Old San Juan Vacation Packages

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Top Holiday Package Deals in Old San Juan

Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was CA $1,816, price is now CA $663 per person
CA $663
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9/10 Wonderful! (466 reviews)
Had a great day! From moment of arrival, Marco staff member was very hospitable and attentive. Room was as expected. Great working AC for the hot weather, good water pressure, ambience of the hotel is great. Would recommend and would definitely stay here again.

Reviewed on Aug. 21, 2025

Sandy Beach Hotel

Sandy Beach Hotel

3 out of 5
Condado
Price was CA $1,340, price is now CA $700 per person
CA $700
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
6.2/10 (1,001 reviews)
The property is centrally located

Reviewed on Aug. 19, 2025

The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Price was CA $1,811, price is now CA $948 per person
CA $948
per person
Oct 11 - Oct 18
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (32 reviews)
El hotel por dentro es muy bonito, el staff amable. Pero, como es nuevo necesitan estar mas al día con el mantenimiento (aires, inodoros, agua caliente, etc). También mejorar el manejo de los empleados de limpieza (debe hacer menos escándalo) y mejorar la comunicación con las personas de mantenimiento (horarios para hacerlo y si hay huéspedes en la habitación o no).

Reviewed on Aug. 9, 2025

San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
Price was CA $1,702, price is now CA $905 per person
CA $905
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9.2/10 Wonderful! (370 reviews)
It was old school apartment quick check in and out would stay again

Reviewed on Aug. 21, 2025

Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Price was CA $1,392, price is now CA $751 per person
CA $751
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9.2/10 Wonderful! (1,003 reviews)
Limited food options, bed sheets stained

Reviewed on Aug. 19, 2025

Where to stay in Old San Juan

Find the best Old San Juan areas and neighborhoods for the activities you enjoy most. Learn more about Old San Juan
Condado

Condado

1 out of top 10 points of interest in this area
4/5(20 area reviews)

Oceanfront and upscale, Condado boasts picturesque beaches alongside hotels, nightclubs, casinos, and shops. Stroll through La Ventana al Mar park, and enjoy easy access to public transport via T21 and D53 bus routes.

Find hotels in Condado

Old San Juan 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
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from Sep 16 to Sep 17
CA $224
CA $297 total
Sep 16 - Sep 17
includes taxes & fees
9/10 Wonderful! (1,104 reviews)
"Staff was great and the rooms were spacious and clean!"

Reviewed on Aug. 18, 2025

Hotel Rumbao, a Tribute Portfolio Hotel
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
312 C. de San Francisco, San Juan, San Juan
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Sep 1 to Sep 2
CA $125
CA $163 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (1,302 reviews)
"Christian, Felix, Tatiana were absolutely great in greeting us. What a great place to stay."

Reviewed on Aug. 19, 2025

El Colonial - Adults Only
Armas Hotel

Armas Hotel

2 out of 5
202 C. San José, San Juan, San Juan
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 25 to Aug 26
CA $174
CA $228 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (274 reviews)
"Such friendly staff. The room was always so clean. They even folded our pjs and made the bed with the soft blanket underneath that they usually put on top of the bed. In perfect walking distance of the fort and castle and various delicious dining and bars."

Reviewed on Aug. 18, 2025

Armas Hotel
See all 3,553 properties in Old San Juan
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.
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Frequently asked questions

How much does an Old San Juan vacation package cost?
Maybe less than you imagined — from just CA $663, actually! By bundling hotels, flights and car rentals into your own custom-made vacation package, your trip to Old San Juan is just clicks away.
How do I get a cheap travel package to Old San Juan?
Creating your own Old San Juan vacation package with Expedia is an easy way to save. We have over 550 airlines and 1,000,000 hotels throughout the world. With such an amazing range to pick from, you'll have no worries creating your ideal vacation.
Where should I stay in Old San Juan?
Take the leg work out of sightseeing by staying in a hotel close to Old San Juan's terrific attractions. San Juan Gate and Catedral Basilica Menor de San Juan Bautista are two of the most popular.
What are the top hotels in Old San Juan?
Secure a room at Palacio Provincial - Adults Only. It's one of this neighborhood's most sought-after properties. Another highly rated option in Old San Juan is El Colonial - Adults Only.
How far in advance should I book my Old San Juan vacation?
Get rewarded with the biggest variety and the cheapest prices by booking your Old San Juan adventure nice and early. Airlines typically advertise flights around a year before departure, so reserve your spot ASAP. That said, Expedia is committed to providing you with the best bargains around, so it's never a bad time to book your dream vacation!
What does an Expedia Old San Juan travel package include?
Expedia has everything you need to arrange your Old San Juan trip, but how your package is structured is totally up to you. Pick from a combination of rental cars, flights and hotels. Looking for some experiences or tours to keep you entertained? Once you've made your booking, you can add them on too. No matter your style or budget, there's a package deal to match your needs.
What should I know before booking an Old San Juan travel package?
A travel package can be tailored to your budget and is a fantastic way to make your budget go further. How much you include is your call. Rental cars, hotels and flights — decide on a combination that suits your style.
If I'm not able to travel, can I cancel my Old San Juan vacation package?
You can. We understand that even the best-laid plans can fail, so we're here to help if you need to make changes to your Old San Juan vacation package. You may be able to cancel or change your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Old San Juan

El Morro showing heritage elements and general coastal views

Castillo San Felipe del Morro

This walled fortress was once used to protect Puerto Rico from invading colonies, and today offers visitors a dramatic reminder of that history.

Castillo San Felipe del Morro
Puerta de San Juan

San Juan Gate

Enter San Juan through the last remaining gateway from the city’s walls and discover the military history of its atmospheric Old Town.

San Juan Gate
San Juan Cathedral

Catedral Basilica Menor de San Juan Bautista

Discover the curious relics and gorgeous stained-glass windows of Old San Juan’s religious treasure, a 16th-century cathedral with a colorful history.

Catedral Basilica Menor de San Juan Bautista

Things to do

Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

CA $94
per adult
74% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

CA $123
per adult
90% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
San Juan: Old San Juan Sunset Cruise with Drinks & Transfer

San Juan: Old San Juan Sunset Cruise with Drinks & Transfer

CA $136
per adult
90% of travellers recommend
San Juan: Old San Juan Sunset Cruise with Drinks & Transfer
See all activities in San Juan
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.