Old San Juan Vacation Packages for 2025
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.
La Calma Poshtel
Santurce
Save 100% on your flight
Price was $749, price is now $484 per person
$484
per person
Nov 4 - Nov 9
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
Stay at this hotel in San Juan. Enjoy cable TV channels, rainfall showerheads, and housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.
Sandy Beach Hotel
Condado
Save 100% on your flight
Price was $1,003, price is now $553 per person
$553
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Juan (SJU)
Stay at this 3-star beach hotel in San Juan. Enjoy free WiFi, a beach locale, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.
Urbana Hotel
San Juan Antiguo
Save 100% on your flight
Price was $952, price is now $558 per person
$558
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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.
Bali Posh Hotel PR, Adults Only -Isla Verde
Isla Verde
Save 100% on your flight
Price was $1,389, price is now $815 per person
$815
per person
Nov 4 - Nov 9
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
Stay at this hotel in Carolina. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Condado Beach and Pan American Pier are located nearby.
The Tryst Beachfront Hotel
Condado
Save 100% on your flight
Price was $1,085, price is now $699 per person
$699
per person
Nov 4 - Nov 9
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
Stay at this 3.5-star beach hotel in San Juan. Enjoy free WiFi, a beach locale, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.
Aire de O:live
Isla Verde
Save 100% on your flight
Price was $1,775, price is now $1,163 per person
$1,163
per person
Nov 4 - Nov 9
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
Stay at this 4-star 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.
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See all available trips from Columbus to Old San Juan
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El Colonial - Adults Only
312 C. de San Francisco, San Juan, San Juan
0.53 km from Old San Juan
Stay at this 3.5-star hotel in San Juan. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the bar and the helpful staff in our ...
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street, San Juan, Puerto Rico
0.55 km from Old San Juan
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Hotel El Convento
100 Cristo St, San Juan
1.01 km from Old San Juan
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
La Terraza de San Juan
262 Calle del Sol, Viejo San Juan, San Juan
0.74 km from Old San Juan
Stay at this 3.5-star hotel in San Juan. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
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 4-star hotel in San Juan. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Popular attractions Port of San Juan and Pan American Pier are ...
CasaBlanca Hotel
316 Calle Fortaleza, San Juan
0.54 km from Old San Juan
Stay at this 3.5-star 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 ...
Fortaleza Suites
315 Calle Fortaleza, Old San Juan, San Juan
0.55 km from Old San Juan
Stay at this 3.5-star guesthouse in San Juan. Enjoy free WiFi, a 24-hour front desk, and laundry facilities. Our guests praise the helpful staff and the clean ...
Casa Lucienne
406 C. de la Luna, San Juan, San Juan
0.39 km from Old San Juan
Stay at this 3-star 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 ...
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 ...
Hugo's Rental
200 C. de O'Donnell, San Juan, San Juan
0.44 km from Old San Juan
Stay at this aparthotel in San Juan. Enjoy free WiFi, slippers, and housekeeping. Popular attractions Port of San Juan and Pan American Pier are located ...
Hyatt Vacation Club at Hacienda del Mar, Dorado
301 Hwy 693, Dorado, Vega Alta
22.2 km from Old San Juan
Stay at this 3.5-star 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 ...
Condado Vanderbilt Hotel
1055 Ashford Avenue, San Juan
3.6 km from Old San Juan
Stay at this 5-star 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.
Mon, Oct 6 - Tue, Oct 7
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$124 Roundtrip, found 5 days ago
$124
Roundtrip
found 5 days ago
Sat, Sep 20 - Thu, Sep 25
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$188 Roundtrip, found 4 days ago
$188
Roundtrip
found 4 days ago
Mon, Oct 13 - Tue, Oct 14
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$191 Roundtrip, found 4 days ago
$191
Roundtrip
found 4 days ago
Fri, Oct 3 - Mon, Oct 20
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$196 Roundtrip, found 1 day ago
$196
Roundtrip
found 1 day ago
Fri, Oct 24 - Mon, Oct 27
PHL
Philadelphia Intl.
SJU
Luis Munoz Marin Intl.
$256 Roundtrip, found 15 hours ago
$256
Roundtrip
found 15 hours ago