São Jorge Island Vacation Packages

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Your São Jorge Island Vacation

When the thrill of adventure comes knocking, let it in with a vacation package to São Jorge Island. Get ready to discover a destination renowned for its history and a lot more. Get your trip to São Jorge Island off to an unforgettable start by making Urzelina the first stop on your itinerary. This is a popular city with visitors from near and far. From the instant you book your São Jorge Island vacation to the second you come back home, Expedia will take care of you each step of the way.

Top São Jorge Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Quinta da Magnólia

Quinta da Magnólia

3 out of 5
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sao Jorge Island (SJZ)
9.8/10 Exceptional! (29 reviews)
The rooms and property are really lovely and quiet and the staff was very generous and wanted to make our stay special.

Reviewed on Jul. 10, 2025

Quinta do Almanac

Quinta do Almanac

2 out of 5
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Sao Jorge Island (SJZ)
No reviews
Cabanas da Viscondessa

Cabanas da Viscondessa

3.5 out of 5
per person
Oct 7 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Sao Jorge Island (SJZ)
10/10 Exceptional! (9 reviews)
Setting was peaceful, easy parking, restaurant was wonderful. Jorge and the staff in the restaurant were very helpful and very nice

Reviewed on Jun. 13, 2025

Make It Happen Farm

Make It Happen Farm

3 out of 5
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Sao Jorge Island (SJZ)
9.8/10 Exceptional! (12 reviews)
Casa d'Avó Guesthouse

Casa d'Avó Guesthouse

3 out of 5
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Sao Jorge Island (SJZ)
9.8/10 Exceptional! (42 reviews)
Really excellent property, very modern and great location. I’m taking down a star because I paid extra for panoramic view and instead got an appartement with no view. It might’ve been of equal value but I wasn’t given a choice at the checkin and even when asked I was still given the apartment. Parking on the street was always full, but there is a public lot a block away that was always available and we just parked there all the time. The checkin lady was very helpful and provided a list of restaurants that turned to be very nice.

Reviewed on Sep. 27, 2024

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São Jorge Island Hotel Deals

São Jorge Garden

São Jorge Garden

3 out of 5
Rua Machado Pires, Sao Jorge, Velas
The price is CA $229 per night from Aug 1 to Aug 2
CA $229
CA $239 total
Aug 1 - Aug 2
includes taxes & fees
8.8/10 Excellent! (97 reviews)
"Amazing and helpful staff! Loved the stunning garden grounds which are well groomed and maintained regularly. Overall a beautiful hotel!"

Reviewed on Jul. 16, 2025

São Jorge Garden
Azores Youth Hostels - São Jorge

Azores Youth Hostels - São Jorge

2 out of 5
Canada da Vinha Nova, Fajã Grande, Calheta
The price is CA $61 per night from Aug 3 to Aug 4
CA $61
CA $70 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very Good! (18 reviews)
"Excellent location. Staff was friendly. Air conditioner was not working in our room and it was so hot to sleep. The staff tried but could not fix it. Breakfast was simple but fine. Very clean all around and well kept. View was incredible from the front shared spaces."

Reviewed on Jul. 15, 2025

Azores Youth Hostels - São Jorge
Cabanas da Viscondessa

Cabanas da Viscondessa

3.5 out of 5
Caminho de Cima - Ribeira do Nabo, 9, Velas, Açores
10/10 Exceptional! (9 reviews)
"Setting was peaceful, easy parking, restaurant was wonderful. Jorge and the staff in the restaurant were very helpful and very nice"

Reviewed on Jun. 13, 2025

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Cabanas da Viscondessa
See all 263 properties in São Jorge Island
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.
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Discover the most popular places to visit in São Jorge Island

Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge

Explore the great outdoors at Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge, a lovely green space in Calheta.

Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge

Frequently asked questions

How much does a Sao Jorge Island vacation package cost?
Chart your own course with our Sao Jorge Island vacation packages, which start from only CA $1,257. Handpick the flights and hotels that suit your travel plans. Then, add on some enriching experiences for a one-of-a-kind escape.
How do I get a cheap travel package to Sao Jorge Island?
You'll save a ton of money if you combine your flights, hotels and car rentals into a Sao Jorge Island travel package. Sometimes cheap means fewer choices. But not with Expedia. We offer over 550 airlines and 1,000,000 properties across the world, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal to unlock even bigger discounts! After all, travel is about more than just getting to your destination.
How far in advance should I book my Sao Jorge Island vacation?
To land discount prices, book ASAP. Airlines generally advertise flight tickets, along with some of the lowest fares, nearly a year in advance. Hotels, car rental and activities should also be booked early to avoid disappointment. If you're in need of a last-minute getaway in Sao Jorge Island, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia Sao Jorge Island travel package include?
Hotels, flights and a cool set of wheels for all your fun road trip adventures. Simply choose your favorite bundle and gain access to great discounts. Once you've made your booking, add on a few experiences and tours and watch your savings stack up. When it comes to creating your Sao Jorge Island escape, the choice is all yours!
What should I know before booking a Sao Jorge Island travel package?
Tailor deals to suit your budget with an Expedia package. Hotels, flights, rental cars — we have them all. You'll save big bucks just for bundling your bookings. Whether you're taking off on a winter snow adventure or relaxing on a sunny beach, your perfect vacation is just a few clicks away.
Can I choose my airline with a Sao Jorge Island Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Sao Jorge Island vacation package?
Whether it's your hotel, flight or rental car, yes, you can cancel or amend it. Booked your Sao Jorge Island vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For older bookings, you may incur a charge from your airline, hotel or car rental company. For more details, head to our Customer Service Portal. We'll help you each step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.