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

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.

Find hotels in Condado

Our pick of the best 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 AU$421 per night from 7 Jan to 8 Jan
AU$421
7 Jan - 8 Jan 2026
includes taxes & fees
9/10 Wonderful! (1,396 reviews)
Check in staff was outstanding. Incredibly kind and helpful. Could not have been better

Reviewed on 21 Dec 2025

Hotel Rumbao, a Tribute Portfolio Hotel
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 AU$340 per night from 21 Jan to 22 Jan
AU$340
21 Jan - 22 Jan 2026
includes taxes & fees
9/10 Wonderful! (384 reviews)
El equipo de trabajo es espectacular y muy atento. Servicio de primera.

Reviewed on 20 Dec 2025

Armas Hotel
Alma San Juan

Alma San Juan

4 out of 5
405 C. de San Francisco San Juan San Juan
Fully refundableReserve now, pay when you stay
The price is AU$377 per night from 25 Dec to 26 Dec
AU$377
25 Dec - 26 Dec
includes taxes & fees
9/10 Wonderful! (325 reviews)
Love this boutique hotel! In such a convenient location with friendly staff!

Reviewed on 20 Dec 2025

Alma San Juan
See all 3,770 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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.

Discover the most popular places to visit in Old San Juan

Castillo San Felipe del Morro showing general coastal views and heritage elements

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
La Fortaleza

La Fortaleza

The official residence of the governor of Puerto Rico is a vast mansion and fortress that is open to the public on guided tours.

La Fortaleza
Plaza de Armas

Plaza de Armas

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.

Plaza de Armas

Activities

Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

AU$103
per adult
78% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
Single female snorkeler in the ocean off the coast of Puerto Rico

Catamaran Sail & Snorkeling in the Caribbean with Lunch

AU$278
per traveller
92% of travellers recommend
Catamaran Sail & Snorkeling in the Caribbean with Lunch
Carolina: ATV Adventure at Campo Rico Ranch with Guide

Carolina: ATV Adventure at Campo Rico Ranch with Guide

AU$334
per traveller
92% of travellers recommend
Carolina: ATV Adventure at Campo Rico Ranch with Guide
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.