Title: Book the Best Madeira Island WINERY Hotels in 2026 | Expedia.ca

[Madeira Island Travel Guide](https://expedia.ca/Madeira-Island.dx11326)[Hotels in Madeira Island](https://expedia.ca/Madeira-Island-Hotels.d11326.Travel-Guide-Hotels)[Vacation Rentals in Madeira Island](https://expedia.ca/Madeira-Island-Vacation-Rentals.d11326.Travel-Guide-VacationRentals)[Flights to Madeira Island](https://expedia.ca/Cheap-Flights-To-Madeira-Island.d11326.Travel-Guide-Flights)[Things to do in Madeira Island](https://expedia.ca/Things-To-Do-In-Madeira-Island.d11326.Travel-Guide-Activities)[Madeira Island Car Rentals](https://expedia.ca/Car-Rentals-In-Madeira-Island.d11326.Car-Rental-Guide)[Madeira Island Vacation Packages](https://expedia.ca/Madeira-Island.d11326.Destination-Travel-Guides)

![Ponta do Sol which includes a coastal town and rocky coastline](https://images.trvl-media.com/place/602987/f8049d4a-b9e5-4742-9506-d35dbeaa1043.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Winery Hotels in Madeira Island from CA $165

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## Check availability on Madeira Island Winery Hotels

Tonight

[Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=11326&startDate=2025-12-17&endDate=2025-12-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=11326&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=11326&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=11326&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Madeira Island hotels with winery

![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2163100/2163062/8c55125b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2163100/2163062/7bf0cf93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Turkish bath, body treatments, body scrubs, facials, 5 treatment rooms](https://images.trvl-media.com/lodging/3000000/2170000/2163100/2163062/d1032bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/3000000/2170000/2163100/2163062/9e794be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Vine

[](https://www.expedia.ca/Funchal-Hotels-The-Vine.h2163062.Hotel-Information)

Funchal

9.4/10

Exceptional

(1001)

"Great hotel, close by to the old town"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Eric

CA $280

CA $297 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Funchal-Hotels-The-Vine.h2163062.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83700000/83695600/83695546/1038bc8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/84000000/83700000/83695600/83695546/84808ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/84000000/83700000/83695600/83695546/b2265f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/84000000/83700000/83695600/83695546/82a31816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Barcelo Funchal Oldtown

[](https://www.expedia.ca/Funchal-Hotels-Barcelo-Funchal-Oldtown.h83695546.Hotel-Information)

Funchal

9.4/10

Exceptional

(303)

"Great hotel friendly staff with a great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dan

CA $272

CA $289 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Funchal-Hotels-Barcelo-Funchal-Oldtown.h83695546.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/4000000/3900000/3891900/3891890/25884510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/4000000/3900000/3891900/3891890/2faec7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3900000/3891900/3891890/7371aa7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3900000/3891900/3891890/w5755h3840x5y0-56ea65da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Madeira

[](https://www.expedia.ca/Funchal-Hotels-Hotel-Madeira.h3891890.Hotel-Information)

Funchal

8.6/10

Excellent

(531)

"Yes, everything was great 👍"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Anne

CA $152

CA $165 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Funchal-Hotels-Hotel-Madeira.h3891890.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100050000/100041900/100041885/411783e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/101000000/100050000/100041900/100041885/a665e285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100050000/100041900/100041885/c1a64f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite](https://images.trvl-media.com/lodging/101000000/100050000/100041900/100041885/86d2d0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zarco Bed&Breakfast

[](https://www.expedia.ca/Funchal-Hotels-Zarco-BedBreakfast.h100041885.Hotel-Information)

Funchal

8.6/10

Excellent

(184)

"A really good place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jakub

[](https://www.expedia.ca/Funchal-Hotels-Zarco-BedBreakfast.h100041885.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/42000000/41340000/41333000/41332904/1ff9098f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double or Twin Room, Terrace | Bathroom](https://images.trvl-media.com/lodging/42000000/41340000/41333000/41332904/96644490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double or Twin Room, Terrace](https://images.trvl-media.com/lodging/42000000/41340000/41333000/41332904/706f7254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double or Twin Room, Terrace](https://images.trvl-media.com/lodging/42000000/41340000/41333000/41332904/fad7daa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Caju

[](https://www.expedia.ca/Funchal-Hotels-Caju-Le-Petit-Hotel.h41332904.Hotel-Information)

Sao Pedro

9.8/10

Exceptional

(239)

"Excellent short stay for us! Staff was very friendly and help with directions to sites!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Perry

CA $278

CA $296 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Funchal-Hotels-Caju-Le-Petit-Hotel.h41332904.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11200/11185/b3cd7237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/20000/11200/11185/c576500c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite | View from room](https://images.trvl-media.com/lodging/1000000/20000/11200/11185/d55b6a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, breakfast, lunch served; local and international cuisine](https://images.trvl-media.com/lodging/1000000/20000/11200/11185/37d621f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Reid's Palace, A Belmond Hotel, Madeira

