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.
Hotel Atlantico Madrid

Hotel Atlantico Madrid

4 out of 5
Madrid Centro
Price was CA $2,569, price is now CA $1,566 per person
CA $1,566
per person
Nov 2 - Nov 8
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
9.8/10 Exceptional! (2,145 reviews)
I loved the hotel location and services, however I may suggest to be more eco-friendly, the shampoo and shower accesories are pure plastic, instead of going for reusable containers attached to the wall

Reviewed on Sep. 7, 2025

Madrid Marriott Hotel Princesa Plaza

Madrid Marriott Hotel Princesa Plaza

4 out of 5
Madrid Centro
Price was CA $2,432, price is now CA $1,571 per person
CA $1,571
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
8.8/10 Excellent! (1,409 reviews)
Friendly staff, very clean, well organized , fantastic location, safe and quiet

Reviewed on Aug. 27, 2025

The Palace, a Luxury Collection Hotel, Madrid

The Palace, a Luxury Collection Hotel, Madrid

5 out of 5
Madrid Centro
Price was CA $2,356, price is now CA $1,616 per person
CA $1,616
per person
Oct 23 - Oct 26
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
9.2/10 Wonderful! (1,006 reviews)
Wonderful staff! Beautiful hotel and great breakfast buffet.

Reviewed on Sep. 1, 2025

UMusic Hotel Madrid

UMusic Hotel Madrid

5 out of 5
Madrid Centro
Price was CA $2,723, price is now CA $1,884 per person
CA $1,884
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
9.4/10 Exceptional! (664 reviews)
Location was amazing as it was close to everything. Room was spacious and clean and staff was very friendly.

Reviewed on Sep. 8, 2025

Hotel Regina

Hotel Regina

4 out of 5
Madrid Centro
Price was CA $2,522, price is now CA $1,799 per person
CA $1,799
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
9.8/10 Exceptional! (2,099 reviews)
Rooms and service were excellent. This is a well maintained property, in the most convenient of locations in Madrid.

Reviewed on Sep. 8, 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
Golfines de Abajo Palace

Caceres Old Town

9 out of top 10 points of interest in this area
5/5(4 area reviews)

Discover a UNESCO World Heritage City with a blend of Roman, Moorish, Northern Gothic, and Italian Renaissance architecture. Wander through narrow streets and visit sights like Torre del Bujaco and Plaza Mayor.

Find hotels in Caceres Old Town

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
The price is CA $128 per night from Sep 28 to Sep 29
CA $128
CA $141 total
Sep 28 - Sep 29
includes taxes & fees
NH Collection Cáceres Palacio de Oquendo
Hotel Alfonso IX

Hotel Alfonso IX

2 out of 5
Calle Moret 20, Cáceres, Caceres
The price is CA $88 per night from Sep 14 to Sep 15
CA $88
CA $97 total
Sep 14 - Sep 15
includes taxes & fees
Hotel Alfonso IX
Don Carlos Cáceres

Don Carlos Cáceres

2 out of 5
C/ Donoso Cortés 13-15, Cáceres, Caceres
The price is CA $84 per night from Sep 16 to Sep 17
CA $84
CA $92 total
Sep 16 - Sep 17
includes taxes & fees
Don Carlos Cáceres
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 $1,566. 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

Monuments

10-Day Andalusia and Morocco from Madrid

CA $2,593
per adult
10-Day Andalusia and Morocco from Madrid
Caceres

5-Day Andalusia and Toledo from Madrid via Caceres

CA $1,196
per adult
5-Day Andalusia and Toledo from Madrid via Caceres
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
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.