Old San Juan Holidays
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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.
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
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.
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.
Santurce
3 out of top 10 points of interest in this area
While you're in Santurce, take in top sights like Casino del Mar at La Concha Resort 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.
San Juan Antiguo
1 out of top 10 points of interest in this area
Walk down picturesque cobbled streets lined with centuries old buildings and some of the most popular historical attractions in Puerto Rico.
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$275
7 Oct - 8 Oct
includes taxes & fees
9/10 Wonderful! (1,941 reviews)
"I love this property. Right by the water. You get so see the cruise ships coming in and out of old San Juan. The hotel has a great restaurant inside. Area is very quiet a night which was a plus."
Reviewed on 23 Sept 2026
Armas Hotel
202 C. San José San Juan San Juan
Fully refundableReserve now, pay when you stay
AU$147
28 Sept - 29 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$168
24 Sept - 25 Sept
includes taxes & fees
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 , 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
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.
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.
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.
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.
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.
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.
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.
Paseo de la Princesa
9.8/10 (13 reviews)
During your trip to San Juan, you can search for that perfect souvenir at Paseo de la Princesa. Experience the area's fascinating museums and acclaimed art galleries.
Activities
El Yunque Rainforest Guided Hiking Tour
AU$123
per traveller
96% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
AU$124
per adult
94% of travellers recommend
Countryside Horseback Riding
AU$236
per traveller
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.