Old San Juan Vacation Packages

Top Holiday Package Deals in Old San Juan

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

Hotel Puerto Valdes

San Juan Antiguo

CA $965

per person

Oct 6 - Oct 10

found 6 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to San Juan (SJU)

8.8/10 Excellent! (686 reviews)

We absolutely loved our stay at Hotel Puerto Valdés! The location was perfect—close enough to walk to all of the major landmarks and attractions in Viejo San Juan, yet tucked away just enough that it never felt overcrowded or noisy. The staff was exceptional throughout our stay. Everyone was incredibly friendly, helpful, and professional, making us feel welcome from check-in to check-out. They were always happy to answer questions and offer recommendations, which made our visit even more enjoyable. The hotel itself was very well maintained. We were impressed with the cleanliness and the overall comfort of the property. Everything exceeded our expectations, and it was the perfect place to come back to after a day of exploring. We thoroughly enjoyed our stay and will definitely be back the next time we’re in Puerto Rico. Highly recommend Hotel Puerto Valdés to anyone looking for a comfortable, clean, and conveniently located place to stay in Viejo San Juan!

Reviewed on Jul 12, 2026

Signature Collection at Rio Mar

Mameyes II

CA $3,811

per person

Sep 5 - Sep 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Juan (SJU)

No reviews

Isla Verde Beachfront Retreat With Parking

Isla Verde

CA $1,659

per person

Aug 23 - Aug 29

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to San Juan (SJU)

10/10 Exceptional! (1 review)

The room was clean and spacious!

Reviewed on Mar 24, 2026

OLV Fifty Five - Adults Only

Condado

CA $1,758

per person

Sep 5 - Sep 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Juan (SJU)

8.8/10 Excellent! (695 reviews)

Nice and fancy location

Reviewed on Jul 10, 2026

Picuas Village

Zarzal

CA $1,275

per person

Sep 5 - Sep 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Juan (SJU)

7.6/10 Good! (78 reviews)

No a/c in main part of the room

Reviewed on Jun 21, 2026

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

A beach with a boat, palm trees, and a city skyline in the background.

Isla Verde

1 out of top 10 points of interest in this area

White-sands, beautifully clear water and excellent water sports make this beach one of the most popular in Puerto Rico.

Old San Juan Hotel Deals

Hotel Rumbao, a Tribute Portfolio Hotel

100 Brumbaugh Street San Juan Puerto Rico

Fully refundableReserve now, pay when you stay

CA $237

CA $318 total

Jul 21 - Jul 22

includes taxes & fees

9/10 Wonderful! (1,785 reviews)

"Everything was exceptional except it was a little too cold in the restaurant and lobby area. Otherwise, wonderful experience. I really appreciate staff accommodating my significant other before my arrival to the hotel. He said the staff were wonderful! I will be back. Also, please cha get the pillows ..."

Reviewed on Jul 13, 2026

Armas Hotel

202 C. San José San Juan San Juan

Fully refundableReserve now, pay when you stay

CA $128

CA $179 total

Aug 10 - Aug 11

includes taxes & fees

9/10 Wonderful! (797 reviews)

"Perfect location. Staff were very friendly and helpful. I would stay at this hotel again!"

Reviewed on Jul 11, 2026

EL Colonial Hotel Open Bar Adults Only

312 C. de San Francisco San Juan San Juan

Fully refundableReserve now, pay when you stay

CA $127

CA $169 total

Jul 21 - Jul 22

includes taxes & fees

9.2/10 Wonderful! (1,533 reviews)

"Reservé una habitación con balcón y no tenía balcón!"

Reviewed on Jul 12, 2026

See all 4,019 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.

Frequently asked questions

How much does an Old San Juan vacation package cost?

Maybe less than you imagined — from just CA $965, 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.