Old San Juan Holidays from AU$1,734
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Your Old San Juan Holiday
Avoid the hassle of travel planning with an Old San Juan holiday package. With everything organised before you go, all you have to do is simply enjoy this food-lovers neighbourhood's bars and pubs, dining and history. Kick off your trip to Old San Juan by visiting nearby attractions such as San Juan Gate, La Fortaleza and Catedral Basilica Menor de San Juan Bautista. No matter your travel goals or budget, booking your ideal Old San Juan holiday is easy with Expedia.
Top Holiday Package Deals in Old San Juan
Price found within the past 48 hours. Click for updated prices.
Paradise Villas & Vacations
Sabana
AU$2,793
per person
16 Sept - 22 Sept
found 16 hours ago
Return flight included
Dublin (DUB) to San Juan (SJU)
10/10 Exceptional! (14 reviews)
I had an amazing stay at Villa Daria. The Villa was spacious, well equipped and maintained. It had everything my family needed. The location was great. The pools and beach were good. I highly recommend staying here when visiting Puerto Rico.
Reviewed on 2 Aug 2026
Our guide on 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
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.
Condado
1 out of top 10 points of interest in this area
Experience San Juan at its most modern in a chic neighborhood packed with high-end fashion shops, elegant casinos and popular restaurants.
Santurce
3 out of top 10 points of interest in this area
While you're in Santurce, take in top sights like Condado Beach and jump on the metro at Sacred Heart Station to see more of the city.
Ocean Park
This cosmopolitan area of San Juan is a great place to experience the relaxed, contemporary culture of Puerto Rico.
Puerta de Tierra
Travellers to Puerta de Tierra praise its stunning beaches. If you've got some more time to explore, be sure to stop by Port of San Juan and Escambron Beach.
Our pick of the best 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
AU$315
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,846 reviews)
"Clean room Nice staff Great food Great customer service Awesome location"
Reviewed on 9 Aug 2026
Armas Hotel
202 C. San José San Juan San Juan
Fully refundableReserve now, pay when you stay
AU$179
31 Aug - 1 Sept
includes taxes & fees
EL Colonial Hotel Open Bar Adults Only
312 C. de San Francisco San Juan San Juan
Fully refundableReserve now, pay when you stay
AU$152
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (1,534 reviews)
"Amazing hotel. Will return for sure."
Reviewed on 9 Aug 2026
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 holiday package cost?
Maybe less than you imagined — from just AU$1,734, actually! By bundling hotels, flights and car rentals into your own custom-made holiday 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 holiday 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 holiday.
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 neighbourhood'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 holiday?
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 holiday!
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 holiday 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 holiday 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.
Stay near popular Old San Juan attractions
Castillo San Felipe del Morro
9.6/10 (1,834 reviews)
This walled fortress was once used to protect Puerto Rico from invading colonies, and today offers visitors a dramatic reminder of that history.
San Juan Gate
9.0/10 (4,255 reviews)
Enter San Juan through the last remaining gateway from the city’s walls and discover the military history of its atmospheric Old Town.
La Fortaleza
9.2/10 (1,318 reviews)
The official residence of the governor of Puerto Rico is a vast mansion and fortress that is open to the public on guided tours.
Photo by Raquel Chin Wo Astua
Puerta de San Juan
Learn about the local history of San Juan when you take a trip to Puerta de San Juan. Experience the area's acclaimed art galleries and fascinating museums.
Catedral Basilica Menor de San Juan Bautista
9.0/10 (2,906 reviews)
Discover the curious relics and gorgeous stained-glass windows of Old San Juan’s religious treasure, a 16th-century cathedral with a colorful history.
Castillo de San Cristobal
9.4/10 (1,486 reviews)
Marvel at a Spanish fortification on the edge of Old San Juan, a place full of haunting myths, fascinating history and stunning photography spots.
Plaza de Armas
9.0/10 (330 reviews)
San Juan’s hub of civic life is also one of the most popular social destinations, where locals come to drink coffee and trade stories.
Calle Fortaleza
9.2/10 (91 reviews)
During your visit to San Juan, you can enjoy retail therapy at Calle Fortaleza. While in this walkable area, you can savour the top-notch restaurants.
Activities
El Yunque Rainforest Guided Hiking Tour
AU$126
per traveller
96% of travellers recommend
From Carolina: Horse Riding at a Private Ranch
AU$162
per adult
88% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
AU$64
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.