Old San Juan Holidays from £1,097

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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.
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

Isla Verde
Save 100% on your flight
£1,097
per person
19 Oct - 26 Oct
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
10/10 Exceptional! (2 reviews)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

Mameyes II
Save 100% on your flight
£3,404
per person
19 Oct - 26 Oct
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
No reviews
Everything is 10 times more expensive compare to any other place I visites

Reviewed on 8 Aug 2026

Hotel Puerto Valdes

Hotel Puerto Valdes

Puerta de Tierra
£1,349
per person
20 Sept - 26 Sept
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
8.8/10 Excellent! (713 reviews)
Walking distance to old SJ; small and cozy hotel

Reviewed on 15 Aug 2026

Fairmont El San Juan Villa Experience

Fairmont El San Juan Villa Experience

Isla Verde
£1,499
per person
19 Oct - 26 Oct
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
7.6/10 Good! (150 reviews)
Exceeded our expectations in cleanliness, staff was courteous went out of their way to make sure our stay was memorable.

Reviewed on 14 Aug 2026

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

Condado
£1,593
per person
20 Sept - 26 Sept
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
8.8/10 Excellent! (727 reviews)
Great stay and property was amazing and so was staff!

Reviewed on 15 Aug 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
A beach with a boat, palm trees, and a city skyline in the background.

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.

A sandy beach with palm trees, a rocky breakwater, and calm ocean waves.

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.

The Museo de Arte de Puerto Rico with a red-tiled roof, white columns, and palm trees.

Santurce

2 out of top 10 points of interest in this area

While you're in Santurce, take in top sights like Condado Beach and jump on the metro at Sacred Heart Station to see more of the city.

A beach with palm trees and high-rise buildings in the background.

Ocean Park

This cosmopolitan area of San Juan is a great place to experience the relaxed, contemporary culture of Puerto Rico.

A coastal fort with a bridge, rocky beach, and clear blue sky.

Puerta de Tierra

Travellers to Puerta de Tierra praise its stunning beaches. If you've got some more time to explore, be sure to stop by Port of San Juan and Escambron Beach.

Top hotels in Old San Juan

Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
£167
30 Aug - 31 Aug
includes taxes & fees
Hotel Rumbao, a Tribute Portfolio Hotel
Armas Hotel

Armas Hotel

202 C. San José San Juan San Juan
Fully refundableReserve now, pay when you stay
£94
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (864 reviews)
"The helpful staff was one of the many great assets of this property! The location was perfect for exploring San Juan. The room was clean and had all of the amenities. Since it’s a boutique hotel that echoes sound, I recommend taking a sound machine and/or small fan for white noise to get better sleep. ..."

Reviewed on 15 Aug 2026

Armas Hotel
EL Colonial Hotel Open Bar Adults Only

EL Colonial Hotel Open Bar Adults Only

312 C. de San Francisco San Juan San Juan
Fully refundableReserve now, pay when you stay
£88
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,531 reviews)
"This hotel is in an amazing location. The restaurants steps away from the property were fantastic. It’s literally right in the heart of it all. Super happy about my choice to stay there. I didn’t partake in the alcohol at the bar, but there was water available everyday, which was nice not to have ..."

Reviewed on 15 Aug 2026

EL Colonial Hotel Open Bar Adults Only
See all 4,067 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 travel package cost?
The cheapest Old San Juan package is £1,097, 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

A coastal fort with a view of the ocean and a clear sky.

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.
See properties
A coastal fortification with a sandy beach, rocky shoreline, and a red building.

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.
See properties
A coastal cityscape with a prominent white building on a hill, a sandy beach, and a clear blue sea.

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.
See properties
The San Juan Gate at the San Juan National Historic Site.
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.
See properties
An ornate church interior with a high ceiling, golden chandeliers, and religious statues.

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.
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A coastal fort with a dome structure overlooking the ocean.

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.
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A statue, a building with arches, and a clock tower.

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.
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Casa del Libro

9.2/10 (27 reviews)
You can study the exhibits at Casa del Libro, a museum with a story of its own, during your trip to San Juan. Wander the beautiful beaches and seaside in the area.
See properties

Things to do

El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

£66
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

£33
per adult
94% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
Bioluminescent Bay Night Kayaking Experience in Fajardo

Bioluminescent Bay Night Kayak Experience in Fajardo (transport optional)

£52
per adult
88% of travellers recommend
Bioluminescent Bay Night Kayak Experience in Fajardo (transport optional)
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. Flight-inclusive packages are ATOL protected.