São Jorge Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Olli Peauty

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Azores Youth Hostels - São Jorge

Azores Youth Hostels - São Jorge

2 out of 5
Price was CA $1,074, price is now CA $987 per person
CA $987
per person
Aug 5 - Aug 11
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Sao Jorge Island (SJZ)
8/10 Very Good! (21 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

Casa Lagar de Pedra T2

Casa Lagar de Pedra T2

2 out of 5
Price was CA $2,665, price is now CA $2,360 per person
CA $2,360
per person
Aug 11 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Sao Jorge Island (SJZ)
No reviews
Quinta da Magnólia

Quinta da Magnólia

3 out of 5
Price was CA $2,243, price is now CA $2,025 per person
CA $2,025
per person
Jun 29 - Jul 4
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) 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

Cabanas da Viscondessa

Cabanas da Viscondessa

3.5 out of 5
Price was CA $3,644, price is now CA $3,434 per person
CA $3,434
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Ottawa (YOW) 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

Casas dos Vimes

Casas dos Vimes

3 out of 5
Price was CA $1,869, price is now CA $1,791 per person
CA $1,791
per person
Aug 11 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Sao Jorge Island (SJZ)
10/10 Exceptional! (4 reviews)

Ready to book your vacation to São Jorge Island?

 

Choose your dates

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 $61 per night from May 31 to Jun 1
CA $61
CA $70 total
May 31 - Jun 1
includes taxes & fees
8/10 Very Good! (21 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
Casa d'Avó Guesthouse

Casa d'Avó Guesthouse

3 out of 5
Caminho do Porto Velas Azores
9.8/10 Exceptional! (55 reviews)
"Tout était parfait : l’emplacement, les installations, le personnel, la chambre. Seul hic : il n’y a pas de chauffage, donc par temps frais (ce qui était notre cas en mai), la chambre est humide et un peu inconfortable. On nous a donné un édredon supplémentaire, mais ça ne changeait rien à l’air ..."

Reviewed on May 14, 2026

Get rates
Casa d'Avó Guesthouse
Kuanza Nature Experience

Kuanza Nature Experience

4 out of 5
Faja do Belo Calheta Azores
The price is CA $306 per night from Jun 2 to Jun 3
CA $306
CA $325 total
Jun 2 - Jun 3
includes taxes & fees
Kuanza Nature Experience
See all 226 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
Beach Vacations
Family Vacations
Family Vacations

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

Can I cancel my flight booking to Sao Jorge Island due to COVID-19?
Our handy Customer Service Portal is your one-stop shop for most travel questions, including about flight changes and cancellations due to COVID-19. For greater peace of mind, we suggest reading through the terms and conditions of your preferred airline before booking a seat.
What's the best way to find cheap flights to Sao Jorge Island that have flexible change policies?
It's as easy as 1-2-3 with Expedia. First, enter your preferred dates and destination and press "Search." Next, check the "No change fee" box directly below the "Flexible change policies" subheading on the top left of your screen. Step 3. Reserve your flexible and cheap flight to Sao Jorge Island.
What are some of the general tips for travelers to Sao Jorge Island during the COVID-19 outbreak?
The COVID-19 outbreak has led to big changes to the way we travel. If you plan to visit Sao Jorge Island, these tips will help you navigate this new traveling reality:
  • Understand the rules and restrictions in both your origin and destination. You may not be able to travel depending on local circumstances, so don't forget to check before you lock in your flight.
  • When you go through airport screening, keep your face mask on. You will be required to lower it briefly to verify your identity. Those who refuse to wear a mask may face civil penalties and may also be denied boarding.
  • Rather than handing a TSA officer your boarding pass, position it straight on the scanner yourself. Once that's done, hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on luggage. It must be no bigger than 12 oz (350 ml), and you'll need to remove it from your bag for X-ray screening.
  • Remove items from your pocket, like your wallet, phone and small change, and put them in your carry-on rather than into bins. This will minimize handling during screening.
  • If you want to take food on the plane, put it in a clear plastic bag and then into a screening bin. This reduces the likelihood that a TSA officer will need to handle your carry-on bag or food container for closer inspection.

Which airlines fly to Sao Jorge Island?
Organize your airfare with SATA Air Acores and start working on your Sao Jorge Island itinerary. This popular airline runs 112 flights each month to Pico Island Airport (PIX), a main gateway.
How can I find cheap tickets to Sao Jorge Island?
Book well ahead, fly in or out of nearby airports, use points or miles — you're not short of ways! Another one is to take advantage of Expedia's "flexible dates" feature. Find your Sao Jorge Island flight, then compare the prices for nearby dates. In the last seven days, the lowest price for a flight to Sao Jorge Island was .
How much is a flight to Sao Jorge Island?
In the last seven days, round-trip airfares to Sao Jorge Island sold for as low as and peaked at . For one-way fares taking off from (), the lowest price during this same period was .
What are the most popular airports to fly into in Sao Jorge Island?
Land at any one of these main Sao Jorge Island airports and you'll be perfectly placed to explore all that this region has to offer:
  • Pico Island Airport (PIX) - 134 flights per month.
  • Sao Jorge Island Airport (SJZ) - 82 flights per month.
  • Graciosa Island Airport (GRW) - 60 flights per month.

When is the cheapest time to fly to Sao Jorge Island?
If you're not set on what day you travel to Sao Jorge Island, depart earlier in the week. The cheapest day to take off is normally Tuesday, followed closely by Monday. Saturday is typically the most expensive day, with many vacationers preferring to take off on the weekend.
How much is a plane ticket to Sao Jorge Island?
In the last seven days, airfares to Sao Jorge Island fluctuated between and . Prices tend to rise over time, so find a good deal today.

Explore a world of travel with Expedia

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