Calheta Vacation Packages 2026 from $1,110

Calheta flight + hotel vacation packages

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

Hotel Riu Madeira - All Inclusive

$1,110

per person

Feb 27 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Funchal (FNC)

A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this all-inclusive hotel. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like buffet breakfast and an area shuttle. There's an indoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pestana Quinta Perestrello

Save 100% on your flight

$1,384

per person

Mar 22 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

TURIM Santa Maria Hotel

$1,348

per person

Mar 22 - Mar 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.

Pestana Miramar Garden & Ocean Resort

$1,406

per person

Mar 22 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

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

Top Calheta hotels deals

Saccharum Resort

Rua Serra de Água, 1 Calheta

Free Cancellation

Reserve now, pay when you stay

$223 nightly

$237 total

Jan 17 - Jan 18

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

$251 nightly

$266 total

Jan 21 - Jan 22

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.

Pool

Breakfast included

Hotel Jardim Atlantico

Caminho Lombo da Rocha, 1 Prazeres Calheta

Get rates

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

Boutique Hotel Jardim do Mar

Sitio da Piedade 37 Calheta Madeira

Get rates

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

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

Casas da Levada

Caminho da Corujeira, nº 20 Calheta Madeira

$194 nightly

$206 total

Jan 23 - Jan 24

Total with taxes and fees

This vacation home features a bar/lounge, a poolside bar, and an outdoor pool. Families will appreciate the children's pool and onsite laundry facilities. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking.

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

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.

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.

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 $1,110, 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.