip, found 5 days ago
$136
Roundtrip
found 5 days ago
Tue, Apr 21 - Tue, May 5
MIA
Miami Intl.
SJU
Luis Munoz Marin Intl.
$247 Roundtrip, found 22 hours ago
$247
Roundtrip
found 22 hours ago
Fri, Apr 10 - Sat, Apr 11
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$266 Roundtrip, found 2 days ago
$266
Roundtrip
found 2 days ago
Thu, Apr 16 - Fri, Apr 17
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$288 Roundtrip, found 4 days ago
$288
Roundtrip
found 4 days ago