Old San Juan Holidays

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

Casa Wilson Inn

3.5 out of 5
Condado
Price was S$1,617, price is now S$1,215 per person
S$1,215
per person
4 Jun - 9 Jun
found 1 day ago
Return direct flight included
Washington (WAS) to San Juan (SJU)
9/10 Wonderful! (771 reviews)
Sufficient for a one night stay, close to cruise terminal, and the beach, no amenities and room is very small. Breakfast was decent

Reviewed on 22 Mar, 2026

Aire de O:live

Aire de O:live

4 out of 5
Isla Verde
Save 100% on your flight
Price was S$2,970, price is now S$1,940 per person
S$1,940
per person
4 Jun - 9 Jun
found 1 day ago
Return direct flight included
Washington (WAS) to San Juan (SJU)
9.2/10 Wonderful! (469 reviews)
Great beach place. Walk right out to beach. Waited service on beach. Staff opens the door for you. Foods good. What else do you need?…

Reviewed on 22 Mar, 2026

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Save 100% on your flight
Price was S$2,990, price is now S$2,001 per person
S$2,001
per person
4 Jun - 9 Jun
found 1 day ago
Return direct flight included
Washington (WAS) to San Juan (SJU)
8.6/10 Excellent! (622 reviews)
The pool and upstairs lounge area was great, but the rooms did not match the cost. They need to replace several fixtures in the bedroom but the balcony view was nice this felt like a 3-star but charged 4 star prices.

Reviewed on 16 Mar, 2026

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

4 out of 5
Condado
Save 100% on your flight
Price was S$2,787, price is now S$1,915 per person
S$1,915
per person
4 Jun - 9 Jun
found 1 day ago
Return direct flight included
Washington (WAS) to San Juan (SJU)
9/10 Wonderful! (662 reviews)
The noise is unbearable. We were on the third floor and had small windows connected a metal stairway that is so loud and it was like they were having a party up on the roof all night. We had to be up at 1am to catch a flight and couldn’t sleep at all. Between the paper thin walls where we hear everything the other rooms in our hall were doing and the loud party, we couldn’t sleep. At $500 a night this was unacceptable. The place is clean and comfortable, but you can’t relax at night with all the noise.

Reviewed on 9 Mar, 2026

Don Rafa Boutique Hotel & Residences

Don Rafa Boutique Hotel & Residences

4 out of 5
Santurce
Price was S$1,816, price is now S$1,370 per person
S$1,370
per person
4 Jun - 9 Jun
found 1 day ago
Return direct flight included
Washington (WAS) to San Juan (SJU)
9.4/10 Exceptional! (420 reviews)
Very helpful staff, very nice hotel. Will definitely be returning.

Reviewed on 21 Mar, 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
Isla Verde

Isla Verde

4/5(2 area reviews)

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

Find hotels in Isla Verde

Top hotels in Old San Juan

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 S$189 per night from 5 Apr to 6 Apr
S$189
5 Apr - 6 Apr
includes taxes & fees
8.8/10 Excellent! (569 reviews)
very nice location

Reviewed on 27 Mar, 2026

Armas Hotel
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 S$386 per night from 9 Apr to 10 Apr
S$386
9 Apr - 10 Apr
includes taxes & fees
9/10 Wonderful! (1,589 reviews)
Great location close to the cruise port

Reviewed on 25 Mar, 2026

Hotel Rumbao, a Tribute Portfolio 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 S$391 per night from 7 Apr to 8 Apr
S$391
7 Apr - 8 Apr
includes taxes & fees
Alma San Juan
See all 3,777 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 S$1,215, 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

El Morro which includes 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 as well as a couple

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

Things to do

San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

S$56
per adult
94% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
Best of Old San Juan Walking Tour with El Morro Entry

Best of Old San Juan Walking Tour with El Morro Entry

S$62
per adult
100% of travellers recommend
Best of Old San Juan Walking Tour with El Morro Entry
El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

S$111
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.