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.
Casa do Zé - AL
CA $1,211
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Sao Jorge Island (SJZ)
9.6/10 Exceptional! (10 reviews)
C’est la dernière maison au bout du chemin. La terrasse sur la photo est en haut à gauche sur le chemin de pierre , non annexée à la maison. La vue est incroyable.
Reviewed on Sep 18, 2026
Kuanza Nature Experience
CA $1,301
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sao Jorge Island (SJZ)
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
Casa d'Avó Guesthouse
CA $1,225
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Sao Jorge Island (SJZ)
9.8/10 Exceptional! (61 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
Cabanas da Viscondessa
CA $1,307
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
Ready to book your vacation to Calheta?
Calheta Hotel Deals
Azores Youth Hostels - São Jorge
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
Kuanza Nature Experience
Faja do Belo Calheta Azores
CA $166
CA $179 total
Nov 2 - Nov 3
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
Casas dos Vimes
Fajã dos Vimes Calheta Azores
10/10 Exceptional! (5 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
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.
Cascata do Cruzal
Commune with nature and explore the great outdoors at Cascata do Cruzal during your travels in Santo Antão.
Fajã dos Cubres
You can take time to visit Fajã dos Cubres during your travels to Calheta.
Frequently asked questions
How much does a Calheta vacation package cost?
Offering great value package deals from CA $1,211 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?
- 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.
- 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.
- 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.
- 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.
