Calheta Vacation Packages 2025/2026 from $361

Calheta flight + hotel vacation packages

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

Vila Baleira Funchal

Save 100% on your flight

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip flight included

Lisbon (LIS) to Funchal (FNC)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

Pestana Royal All Inclusive Ocean & Spa Resort

Save 100% on your flight

per person

Sep 28 - Sep 30

found 17 hours ago

Roundtrip flight included

Lisbon (LIS) to Funchal (FNC)

This smoke-free hotel features 2 outdoor pools and 2 bars/lounges. Enjoy a meal in one of the 4 restaurants and free buffet breakfast each morning. There's a poolside bar on site, and laundry facilities and concierge services are also provided.

Pestana Promenade Ocean Resort Hotel

Save 100% on your flight

per person

Sep 22 - Sep 24

found 17 hours ago

Roundtrip flight included

Lisbon (LIS) to Funchal (FNC)

This eco-certified 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.

Pestana Miramar Garden & Ocean Resort

Save 100% on your flight

per person

Sep 16 - Sep 19

found 21 hours ago

Roundtrip flight included

Lisbon (LIS) to Funchal (FNC)

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

Aqua Natura Madeira Hotel

Save 100% on your flight

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip flight included

Lisbon (LIS) 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.

Top Calheta hotels deals

Saccharum Resort

Rua Serra de Água, 1, Calheta

Free Cancellation

Reserve now, pay when you stay

$401 nightly

$422 total

Aug 24 - Aug 25

Total includes 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

$391 nightly

$412 total

Aug 24 - Aug 25

Total includes 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

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

Socalco Nature Calheta

Caminho do Lombo do Salão, 13, 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

Casa Félix, Calheta: Villa with unique view! Private Pool!

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This vacation home features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

Villa Tomito, Arco da Calheta

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

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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 $361, 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.