Title: Calheta Vacation Packages & Trips 2026 from CA $740 | Expedia.ca

[Calheta Travel Guide](https://expedia.ca/Calheta.dx6023533)[Hotels in Calheta](https://expedia.ca/Calheta-Hotels.d6023533.Travel-Guide-Hotels)[Vacation Rentals in Calheta](https://expedia.ca/Calheta-Vacation-Rentals.d6023533.Travel-Guide-VacationRentals)[Things to do in Calheta](https://expedia.ca/Things-To-Do-In-Calheta.d6023533.Travel-Guide-Activities)[Calheta Car Rentals](https://expedia.ca/Car-Rentals-In-Calheta.d6023533.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6023533/2785df86-8885-4a6c-b25a-4bb0d20c30e1.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Calheta Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### Your Calheta Vacation

Say farewell to the hassle of planning and hello to a Calheta vacation package. With everything organized before you take off, you can focus on discovering this city, starting with Achadas da Cruz, which is good for views, hiking and nature. You'll want to do some exploring during your trip to Calheta. Carve out some time for major attractions such as [Ponta Do Sol Beach](https://www.expedia.ca/Ponta-Do-Sol-Beach-Portugal.d6267526.Vacation-Attraction), [Paul do Mar Beach](https://www.expedia.ca/Paul-Do-Mar-Beach-Portugal.d6268358.Vacation-Attraction) and [25 Fontes and Cascada da Risco](https://www.expedia.ca/25-Fontes-And-Cascada-Da-Risco-Madeira-Region.d553248621532485696.Vacation-Attraction). Stop daydreaming and start adventuring. Browse the broad range of options on Expedia today and put your Calheta vacation plans in motion!

## Top Calheta Vacation Deals

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

![Pestana Fisherman Village](https://images.trvl-media.com/lodging/69000000/68610000/68601600/68601519/w2800h1862x0y3-92403779_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pestana Fisherman Village

CA $740

per person

Jun 8 - Jun 12

found 1 day ago

Roundtrip flight included

Porto (OPO) to Funchal (FNC)

9/10 Wonderful! (50 reviews)

Amazing staff, great rooms but a little dark, guys breakfast.

Reviewed on Jan 16, 2026

![Pestana Casino Park Ocean and SPA Hotel](https://images.trvl-media.com/lodging/1000000/20000/14400/14349/b10be447_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pestana Casino Park Ocean and SPA Hotel

CA $881

per person

Jun 8 - Jun 12

found 1 day ago

Roundtrip flight included

Porto (OPO) to Funchal (FNC)

8.6/10 Excellent! (1,007 reviews)

Well located along main avenue, about a kilometer from the Cathedral and main downtown area. Good breakfast, staff helpful. 2 negatives-entrance down a long flight of steps from the street and the supposedly heated indoor pool was not heated.

Reviewed on Feb 21, 2026

![TURIM Santa Maria Hotel](https://images.trvl-media.com/lodging/40000000/39020000/39013100/39013081/29b2d66e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### TURIM Santa Maria Hotel

CA $1,186

per person

Apr 17 - Apr 24

found 11 hours ago

Roundtrip flight included

Porto (OPO) to Funchal (FNC)

9.4/10 Exceptional! (434 reviews)

Clean room with all essentials provided in the room

Reviewed on Mar 17, 2026

![Pestana Vila Lido Madeira Ocean Hotel](https://images.trvl-media.com/lodging/1000000/870000/863000/862912/d71714de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pestana Vila Lido Madeira Ocean Hotel

CA $1,082

per person

Jun 8 - Jun 12

found 1 day ago

Roundtrip flight included

Porto (OPO) to Funchal (FNC)

9.4/10 Exceptional! (271 reviews)

It was the perfect room over looking the ocean. It was a great way to start my birthday weekend. The staff was exceptional. I really appreciated the little extra touches, like having a birthday cake made out of towels and flowers and an actual birthday cake in my room. It's convenient to a lot of things. Everyone in my party would definitely stay here again.

Reviewed on Feb 15, 2026

![Pestana Churchill Bay](https://images.trvl-media.com/lodging/36000000/35780000/35774200/35774151/c4b77548_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pestana Churchill Bay

CA $780

per person

Jun 8 - Jun 12

found 1 day ago

Roundtrip flight included

Porto (OPO) to Funchal (FNC)

9.6/10 Exceptional! (142 reviews)

The Hotel and staff were really charming. Location excellent and enjoyed sitting outside with a drink watching the tourists having their picture taken with ‘Winston’ buzzy little town with good connections to Funchal. Will happily come back. Food was also very good

Reviewed on Feb 21, 2026

### Calheta Beach Vacation

Listen to the sound of waves hitting the shore and stroll by the shimmering waters during your Calheta vacation. If you need an escape from everyday life, a trip to Calheta is just what the doctor ordered. We have plenty of Calheta vacation packages to pick from. Snap one up near Paul do Mar Beach, just 6 kilometres from the center of town, and live out your vacation fantasies without hurting your budget.

