Calheta Vacation Packages 2026 from $1,666

Calheta flight + hotel vacation packages

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

Pestana Casino Studios

$1,666

per person

Jul 17 - Jul 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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 Miramar Garden & Ocean Resort

$2,238

per person

Aug 4 - Aug 11

found 19 hours 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.

Aqua Natura Madeira Hotel

$2,207

per person

Aug 4 - Aug 11

found 19 hours ago

Roundtrip non-stop flight included

Boston (BOS) 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 Carlton Madeira Ocean Resort Hotel

$2,593

per person

Jun 14 - Jun 20

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Funchal (FNC)

This luxury hotel features a full-service spa, a marina, and a restaurant. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the outdoor pool and perks like free WiFi.

Pestana Promenade Ocean Resort Hotel

$2,370

per person

Jun 14 - Jun 20

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Funchal (FNC)

This smoke-free hotel includes 2 restaurants, an outdoor pool, and an indoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. 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

$293 nightly

$309 total

May 17 - May 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.

Calheta Beach - All Inclusive

Av. D. Manuel I - n.3 Calheta

Free Cancellation

Reserve now, pay when you stay

$301 nightly

$317 total

Jun 7 - Jun 8

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.

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

Hotel Jardim Atlantico

Caminho Lombo da Rocha, 1 Prazeres Calheta

$182 nightly

$194 total

May 27 - May 28

Total with taxes and fees

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

$257 nightly

$272 total

Jun 9 - Jun 10

Total with taxes and fees

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, a snack bar/deli, and a picnic area are also on offer.

Pool

Breakfast included

Villa Tomito, Arco da Calheta

Arco da Calheta Autonome Region Madeira

Get rates

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Calheta

View all properties

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 $1,666, 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.