San Juan Vacation Packages

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Top Holiday Package Deals in San Juan

Price found within the past 48 hours. Click for updated prices.
Petit Hostel Palacio Real

Petit Hostel Palacio Real

2 out of 5
Moncloa-Aravaca
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Madrid (MAD)
8.8/10 Excellent! (374 reviews)
Don’t regret staying here but wouldn’t come back, it is super clean tho

Reviewed on Jul. 6, 2025

The First One Madrid Preciados

The First One Madrid Preciados

4 out of 5
Madrid Centro
Save 100% on your flight
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Madrid (MAD)
9/10 Wonderful! (700 reviews)
Great boutique hotel with small room but well appointed and stylish. Amazing rain shower. The staff gave us a great restaurant recommendation for lunch upon arrival. Walkable to shopping, restaurants right out the hotel door! Would stay here again.

Reviewed on Jul. 17, 2025

Hotel Atlantico Madrid

Hotel Atlantico Madrid

4 out of 5
Madrid Centro
per person
Sep 22 - Sep 27
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
9.8/10 Exceptional! (2,107 reviews)
Awesome hotel. In the heart of the city. Great location. Great breakfast. Highly recommended!

Reviewed on Jul. 20, 2025

Ayala 63

Ayala 63

4 out of 5
Salamanca
Save 100% on your flight
per person
Oct 1 - Oct 7
found 7 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Madrid (MAD)
9.8/10 Exceptional! (45 reviews)
Great place to stay. Central

Reviewed on Jul. 12, 2025

Hotel Riu Plaza España

Hotel Riu Plaza España

4 out of 5
Madrid Centro
per person
Sep 1 - Sep 6
just found
Roundtrip flight included
Toronto (YYZ) to Madrid (MAD)
9.4/10 Exceptional! (4,194 reviews)
We have a wonderful experience, the hotel is beautiful.

Reviewed on Jul. 19, 2025

Where to stay in San Juan

Find the best San Juan areas and neighborhoods for the activities you enjoy most. Learn more about San Juan
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Argentina

When in Argentina, you can plan a visit to Palace of the Marqueses de Torreorgaz and Church of San Mateo, some noteworthy sights in the nearby area.

Find hotels in Argentina

San Juan Hotel Deals

NH Collection Cáceres Palacio de Oquendo

NH Collection Cáceres Palacio de Oquendo

4 out of 5
Plaza San Juan, 11, Cáceres, Caceres
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Jul 28 to Jul 29
CA $107
CA $118 total
Jul 28 - Jul 29
includes taxes & fees
9.2/10 Wonderful! (593 reviews)
"Excellent service from the reception staff. The restaurant is excellent. The room was very spacious with a very comfortable bed."

Reviewed on Jun. 23, 2025

NH Collection Cáceres Palacio de Oquendo
Don Carlos Cáceres

Don Carlos Cáceres

2 out of 5
C/ Donoso Cortés 13-15, Cáceres, Caceres
The price is CA $77 per night from Aug 3 to Aug 4
CA $77
CA $85 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (181 reviews)
"Right in the old centre if the city. Great tapas bars within 10 minutes. Only downside was breakfast which was rather poor."

Reviewed on Jul. 7, 2025

Don Carlos Cáceres
Hotel Alfonso IX

Hotel Alfonso IX

2 out of 5
Calle Moret 20, Cáceres, Caceres
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from Jul 23 to Jul 24
CA $84
CA $93 total
Jul 23 - Jul 24
includes taxes & fees
8/10 Very Good! (248 reviews)
"A cozy no frills hotel in the historic center of Caceres. Everything was good for the price. It might be good to have a fridge in the room, but that was not crucial."

Reviewed on Jul. 5, 2025

Hotel Alfonso IX
See all 106 properties in 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a San Juan vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in San Juan from just CA $1,246. And the more you bundle, the more cash you save. The vacation of your dreams has never been more affordable.
How do I get a cheap travel package to San Juan?
Book everything all in one place with our San Juan vacation packages. We have incredible bargains on flights, hotels and more that'll keep your wallet happy and your spirit of adventure alive. And, with more than 550 partner airlines and 1,000,000 hotel options around the globe to select from, you'll have the flexibility to mix and match your own way.
Where should I stay in San Juan?
With so much to do in San Juan, we recommend you book a room in a hotel near its attractions. Santa Maria Cathedral, Casa del Sol and Cáceres Museum are some fascinating ones to put on your must-see list.
What are the top hotels in San Juan?
Get your vacation off to an excellent start by staying at KUBIK Hotel. It's one of most sought-after hotels in San Juan. Another welcoming option is 201 Roomy Family - Apartments Plaza Mayor 35.
How far in advance should I book my San Juan vacation?
To score cheap prices, book as early as you can. Airlines typically release tickets, along with some of the lowest fares, up to 12 months in advance. Hotels, car rental and activities should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway in San Juan, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia San Juan travel package include?
Packages include hotels, rental cars and flights, but you can mix and match them to create your ideal San Juan escape. You can also add on fun stuff like activities and experiences once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll get access to deals you won't find anywhere else.
What should I know before booking a San Juan travel package?
You can save a tidy sum by bundling your flights, hotels and rental cars. Once you've made your booking, you can add on things like activities or tours. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a San Juan Expedia vacation package?
With a vacation package, you're the boss. Whether you're looking to fly to San Juan in coach or business class, simply choose from the available airline options. Expedia has access to over 550 partner airlines around the world.
If I'm not able to travel, can I cancel my San Juan vacation package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can change or cancel your San Juan vacation package. If you made your booking in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.

Discover the most popular places to visit in San Juan

Plaza Mayor

Plaza Mayor

5/5(5 reviews)

Wander around this spacious square in Cáceres’ historic center to take in a panorama of 15th-century streetscapes and the bustle of daily life.

Plaza Mayor

Casa del Aguila

You can find out about the history of Cáceres with a visit to Casa del Aguila. Discover the area's museums and monuments.

Casa del Aguila

Things to do

Caceres: Highlights, History and Jewish Quarter Walking Tour

Caceres: Highlights, History and Jewish Quarter Walking Tour

CA $22
per adult
Caceres: Highlights, History and Jewish Quarter Walking Tour
Cáceres Complete with Tickets

Cáceres Complete with Tickets

CA $30
per adult
Cáceres Complete with Tickets
Monuments

10-Day Andalusia and Morocco from Madrid

CA $2,581
per adult
10-Day Andalusia and Morocco from Madrid
See all activities in Cáceres
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.