Old San Juan Holidays

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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 €2,299, price is now €976 per person
€976
per person
1 Oct - 8 Oct
found 14 hours ago
Return flight included
Dublin (DUB) to San Juan (SJU)
9/10 Wonderful! (466 reviews)
The best staff and extremely clean

Reviewed on 23 Aug 2025

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4 out of 5
Condado
Price was €2,019, price is now €1,280 per person
€1,280
per person
1 Oct - 8 Oct
found 14 hours ago
Return flight included
Dublin (DUB) to San Juan (SJU)
8.6/10 Excellent! (528 reviews)
was very convinient, close to a lot of restaurant.

Reviewed on 25 Aug 2025

Aire de O:live

Aire de O:live

4 out of 5
Isla Verde
Price was €2,097, price is now €1,347 per person
€1,347
per person
1 Oct - 8 Oct
found 14 hours ago
Return flight included
Dublin (DUB) to San Juan (SJU)
9.2/10 Wonderful! (230 reviews)
Hospitality and how personal/staff treat guests are amazing.

Reviewed on 18 Aug 2025

Bali Posh Hotel PR, Adults Only -Isla Verde

Bali Posh Hotel PR, Adults Only -Isla Verde

2.5 out of 5
Isla Verde
Price was €1,558, price is now €1,050 per person
€1,050
per person
1 Oct - 8 Oct
found 14 hours ago
Return flight included
Dublin (DUB) to San Juan (SJU)
8.6/10 Excellent! (723 reviews)
Excellent service, the property was very nice and picture worthy. Food was amazing and the drinks were great. Overall good experience, will be staying here again.

Reviewed on 24 Aug 2025

Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
Isla Verde
Price was €1,904, price is now €1,286 per person
€1,286
per person
1 Oct - 8 Oct
found 14 hours ago
Return flight included
Dublin (DUB) to San Juan (SJU)
8.4/10 Very Good! (1,920 reviews)
Súper bonito, limpio y la atención muy buena me gustó todo 😍

Reviewed on 25 Aug 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
4.5/5(3 area reviews)

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

Top hotels in Old San Juan

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 €191 per night from 17 Sept to 18 Sept
€191
17 Sept - 18 Sept
includes taxes & fees
9/10 Wonderful! (1,117 reviews)
"Great time in PR and the facility"

Reviewed on 24 Aug 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
9.2/10 Wonderful! (1,299 reviews)
"Walkable, quiet, great staff."

Reviewed on 23 Aug 2025

Get rates
El Colonial - Adults Only
Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
Fully refundableReserve now, pay when you stay
The price is €401 per night from 19 Sept to 20 Sept
€401
19 Sept - 20 Sept
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Beautiful property central to old San Juan"

Reviewed on 19 Aug 2025

Hotel El Convento
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.

Frequently asked questions

How much does an Old San Juan holiday package cost?
Maybe less than you imagined — from just €976, 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.
Can I choose my airline with an Old San Juan Expedia holiday package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Just pick the carrier you want and create your ideal Old San Juan trip.
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.

Popular places to visit

Castillo San Felipe del 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
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

Things to do

Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

€59
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

€39
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

€86
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.