Old San Juan Holidays from £495

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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

Ola Boutique Hotel

4.5 out of 5
Condado
Price was £697, price is now £495 per person
£495
per person
18 Sept - 21 Sept
found 24 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (859 reviews)
The staff was excellent from the time of check in to check out! (Chris was exceptional and took his time to talk about the island). The room thay we booked was small room- which we wanted- and was clean and had a great shower. They have mini fridge in the room and even a little freezer. Location was directly across from a market so that was helpful. Would stay here again!

Reviewed on 26 Jun 2026

Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Mameyes II
Save 100% on your flight
Price was £4,971, price is now £2,862 per person
£2,862
per person
10 Aug - 15 Aug
found 1 day ago
Return direct flight included
London (LGW) to San Juan (SJU)
No reviews
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was £793, price is now £507 per person
£507
per person
18 Sept - 21 Sept
found 24 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
8.8/10 Excellent! (678 reviews)
Super séjour avec du personnel hyper agréable. Spécialement le gérant Hector avec qui nous avons eu énormément de plaisir. La propreté et l'entretien peuvent être améliorés, mais selon moi ce sont des détails qui rendent l'expérience encore plus intéressante pour quelqu'un qui veut vivre le quotidien d'un citoyen à Puerto Rico. Nous avons beaucoup apprécié notre séjour, ce fut dur de quitter.

Reviewed on 26 Jun 2026

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Price was £822, price is now £599 per person
£599
per person
18 Sept - 21 Sept
found 24 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
8.8/10 Excellent! (689 reviews)
My first time in Puerto Rico and all of the staff was amazing, very accommodating with great hospitality. We wanted for nothing! Usually I like to try different hotels when I return to places I've taken trips to. This hotel and staff will be hard to beat. Thank you Krissy and Nelly to help make my vacation the best it could be!

Reviewed on 27 Jun 2026

Trópica Beach Hotel

Trópica Beach Hotel

3.5 out of 5
Santurce
Price was £724, price is now £530 per person
£530
per person
18 Sept - 21 Sept
found 24 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
9.4/10 Exceptional! (937 reviews)
Clean room. Simple and nice. Perfect for solo travel

Reviewed on 16 Jun 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
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

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 £170 per night from 5 Jul to 6 Jul
£170
5 Jul - 6 Jul
includes taxes & fees
9/10 Wonderful! (1,747 reviews)
"Everything was great"

Reviewed on 29 Jun 2026

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 £101 per night from 14 Jul to 15 Jul
£101
14 Jul - 15 Jul
includes taxes & fees
9/10 Wonderful! (778 reviews)
"Hotel was perfect and just what we needed. Staff was super nice and helpful too. Definitely coming back!"

Reviewed on 29 Jun 2026

Armas Hotel
EL Colonial Hotel Open Bar Adults Only

EL Colonial Hotel Open Bar Adults Only

3.5 out of 5
312 C. de San Francisco San Juan San Juan
Fully refundableReserve now, pay when you stay
The price is £108 per night from 28 Jul to 29 Jul
£108
28 Jul - 29 Jul
includes taxes & fees
9.2/10 Wonderful! (1,533 reviews)
"The room is old with very little amenities. No elevator many stairs. The stairs are not your things stay away. Steve was not very accommodating. You had to beg for drinks and bed for towels. I’d only recommend it for a very short day."

Reviewed on 27 Jun 2026

EL Colonial Hotel Open Bar Adults Only
See all 3,980 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Old San Juan travel package cost?
The cheapest Old San Juan package is £495, 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

9.6/5 (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

Things to do

Best of Old San Juan Walking Tour with El Morro Entry

Best of Old San Juan Walking Tour with El Morro Entry

£36
per adult
96% 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

£65
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

£66
per adult
92% of travellers recommend
San Juan: Casa Bacardi Distillery 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. Flight-inclusive packages are ATOL protected.