Calheta Vacation Packages

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Your Calheta Vacation

The coastal scenery and spectacular views are just the beginning of the things Calheta has to offer. Enjoy the best parts of this interesting city your way with a customized Calheta vacation package. You'll want to do a little exploring during your trip to Calheta. Carve out some time for leading attractions such as Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge, Pico da Esperanca and Santa Bárbara Church. Your ideal Calheta vacation is just a few clicks away. Browse flights, accommodations and more on Expedia for an adventure that's tailored to suit your style.

Top Calheta Vacation Deals

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

Quinta da Magnólia

CA $1,177
per person
Nov 14 - Nov 18
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Sao Jorge Island (SJZ)
10/10 Exceptional! (31 reviews)
The property is situated in a beautiful location and very close to the airport. The staff was super helpful and kind. Breakfast was delicious. Room was big with great view. I would advise to bring your own toiletries. It only has shower cap and soap. I was prepared so it wasn't a big deal.

Reviewed on Aug 4, 2026

Hotel da Graciosa

Hotel da Graciosa

CA $1,527
per person
Oct 25 - Oct 31
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Sao Jorge Island (SJZ)
9/10 Wonderful! (51 reviews)
Hotel is nice, check-in was quick and easy. All was clean and stafg was extremely helpful. Location is close to the little marina with a beach, pretty much across the local road from the hotel. Unfortunately, we did not have time to check the sauna.

Reviewed on Jul 26, 2026

Cabanas da Viscondessa

Cabanas da Viscondessa

CA $3,029
per person
Sep 26 - Oct 2
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Sao Jorge Island (SJZ)
10/10 Exceptional! (10 reviews)
It was a perfect place to explore the island. Staff was super friendly and very helpful. A very peaceful place, would highly recommend. Would definitely come back and stay there again.

Reviewed on Jul 15, 2026

Casas dos Vimes

Casas dos Vimes

CA $1,971
per person
Sep 26 - Oct 2
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Sao Jorge Island (SJZ)
10/10 Exceptional! (4 reviews)
Wonderful cozy house with a fully equipped kitchen. The food supplied on our arrival was unexpected and appreciated as we arrived later than expected. Quiet, friendly community right near the ocean with trails within walking distance of the home.

Reviewed on Apr 14, 2024

Kuanza Nature Experience

Kuanza Nature Experience

CA $2,038
per person
Oct 25 - Oct 31
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Sao Jorge Island (SJZ)
9.4/10 Exceptional! (10 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

Ready to book your vacation to Calheta?

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Calheta Hotel Deals

Azores Youth Hostels - São Jorge

Azores Youth Hostels - São Jorge

Canada da Vinha Nova Calheta
CA $60
CA $69 total
Sep 21 - Sep 22
includes taxes & fees
7.6/10 Good! (24 reviews)
"Cannot get a hold of anyone. I do not know if I can get in this room tonight and want a refund. Not notified how check-in works and they did not reach out to us."

Reviewed on Jul 17, 2026

Azores Youth Hostels - São Jorge
Kuanza Nature Experience

Kuanza Nature Experience

Faja do Belo Calheta Azores
CA $309
CA $328 total
Sep 4 - Sep 5
includes taxes & 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
Casas dos Vimes

Casas dos Vimes

Fajã dos Vimes Calheta Azores
10/10 Exceptional! (4 reviews)
"Wonderful cozy house with a fully equipped kitchen. The food supplied on our arrival was unexpected and appreciated as we arrived later than expected. Quiet, friendly community right near the ocean with trails within walking distance of the home."

Reviewed on Apr 14, 2024

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Casas dos Vimes
See all 200 properties in Calheta
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.

Stay near popular Calheta 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

Fajã dos Cubres

You can take time to visit Fajã dos Cubres during your travels to Calheta.
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Cascata do Cruzal

Commune with nature and explore the great outdoors at Cascata do Cruzal during your travels in Santo Antão.
See properties

Frequently asked questions

How much does a Calheta vacation package cost?
Offering great value package deals from CA $1,177 on Expedia, you'll be thrilled with how little a vacation to Calheta costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Calheta?
To score cheap Calheta vacation packages, plan your getaway outside of busy periods such as public holidays. You'll generally find lower prices and better availability in the off-season or when it's less busy.
How many days is enough for Calheta?
Usually, a handful of days is enough to visit the major attractions during your Calheta vacation. But if you'd like to have time to kick back or go on day trips, consider extending your trip.
How to find the best Calheta package deals?
Use Expedia's filters to find some fabulous Calheta package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Calheta package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Calheta vacation as a package?
You can enjoy significant savings on your Calheta retreat by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Calheta?
Land amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Calheta vacation.
How to plan a trip to Calheta?
  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Calheta.
  2. Plan your budget wisely: Besides the cost of your stay, you should factor in other expenses. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that could arise during your trip to Calheta.
  3. Decide your trip length: Think about how long you want to spend exploring Calheta. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Calheta vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.