### Things You Should Know About Calheta 

- If you think a perfect escape is fresh sea air and walks along the shore, check out our [Calheta beach hotels](https://www.expedia.ca/Calheta-Hotels-Beach-Hotel.0-0-d6023533-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent). You're sure to forget the headaches of daily life at these perfectly located retreats.
- Our private vacation homes, including [Villa São Lourenço by MHM](https://www.expedia.ca/Calheta-Hotels-Villa-Sao-Lourenco-By-MHM.h21224184.Hotel-Information) and [Atlantic Pearl Villa - ETC Madeira](https://www.expedia.ca/Calheta-Hotels-Atlantic-Pearl-Villa-ETC-Madeira.h24219384.Hotel-Information), are a hit with travelers of all sorts. Check out the amenities and get ready for your vacation in Calheta!
- There are lots of activities that keep the 1,600 or so residents of Calheta occupied. A quick browse of our [Calheta things to do page](https://www.expedia.ca/things-to-do/en/search?rid=6023533&rfrr=ATG.LP.BodyContent) will show you what this place has to offer.
- Paul do Mar Beach, 25 Fontes and Cascada da Risco and Eglise de Faja da Ovelha are some great sights that should be on your must-do list. With our Calheta vacation deals, you'll have more money in your back pocket to explore.

## Ready to book your vacation to Calheta?

Choose your dates

## Calheta Hotel Deals

![ Saccharum Resort](https://images.trvl-media.com/lodging/11000000/10230000/10225100/10225046/a8c14830_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

 Saccharum Resort

Rua Serra de Água, 1 Calheta 

Fully refundableReserve now, pay when you stay

CA $286

CA $304 total

Mar 19 - Mar 20

includes taxes & fees

9.4/10 Exceptional! (1,002 reviews)

The ocean was visible .we particularly enjoyed the beach cafe. My only criticism would be lack of privacy due to transclucent glass in shower and toilet plus the the toilet for was a sliding glass panel which was very noisy during the night

Reviewed on Mar 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=19%2F03%2F2026&endDate=20%2F03%2F2026&selected=10225046&PinnedHotelID=10225046&HadPinnedHotel=true&regionId=6023533)

![Calheta Beach - All Inclusive](https://images.trvl-media.com/lodging/2000000/1060000/1056600/1056570/fb4483d0_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Calheta Beach - All Inclusive

Av. D. Manuel I - n.3 Calheta 

Fully refundableReserve now, pay when you stay

CA $386

CA $408 total

Mar 25 - Mar 26

includes taxes & fees

8.6/10 Excellent! (322 reviews)

Food was great and varied,, house keeping staff were brilliant especially Isobel silva Pools were clean but cold Staff at reception were brilliant The only down side I could find was the beds were too hard and very worn, and could do with replacing. Overall a great place to stay but be aware on-site ...

Reviewed on Feb 20, 2026

[](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=1056570&PinnedHotelID=1056570&HadPinnedHotel=true&regionId=6023533)

![Boutique Hotel Jardim do Mar](https://images.trvl-media.com/lodging/110000000/109450000/109448300/109448220/2d752e1a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Boutique Hotel Jardim do Mar

Sitio da Piedade 37 Calheta Madeira

9.4/10 Exceptional! (42 reviews)

Small room but very clean and comfortable. Small balcony, very private, with view of the sea. Excellent breakfast and restaurant and very friendly and helpful staff.

Reviewed on Mar 8, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=31%2F03%2F2026&endDate=01%2F04%2F2026&selected=109448220&PinnedHotelID=109448220&HadPinnedHotel=true&regionId=6023533)

[](https://expedia.ca/Hotel-Search?startDate=31%2F03%2F2026&endDate=01%2F04%2F2026&selected=109448220&PinnedHotelID=109448220&HadPinnedHotel=true&regionId=6023533)

[See all 929 properties in Calheta](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&regionId=6023533)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Calheta

#### 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. 

[](https://expedia.ca/25-Fontes-And-Cascada-Da-Risco-Calheta.d553248621532485696.Vacation-Attraction)

#### 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. 

[](https://expedia.ca/Casa-Das-Mudas-Arts-Center-Estrela-da-Calheta.d553248621532485695.Vacation-Attraction)

