São Jorge Island Vacations from $672

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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.

The Latest São Jorge Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel da Graciosa

Hotel da Graciosa

4 out of 5
Price was $696, price is now $672 per person
$672
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sao Jorge Island (SJZ)
9/10 Wonderful! (56 reviews)

Casa d'Avó Guesthouse

Casa d'Avó Guesthouse

3 out of 5
Price was $1,658, price is now $1,552 per person
$1,552
per person
Dec 29 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sao Jorge Island (SJZ)
9.8/10 Exceptional! (63 reviews)
The location is fantastic, right on the oceanfront and a perfect base for exploring the island. The property is spotless, well-maintained, and has a wonderful atmosphere. There’s a shared kitchen with large, dedicated storage cabinets for each room, and it's fully equipped with everything you could possibly need. The service was impeccable—Paula and Diana were always accessible, welcoming, and spoke excellent English. They went above and beyond to provide everything we needed with genuine generosity. Highly recommended!

Reviewed on Oct 5, 2026

Casa do Zé - AL

Casa do Zé - AL

3 out of 5
Price was $1,647, price is now $1,551 per person
$1,551
per person
Dec 29 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sao Jorge Island (SJZ)
9.6/10 Exceptional! (10 reviews)
L’emplacement est merveilleux et les hôtes sont vraiment accueillant!

Reviewed on Oct 20, 2026

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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

What to do in São Jorge Island

Private Sedan Transportation

Private Standard Car: Velas Port

$22
per traveler
Private Standard Car: Velas Port
Private Minivan Transportation

Private Minivan: Velas Port

$64
per traveler
Private Minivan: Velas Port
See all activities in São Jorge Island

São Jorge Island Hotel Deals

Azores Youth Hostels - São Jorge

Azores Youth Hostels - São Jorge

2 out of 5
Canada da Vinha Nova Calheta
7.6/10 Good! (26 reviews)
"Very nice staff, great parking, a/c worked great, and a reasonable price. Our shower did not drain and flooded the bathroom. We couldn't take showers."

Reviewed on Sep 9, 2026

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Azores Youth Hostels - São Jorge
Casa do Zé - AL

Casa do Zé - AL

3 out of 5
Caminho da Igreja, 2 Velas Açores
9.8/10 Exceptional! (11 reviews)
"L’emplacement est merveilleux et les hôtes sont vraiment accueillant!"

Reviewed on Oct 20, 2026

Get rates
Casa do Zé - AL
Kuanza Nature Experience

Kuanza Nature Experience

4 out of 5
Faja do Belo Calheta Azores
$113 nightly
The price is $122 total per night from Nov 8 to Nov 9
$122 total
Nov 8 - Nov 9
Total with taxes and fees
9.6/10 Exceptional! (11 reviews)
"Kuanza is absolutely gorgeous. My only regret is that we didn't get their famous baked bread in the morning. I was looking forward to it!"

Reviewed on Aug 8, 2026

Kuanza Nature Experience
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.

Find the Best São Jorge Island Vacation Packages

Sao Jorge Island Essential Information

Language
Portuguese
Currency
Euros
Local Welcome
Olá
Local Goodbye
Adeus
Closest Airport
Horta Airport (HOR)

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Frequently asked questions

What's included in a São Jorge Island vacation package?
A São Jorge Island vacation package in Velas lets you combine flights, hotel stays, and rental cars. Most hotels in Velas offer free breakfast, and most also provide airport shuttle service to and from Angra do Heroismo (TER-Lajes Intl.) airport.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a São Jorge Island vacation package?
When you bundle, you can save up to 30%*. To save money on a São Jorge Island package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Which destinations should I consider for a São Jorge Island vacation?
For a São Jorge Island vacation, several areas offer a good base depending on your travel style:
  • Velas: As the main base with the most lodging choices, Velas is ideal for families and those seeking easy access to outdoor activities and adventure.
  • Calheta: This area suits travelers looking for scenic views alongside outdoor and adventure activities, offering a good range of lodging options.
  • São Mateus: A solid choice for families and eco-friendly travelers, São Mateus provides a comfortable base for exploring the island's natural beauty and outdoor pursuits.
Is São Jorge Island better suited for a beach vacation or a cultural trip?
São Jorge Island is primarily an outdoor and nature destination, known for its adventure activities and eco-friendly travel.

The island's dramatic landscapes, like the unique coastal plains of Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge and the heights of Pico da Esperanca, offer ample opportunities for hiking and exploring, and its rugged coastline provides scenic spots for enjoying the ocean.

Culturally, São Jorge Island offers a rich heritage, with local festivals such as the Espírito Santo celebrations and Velas' Semana Cultural. Historic churches, including the 16th-century Matrix Church of Nossa Senhora do Rosário in Topo and the Igreja de Sao Jorge in Velas, provide glimpses into the island's past. Overall, São Jorge Island works best for travelers seeking natural beauty and outdoor adventure, with cultural experiences as a rewarding addition.
Which airport should I use for a São Jorge Island vacation?
For a São Jorge Island vacation, the most direct option is São Jorge Island Airport (SJZ), located on the island itself. Many travelers also fly into Angra do Heroismo (TER-Lajes Intl.) on Terceira Island, which serves as a larger hub for the Azores, and then connect to São Jorge Island via inter-island flights or ferries.
What are the top things to do in São Jorge Island?
A São Jorge Island vacation is best explored from a base like Velas, with sights across the island:

Browse and book things to do in São Jorge Island on Expedia.
Can I change or cancel my São Jorge Island vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking São Jorge Island vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later São Jorge Island vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your São Jorge Island vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to São Jorge Island?
To find last-minute vacation packages to São Jorge Island, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on São Jorge Island vacation packages?
Free cancellation on a São Jorge Island vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a São Jorge Island vacation as a package or separately?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your São Jorge Island getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my São Jorge Island vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.