Calheta Vacation Packages 2026 from $1,008

Calheta flight + hotel vacation packages

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

Pestana Quinta Perestrello

Save 100% on your flight

$1,008

per person

Mar 19 - Mar 24

found 8 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Funchal (FNC)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the indoor pool and free perks like buffet breakfast and WiFi in public areas. Self parking and a garden are also offered on site.

Quinta Da Casa Branca

$1,425

per person

Mar 20 - Mar 26

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Funchal (FNC)

A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the gym and free perks like buffet breakfast and free self parking.

Aqua Natura Madeira Hotel

$1,113

per person

Mar 20 - Mar 26

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Funchal (FNC)

This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the hot tub and perks like free self parking and free WiFi.

Pestana Casino Park Ocean and SPA Hotel

$1,178

per person

Feb 22 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

This smoke-free hotel features a casino, a full-service spa, and a nightclub. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy a meal in one of the 3 restaurants and perks like free WiFi.

TURIM Santa Maria Hotel

$1,047

per person

Feb 22 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

The hotel's seasonal outdoor pool, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free buffet breakfast and free WiFi. A snack bar/deli, a communal living room, and a computer station are also on offer.

Top Calheta hotels deals

Saccharum Resort

Rua Serra de Água, 1 Calheta

Free Cancellation

Reserve now, pay when you stay

$201 nightly

$214 total

Jan 15 - Jan 16

Total with taxes and fees

This luxury hotel features a full-service spa, a marina, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and an arcade/game room, and babysitting is an added bonus.

Pool

Spa

Calheta Beach - All Inclusive

Av. D. Manuel I - n.3 Calheta

Free Cancellation

Reserve now, pay when you stay

$252 nightly

$266 total

Jan 15 - Jan 16

Total with taxes and fees

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this all-inclusive property. There's fun for all ages with a free kid's club and a children's pool, and babysitting is an added bonus. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like buffet breakfast and WiFi in public areas.

Hotel Jardim Atlantico

Caminho Lombo da Rocha, 1 Prazeres Calheta

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A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the arcade/game room and complimentary bicycles. Enjoy the indoor pool and perks like free self parking and a free beach shuttle.

Pool

Hot Tub

Socalco Nature Calheta

Caminho do Lombo do Salão Calheta Madeira

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An outdoor pool, free self parking, and barbecue grills are featured at this farm stay. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden and a picnic area are also provided.

Pool

Breakfast included

Luxury villa by the sea with private pool, terrace and sea view

Calheta fajã da ovelha

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A water park and an outdoor pool are featured at this villa. A garden, laundry facilities, and barbecue grills are also on offer.

Pool

Kitchen

Boutique Hotel Jardim do Mar

Sitio da Piedade 37 Calheta Madeira

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A restaurant and an outdoor pool are featured at this hotel. Guests will appreciate free perks like full breakfast and WiFi in public areas. A coffee shop and luggage storage are also provided.

Pool

Breakfast included

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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.

Popular places to visit

Casa das Mudas Arts Center

You can spend time browsing the exhibits at Casa das Mudas Arts Center during your trip to Calheta. Wander the seaside in this relaxing area.

25 Fontes and Cascada da Risco

Commune with nature and explore the great outdoors at 25 Fontes and Cascada da Risco during your travels in Calheta. Wander the seaside in this relaxing area.

Eglise de Faja da Ovelha

You can learn about the history of Faja da Ovelha with a visit to Eglise de Faja da Ovelha. Wander the seaside in this relaxing area.

Frequently asked questions

How much are vacation packages to Calheta?

With vacation packages available from as low as $1,008, you won't need to max out the credit card for your trip to Calheta. Travelocity can help. Bundle up hotels, flights and tours into a package and walk away with exciting discounts. The more you book, the greater the savings.

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

For a fun and affordable Calheta package deal, nothing compares to Travelocity. Select from 400 airlines and 1,000,000 properties around the world to create the ideal trip — it couldn't be simpler.

Why should I book my Calheta vacation bundle via Travelocity?

Because you'll never wander on your own if you book your vacation with us, and we offer round-the-clock support and exceptional service to boot. Add to that our Price Match Guarantee and countless destinations and experiences to choose from. We're here to make your daydreams a reality.

Will I save money on my Calheta car rental if I bundle it with my hotel or flight?

Combining your bookings into a Calheta vacation package will leave you with some serious savings. Bundle a car and flight; a car, hotel and flight; or a car and hotel. You won't find a better way to discover the greater Calheta region than with your own ride. You can also add activities and experiences to your Travelocity package.