São Jorge Island Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
Hotel da Graciosa

Hotel da Graciosa

4 out of 5
Price was CA $1,725, price is now CA $1,601 per person
CA $1,601
per person
Sep 5 - Sep 11
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Sao Jorge Island (SJZ)
9/10 Wonderful! (49 reviews)
Great stay for the money

Reviewed on Apr 3, 2026

Casa Lagar de Pedra T2

Casa Lagar de Pedra T2

2 out of 5
Price was CA $2,755, price is now CA $2,625 per person
CA $2,625
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Sao Jorge Island (SJZ)
No reviews

Cabanas da Viscondessa

Cabanas da Viscondessa

3.5 out of 5
Price was CA $2,597, price is now CA $2,513 per person
CA $2,513
per person
Aug 25 - Aug 29
found 17 hours ago
Roundtrip flight included
Toronto (YTO) 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

Quinta da Magnólia

Quinta da Magnólia

3 out of 5
Price was CA $2,450, price is now CA $2,374 per person
CA $2,374
per person
Aug 25 - Aug 31
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Sao Jorge Island (SJZ)
9.8/10 Exceptional! (30 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

Casa do Zé - AL

Casa do Zé - AL

3 out of 5
Price was CA $1,719, price is now CA $1,675 per person
CA $1,675
per person
Aug 31 - Sep 6
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sao Jorge Island (SJZ)
9.6/10 Exceptional! (7 reviews)

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São Jorge Island Hotel Deals

Azores Youth Hostels - São Jorge

Azores Youth Hostels - São Jorge

2 out of 5
Canada da Vinha Nova Calheta
The price is CA $96 per night from Jul 24 to Jul 25
CA $96
CA $106 total
Jul 24 - Jul 25
includes taxes & fees
8/10 Very good! (22 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 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
São Jorge Garden

São Jorge Garden

3 out of 5
Rua Machado Pires Velas
The price is CA $233 per night from Jul 30 to Jul 31
CA $233
CA $242 total
Jul 30 - Jul 31
includes taxes & fees
9/10 Wonderful! (105 reviews)
"L’emplacement idéal près du port, le petit déjeuner digne d’un grand hôtel, la piscine formidable."

Reviewed on Jun 15, 2026

São Jorge Garden
See all 230 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Stay near popular São Jorge Island attractions

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

9.6/10 (8 reviews)
Explore the great outdoors at Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge, a lovely green space in Calheta.
See properties

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 $1,601. 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.