Old San Juan Holidays from £997
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Your Old San Juan Holiday
Discover the best that Old San Juan has to offer with a tailor-made Old San Juan holiday package. From its bars and pubs and dining to its history, get ready to fall for the charms of this food-lovers neighbourhood. Hoping to head out and see the sights during your trip to Old San Juan? Make sure you check out nearby attractions like San Juan Gate, Catedral Basilica Menor de San Juan Bautista and La Fortaleza. Stop dreaming and start doing. When it's time to book your next holiday to Old San Juan, Expedia will help you get there.
Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel
Condado
£1,005
per person
1 Dec - 7 Dec
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
9/10 Wonderful! (980 reviews)
This is a perfect place to stay if you’re not big on wanting a big fancy room. Its air conditioned and very clean. The only thing that threw me off was the separate toilet, it doesn’t have a door and it was a bit awkward to use the toilet with my partner right next to me. The breakfast was OK , its great for something quick and light but my partner and I decided to try breakfast outside instead. However, the staff are great, very polite, and nice. This is also a great spot to stay at because everything is close by. Its also right across a Starbucks and a 24 hour supermarket.
Reviewed on 1 Oct 2026
OLV Fifty Five - Adults Only
Condado
£2,061
per person
21 Nov - 28 Nov
found 14 hours ago
Return direct flight included
London (LHR) to San Juan (SJU)
8.8/10 Excellent! (785 reviews)
I would have gave 5 stars if we were informed about the construction being done on property right under our room couldn’t get an up grade but my room was moved please be clear to guest about what they are walking into other then tht property was beautiful staff was excellent
Reviewed on 30 Sept 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
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.
Top hotels in Old San Juan
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
£136
18 Oct - 19 Oct
includes taxes & fees
9/10 Wonderful! (1,949 reviews)
"Excellent location, excellent and friendly staff."
Reviewed on 27 Sept 2026
Armas Hotel
202 C. San José San Juan San Juan
Fully refundableReserve now, pay when you stay
£85
12 Oct - 13 Oct
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
£90
4 Oct - 5 Oct
includes taxes & fees
9/10 Wonderful! (1,524 reviews)
"Loved the building and the historic features! With that just be prepared for steps that are uneven and no elevator. It’s just part of the charm."
Reviewed on 30 Sept 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 travel package cost?
The cheapest Old San Juan package is £997, so your dream getaway can become a reality — without burning a hole in your pocket. Combine flights, hotels, car rentals and more to custom build a package suited to your travelling style.
If I'm not able to travel, can I cancel my Old San Juan travel package?
You can. We realise life happens, so we're here to help if you have to make changes to your Old San Juan travel package. It may be possible to change or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Old San Juan?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we've got them all covered. Pick and choose the combination that suits your style and watch your savings stack up. We know a package deal is never one-size-fits-all. That's why we offer more than 550 air carriers and 1,000,000 properties globally, which lets you customize your Old San Juan adventure.
Does Expedia offer Book Now, Pay Later Old San Juan holidays?
Yes, we do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply pick the payment plan that suits best during the checkout process and take away the stress of budgeting for your trip. Don't forget to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:
- Pay monthly holidays: Klarna has manageable monthly payment plans that suit all budgets, so you can escape on that well-earned holiday now.
- Pay in instalments holidays: If you want to pay off your getaway across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: When you come across an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your getaway.
Where should I stay in Old San Juan?
A trip to Old San Juan isn't complete without seeing San Juan Gate and San Juan Cathedral. Reserve a room within walking distance so you can easily access these fantastic sights.
What are the top hotels in Old San Juan?
Book a stay at Caribe Hilton. It's one of this area's most popular hotels. Another highly rated option in Old San Juan is La Concha Renaissance San Juan Resort.
How far in advance should I book my Old San Juan holiday?
Reserving your flight early with Expedia means one less thing to worry about. A number of air carriers display prices up to 12 months prior to departure dates. This is generally the cheapest time to book. If circumstances have left you booking late, incredible deals to Old San Juan will sometimes occur a few weeks before departure.
What does an Expedia Old San Juan travel package include?
Packages include hotels, flights and rental cars, but you can mix and match them to create your ideal Old San Juan escape. You can also add on some experiences and activities once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll enjoy deals you won't find elsewhere.
What should I know before booking an Old San Juan travel package?
You can save a tidy sum by combining your hotels, flights and rental cars. Once you've created your package, you can add on activities or tours. Your next awesome holiday is only a few clicks away.
Can I choose my airline with an Old San Juan Expedia travel package?
Yes — that's one of the best things about an Expedia package. You're in control. We have access to more than 550 airline partners globally, so you have lots of choice when arranging your Old San Juan getaway.
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.
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.
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.
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.
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.
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.
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.
Things to do
El Yunque Rainforest Guided Hiking Tour
£66
per traveller
96% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
£33
per adult
94% of travellers recommend
Countryside Horseback Riding
£126
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. Flight-inclusive packages are ATOL protected.