Calheta Vacation Packages 2026 from $886

Calheta flight + hotel vacation packages

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

Hotel da Graciosa

$886

per person

Sep 11 - Sep 14

found 1 day ago

Roundtrip 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.

Make It Happen Farm

$1,791

per person

Aug 14 - Aug 17

found 2 hours ago

Roundtrip flight included

Boston (BOS) to Sao Jorge Island (SJZ)

This farm stay features free WiFi in public areas, laundry facilities, and free self parking. A free airport shuttle is offered as well. A terrace, a garden, and a grocery/convenience store are also on offer.

Quinta da Magnólia

$1,098

per person

Sep 11 - Sep 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sao Jorge Island (SJZ)

This hotel features an outdoor pool and a poolside bar. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and luggage storage are also on offer.

Cabanas da Viscondessa

$1,208

per person

Sep 11 - Sep 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sao Jorge Island (SJZ)

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a terrace, and a garden are also on offer.

Kuanza Nature Experience

$1,162

per person

Sep 11 - Sep 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sao Jorge Island (SJZ)

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

Top Calheta hotels deals

Azores Youth Hostels - São Jorge

Canada da Vinha Nova Calheta

$65 nightly

$72 total

Jul 24 - Jul 25

Total with taxes and fees

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.

Kuanza Nature Experience

Faja do Belo Calheta Azores

$308 nightly

$325 total

Jul 11 - Jul 12

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

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

São Jorge Azores

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

Pool

Kitchen

Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)

Calheta Azores

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An outdoor pool is available at this vacation home.

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.

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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 $886. 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.