Old San Juan Vacation Packages for 2025

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Old San Juan Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $894, price is now $494 per person
$494
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Stay at this 4-star 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

Ola Boutique Hotel

4.5 out of 5
Condado
Save 100% on your flight
Price was $1,299, price is now $663 per person
$663
per person
Jan 7 - Jan 11
found 14 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to San Juan (SJU)
Stay at this 4.5-star 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.

Aire de O:live

Aire de O:live

4 out of 5
Isla Verde
Save 100% on your flight
Price was $1,490, price is now $835 per person
$835
per person
Dec 11 - Dec 15
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Sabana
Save 100% on your flight
Price was $1,255, price is now $741 per person
$741
per person
Jan 11 - Jan 16
just found
Roundtrip flight included
New York (JFK) to San Juan (SJU)
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 reviews. Popular attractions Dorado Beach and Playa de los Tocones are located nearby.

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Save 100% on your flight
Price was $3,181, price is now $1,894 per person
$1,894
per person
Dec 24 - Dec 29
found 13 hours ago
Roundtrip flight included
Charlotte (CLT) to San Juan (SJU)
Stay at this 4.5-star 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 Pan American Pier are located nearby.

San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,032, price is now $615 per person
$615
per person
Jan 7 - Jan 11
found 14 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to San Juan (SJU)
Stay at this 3-star business-friendly apartment in San Juan. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Pan American Pier and Port of San Juan are located nearby.

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Top Hotel Deals

Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
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 Milano

Hotel Milano

2 out of 5
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 ...
Armas Hotel

Armas Hotel

2 out of 5
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 ...
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
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 ...
CasaBlanca Hotel

CasaBlanca Hotel

3.5 out of 5
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 ...
Hotel El Convento

Hotel El Convento

4.5 out of 5
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

La Terraza de San Juan

3.5 out of 5
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 ...
Casa Las Ruinas by Stay with Bear

Casa Las Ruinas by Stay with Bear

2 out of 5
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 ...
Alma San Juan

Alma San Juan

4 out of 5
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 ...
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
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 dry cleaning or laundry services. Our guests praise the helpful staff ...
Casa Lucienne - Adults Only

Casa Lucienne - Adults Only

3 out of 5
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 ...
Hugo's Rental

Hugo's Rental

2 out of 5
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

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
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 ...
The Royal Sonesta San Juan

The Royal Sonesta San Juan

4 out of 5
5961 Isla Verde Avenue, Carolina
9.82 km from Old San Juan
Stay at this 4-star 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 ...
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado, San Juan
3.88 km from Old San Juan
Stay at this 4-star 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 ...
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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.

Frontier Airlines
Mon, Jan 19 - Fri, Jan 23
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$116 Roundtrip, found 2 days ago
$116
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Jan 19 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Fri, Jan 23, priced at $116 found 2 days ago
JetBlue Airways
Wed, Jan 14 - Thu, Jan 15
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$171 Roundtrip, found 14 hours ago
$171
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Wed, Jan 14 from Fort Lauderdale - Hollywood Intl. to Luis Munoz Marin Intl., returning Thu, Jan 15, priced at $171 found 14 hours ago
Spirit Airlines
Sat, Feb 7 - Tue, Feb 10
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
$176 Roundtrip, found 4 days ago
$176
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Feb 7 from Logan Intl. to Luis Munoz Marin Intl., returning Tue, Feb 10, priced at $176 found 4 days ago
United
Tue, Mar 3 - Wed, Mar 11
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 days ago
Select United flight, departing Tue, Mar 3 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Wed, Mar 11, priced at $196 found 3 days ago
Delta
Thu, Dec 4 - Wed, Jan 14
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$215 Roundtrip, found 14 hours ago
$215
Roundtrip
found 14 hours ago
Select Delta flight, departing Thu, Dec 4 from Fort Lauderdale - Hollywood Intl. to Luis Munoz Marin Intl., returning Wed, Jan 14, priced at $215 found 14 hours ago