[](https://www.expedia.ca/Funchal-Hotels-Reids-Palace.h11185.Hotel-Information)

Funchal

9.8/10

Exceptional

(608)

"The amenities were lovely. The staff was impeccable - such thoughtfulness and care. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah

CA $715

CA $750 total

includes taxes & fees

Jan 16 - Jan 17, 2026

[](https://www.expedia.ca/Funchal-Hotels-Reids-Palace.h11185.Hotel-Information)

![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2780000/2775500/2775468/c9d8f279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, Sea View](https://images.trvl-media.com/lodging/3000000/2780000/2775500/2775468/141c24a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, dinner served, international cuisine](https://images.trvl-media.com/lodging/3000000/2780000/2775500/2775468/1d92723f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, dinner served, international cuisine](https://images.trvl-media.com/lodging/3000000/2780000/2775500/2775468/73ddf122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Views Baia - Adults Only

[](https://www.expedia.ca/Funchal-Hotels-Four-Views-Baia.h2775468.Hotel-Information)

Sao Pedro

9.2/10

Wonderful

(333)

"Great hospitallity!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Andreas

CA $261

CA $278 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Funchal-Hotels-Four-Views-Baia.h2775468.Hotel-Information)

![Premium bedding, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/1000000/60000/54400/54349/f1112228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/60000/54400/54349/09b42260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/60000/54400/54349/63b8a953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double or Twin Room](https://images.trvl-media.com/lodging/1000000/60000/54400/54349/00ddc943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Orquidea

[](https://www.expedia.ca/Funchal-Hotels-Hotel-Orquidea.h54349.Hotel-Information)

Sao Pedro

8.2/10

Very good

(206)

"Great location, clean "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Farrah

[](https://www.expedia.ca/Funchal-Hotels-Hotel-Orquidea.h54349.Hotel-Information)

![Indoor pool, outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/13000000/12620000/12619000/12618949/af07de0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/13000000/12620000/12619000/12618949/4f604b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/13000000/12620000/12619000/12618949/ff2c450d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![40-inch LED TV with cable channels, TV](https://images.trvl-media.com/lodging/13000000/12620000/12619000/12618949/654c79bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castanheiro Boutique Hotel

[](https://www.expedia.ca/Funchal-Hotels-Castanheiro-Boutique-Hotel.h12618949.Hotel-Information)

Sao Pedro

9.6/10

Exceptional

(499)

"It was perfect. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Penelope

CA $325

CA $345 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Funchal-Hotels-Castanheiro-Boutique-Hotel.h12618949.Hotel-Information)

![Rooftop terrace](https://images.trvl-media.com/lodging/20000000/19540000/19531100/19531083/3c9659d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/20000000/19540000/19531100/19531083/692e2025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/20000000/19540000/19531100/19531083/b6c66a90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/20000000/19540000/19531100/19531083/09ff151a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sé Boutique Hotel

[](https://www.expedia.ca/Funchal-Hotels-Se-Boutique-Hotel.h19531083.Hotel-Information)

Funchal

8.6/10

Excellent

(239)

"Really nice hotel (:"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Elton Lusevikueno

CA $192

CA $206 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Funchal-Hotels-Se-Boutique-Hotel.h19531083.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-31&endDate=2026-01-01&regionId=11326&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Madeira Island Hotel Reviews

![The Vine](https://images.trvl-media.com/lodging/3000000/2170000/2163100/2163062/8c55125b_y.jpg)

### The Vine

10/10 Excellent

"Great hotel, close by to the old town"

[](https://expedia.ca/Funchal-Hotels-The-Vine.h2163062.Hotel-Information)