### What to do in Calheta

![Boss's Well - Nuns Valley](https://mediaim.expedia.com/localexpert/2786824/9ae0917d-3242-444b-b186-478297557358.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Nuns Valley Tour

CA $40

per adult

[](https://expedia.ca/things-to-do/nuns-valley-tour.a2786824.activity-details)

![Aerial view of Cabo Girão Island](https://mediaim.expedia.com/localexpert/504447/ba6dc170-82bd-46a3-b280-c77747d8261f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Funchal Hop-On Hop-Off Câmara de Lobos & Cabo Girão 5 Days

CA $46

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/funchal-hop-on-hop-off-camara-de-lobos-cabo-girao-5-days.a504447.activity-details)

![Santana: Magical East Coast Full-Day Tour](https://mediaim.expedia.com/localexpert/185311/7b9eb0e4-215c-45e1-aebb-3e9740815809.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Santana: Magical East Coast Full-Day Tour

CA $103

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/santana-magical-east-coast-full-day-tour.a185311.activity-details)

[See all activities in Calheta](https://expedia.ca/things-to-do/search?rid=6023533)

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- [Visit Ribeira Brava ](https://www.expedia.ca/Ribeira-Brava.dx6046605)
- [Santana Vacations ](https://www.expedia.ca/Santana.d6025848.Destination-Travel-Guides)
- [Visit São Vicente ](https://www.expedia.ca/Sao-Vicente.dx6047040)
- [Visit Seixal ](https://www.expedia.ca/Seixal.dx553248635974899536)
- [Visit Serra de Agua ](https://www.expedia.ca/Serra-De-Agua.dx6158368)
- [Town Square ](https://www.expedia.ca/Town-Square-Madeira-Island.d6081819.Vacation-Attraction)
- [All inclusive Vacation Packages Madeira Island ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/11326/Madeira-Island)

- [Car rental Jardim do Mar ](https://www.expedia.ca/Car-Rentals-In-Jardim-Do-Mar.d6158470.Car-Rental-Guide)
- [Car rentals near Madeira Island ](https://www.expedia.ca/Car-Rentals-In-Madeira-Island.d11326.Car-Rental-Guide)
- [Car rental Ponta do Sol ](https://www.expedia.ca/Car-Rentals-In-Ponta-Do-Sol.d602987.Car-Rental-Guide)
- [Car rental Porto Moniz ](https://www.expedia.ca/Car-Rentals-In-Porto-Moniz.d6055457.Car-Rental-Guide)
- [Car rental Ribeira Brava ](https://www.expedia.ca/Car-Rentals-In-Ribeira-Brava.d6046605.Car-Rental-Guide)
- [Get Your Car Rental Cars in Madeira Island ](https://www.expedia.ca/Get-Your-Car-Car-Rentals-In-Madeira-Island.d11326-c1120.Car-Rental-Guide-Suppliers)

- [Camara de Lobos Vacation Rentals ](https://www.expedia.ca/Camara-De-Lobos-Vacation-Rentals.d603147.Travel-Guide-VacationRentals)
- [Madeira Island Vacation Rentals ](https://www.expedia.ca/Madeira-Island-Vacation-Rentals.d11326.Travel-Guide-VacationRentals)
- [Quinta Grande Vacation Rentals ](https://www.expedia.ca/Quinta-Grande-Vacation-Rentals.d6124854.Travel-Guide-VacationRentals)

- [Things to do in Faja da Ovelha ](https://www.expedia.ca/Things-To-Do-In-Faja-Da-Ovelha.d6094842.Travel-Guide-Activities)
- [Things to do in Madeira Island ](https://www.expedia.ca/Things-To-Do-In-Madeira-Island.d11326.Travel-Guide-Activities)
- [Things to do in Ponta do Pargo ](https://www.expedia.ca/Things-To-Do-In-Ponta-Do-Pargo.d3000021143.Travel-Guide-Activities)
- [Things to do in Ponta do Sol ](https://www.expedia.ca/Things-To-Do-In-Ponta-Do-Sol.d602987.Travel-Guide-Activities)
- [Things to do in Porto Moniz ](https://www.expedia.ca/Things-To-Do-In-Porto-Moniz.d6055457.Travel-Guide-Activities)
- [Things to do in Prazeres ](https://www.expedia.ca/Things-To-Do-In-Prazeres.d6055454.Travel-Guide-Activities)
- [Things to do in Quinta Grande ](https://www.expedia.ca/Things-To-Do-In-Quinta-Grande.d6124854.Travel-Guide-Activities)
- [Things to do in Serra de Agua ](https://www.expedia.ca/Things-To-Do-In-Serra-De-Agua.d6158368.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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