Calheta Vacation Packages 2026 from $778

Calheta flight + hotel vacation packages

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

Casa d'Avó Guesthouse

$778

per person

Nov 16 - Nov 22

found 2 hours ago

Roundtrip flight included

Boston (BOS) to Sao Jorge Island (SJZ)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the laundry service and airport shuttle. A terrace, a garden, and a picnic area are also on offer.

Hotel da Graciosa

$995

per person

Dec 29 - Jan 4

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Sao Jorge Island (SJZ)

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Enjoy the gym and free perks like buffet breakfast and free self parking. You'll appreciate the hot tub, bar/lounge, and laundry facilities.

Top Calheta hotels deals

Azores Youth Hostels - São Jorge

Canada da Vinha Nova Calheta

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A bar/lounge and a terrace are featured at this hostel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden and luggage storage are also provided.

Breakfast included

Parking included

Kuanza Nature Experience

Faja do Belo Calheta Azores

$116 nightly

$125 total

Nov 8 - Nov 9

Total with taxes and fees

This hotel features 2 outdoor pools, a terrace, and a garden. A picnic area, luggage storage, and barbecue grills are also on offer.

Pool

Free WiFi

Casas dos Vimes

Fajã dos Vimes Calheta Azores

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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.

Kitchen

Washer

Matilde's House, in the paradise Fajã de São João

Santo Antão, São Jorge Azores

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Herdade das Hortênsias

São Jorge Açores

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

São Jorge Azores

$250 nightly

$250 total

Nov 2 - Nov 3

Total with taxes and fees

An outdoor pool is featured at this vacation home, along with a garden.

Pool

Kitchen

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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.

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Frequently asked questions

How much are vacation packages to Calheta?

Travelocity has package deals to Calheta, as well as flights and hotels, starting from as low as $778. With all that extra cash, you could book some popular tours or maybe even add a few extra days to your exciting adventure.

Where can I get the best vacation package deals for Calheta?

There are sensational Calheta package deals to snap up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties in all corners of the globe? Remember this when you're ready to check another place off your travel bucket list.

Why should I purchase my Calheta vacation bundle with Travelocity?

Nothing tops the feeling of knowing you've just picked up the best deal available — that's our Price Match Guarantee. Add to that our inspiring range of magical destinations and 24/7 team of customer service professionals and you've got the blueprint for a stress-free vacation.

Can I save on my Calheta car rental if I book it with a hotel or flight?

You sure can with our Calheta vacation packages. With one of these, there are loads of ways to make your travel budget go further. Bundle any two or more car, hotel, flight and tour bookings and watch your savings grow. With your own set of wheels, all the attractions in and around Calheta are an unforgettable road trip away.