Calheta Vacation Packages 2026 from $912

Calheta flight + hotel vacation packages

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

Pestana Casino Studios

$912

per person

Nov 12 - Nov 17

found 23 hours ago

Roundtrip non-stop flight included

New York (NYC) to Funchal (FNC)

An outdoor pool is featured at this aparthotel, along with free WiFi in public areas and a terrace. Dry cleaning and a safe deposit box are also provided.

Pestana Casino Park Ocean and SPA Hotel

$1,550

per person

Nov 4 - Nov 9

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.

Hotel Riu Madeira - All Inclusive

$1,226

per person

Oct 22 - Oct 25

found 19 hours 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 Miramar Garden & Ocean Resort

$1,095

per person

Nov 6 - Nov 10

found 8 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) 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.

Pestana Fisherman Village

$1,459

per person

Oct 9 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

An outdoor pool is featured at this hotel, along with free WiFi in public areas and a terrace. A safe deposit box and concierge services are also provided.

Top Calheta hotels deals

Saccharum Resort

Rua Serra de Água, 1 Calheta

Free Cancellation

$339 total

per night

Sep 29 - Sep 30

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

$350 total

per night

Sep 15 - Sep 16

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

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

$264 total

per night

Sep 29 - Sep 30

An outdoor pool, free self parking, and barbecue grills are featured at this hotel. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, a snack bar/deli, and a picnic area are also on offer.

Pool

Breakfast included

Hotel Jardim Atlantico

Caminho Lombo da Rocha, 1 Prazeres Calheta

$193 total

per night

Oct 1 - Oct 2

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

Spa

Quinta Pereira ... beautiful panoramic views and ocean sunsets

Faja Da Ovelha Madeira

Get rates

This villa features an outdoor pool and a hot tub. Families will appreciate the arcade/game room and barbecue grills. Enjoy the sauna and conveniences like a garden and laundry facilities.

Pool

Hot Tub

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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

25 Fontes and Cascada da Risco

9.4/10 (16 reviews)

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.

See properties

Frequently asked questions

How much are vacation packages to Calheta?

With vacation packages available from as low as $912, 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.