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- [Safari Tentalow in Northern Madeira ](https://www.expedia.ca/Northern-Madeira-Safari-Tentalow.d6055463-aaSafariTentalow.Travel-Guide-Accommodation)
- [Villas in Northern Madeira ](https://www.expedia.ca/Northern-Madeira-Villas.d6055463-aaVillas.Travel-Guide-Accommodation)
- [Ponta Delgada Hotels ](https://www.expedia.ca/Ponta-Delgada-Hotels.d6047052.Travel-Guide-Hotels)
- [Quinta Grande Hotels ](https://www.expedia.ca/Quinta-Grande-Hotels.d6124854.Travel-Guide-Hotels)
- [Lgbt Friendly Hotels in Ribeira Brava ](https://www.expedia.ca/Ribeira-Brava-Hotels-LGBT-Friendly-Hotel.0-0-d6046605-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Ribeiro Frio Hotels ](https://www.expedia.ca/Ribeiro-Frio-Hotels.d553248635975667734.Travel-Guide-Hotels)
- [Santana Hotels ](https://www.expedia.ca/Santana-Hotels.d6025848.Travel-Guide-Hotels)
- [Lodges in Santana ](https://www.expedia.ca/Santana-Lodges.d6025848-aaLodges.Travel-Guide-Accommodation)
- [Santo Antonio Hotels ](https://www.expedia.ca/Santo-Antonio-Hotels.d3000021011.Travel-Guide-Hotels)
- [São Jorge Hotels ](https://www.expedia.ca/Sao-Jorge-Hotels.d553248635975863778.Travel-Guide-Hotels)
- [São Roque do Faial Hotels ](https://www.expedia.ca/Sao-Roque-Do-Faial-Hotels.d553248635976474432.Travel-Guide-Hotels)
- [São Vicente Hotels ](https://www.expedia.ca/Sao-Vicente-Hotels.d6047040.Travel-Guide-Hotels)
- [Serra de Agua Hotels ](https://www.expedia.ca/Serra-De-Agua-Hotels.d6158368.Travel-Guide-Hotels)

- [Flights to Camara de Lobos ](https://www.expedia.ca/Cheap-Flights-To-Camara-De-Lobos.d603147.Travel-Guide-Flights)
- [Flights to Northern Madeira ](https://www.expedia.ca/Cheap-Flights-To-Northern-Madeira.d6055463.Travel-Guide-Flights)
- [Flights to Ponta Delgada ](https://www.expedia.ca/Cheap-Flights-To-Ponta-Delgada.d6047052.Travel-Guide-Flights)
- [Flights from Corujeira de Dentro ](https://www.expedia.ca/lp/flights/553248635975863043/flights-from-corujeira-de-dentro)
- [Flights from Jogo da Bola ](https://www.expedia.ca/lp/flights/553248635975868926/flights-from-jogo-da-bola)
- [Flights from Santana ](https://www.expedia.ca/lp/flights/6025848/flights-from-santana)

- [Visit Arco de Sao Jorge ](https://www.expedia.ca/Arco-De-Sao-Jorge.dx6131099)
- [Camara de Lobos Vacations ](https://www.expedia.ca/Camara-De-Lobos.d603147.Destination-Travel-Guides)
- [Visit Camara de Lobos ](https://www.expedia.ca/Camara-De-Lobos.dx603147)
- [Visit São Roque ](https://www.expedia.ca/Madeira-Island-Sao-Roque.dx553248633981727991)
- [Madeira Theme Park ](https://www.expedia.ca/Madeira-Theme-Park-Santana.d6081839.Vacation-Attraction)
- [Monte Palace Gardens ](https://www.expedia.ca/Monte-Palace-Gardens-Madeira-Island.d6081827.Vacation-Attraction)
- [Visit Monte ](https://www.expedia.ca/Monte.dx3000662096)
- [Visit Northern Madeira ](https://www.expedia.ca/Northern-Madeira.dx6055463)
- [Pico Ruivo ](https://www.expedia.ca/Pico-Ruivo-Santana.d6081831.Vacation-Attraction)
- [Ponta Delgada Vacations ](https://www.expedia.ca/Ponta-Delgada.d6047052.Destination-Travel-Guides)
- [Visit Ponta Delgada ](https://www.expedia.ca/Ponta-Delgada.dx6047052)
- [Visit Quinta Grande ](https://www.expedia.ca/Quinta-Grande.dx6124854)
- [Santana Vacations ](https://www.expedia.ca/Santana.d6025848.Destination-Travel-Guides)
- [Visit Santana ](https://www.expedia.ca/Santana.dx6025848)
- [Visit Santo Antonio ](https://www.expedia.ca/Santo-Antonio.dx3000021011)
- [Visit São Roque do Faial ](https://www.expedia.ca/Sao-Roque-Do-Faial.dx553248635976474432)
- [Visit São Vicente ](https://www.expedia.ca/Sao-Vicente.dx6047040)
- [Visit Serra de Agua ](https://www.expedia.ca/Serra-De-Agua.dx6158368)

- [Addcar rental Rental Cars in Northern Madeira ](https://www.expedia.ca/AddCar-Rental-Car-Rentals-In-Northern-Madeira.d6055463-c1002.Car-Rental-Guide-Suppliers)
- [Airport Van Rental Rental Cars in Northern Madeira ](https://www.expedia.ca/Airport-Van-Rental-Car-Rentals-In-Northern-Madeira.d6055463-c1092.Car-Rental-Guide-Suppliers)
- [Alamo Rent A Car Rental Cars in Northern Madeira ](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Northern-Madeira.d6055463-c6.Car-Rental-Guide-Suppliers)
- [Auto Rent Rental Cars in Northern Madeira ](https://www.expedia.ca/Auto-Rent-Car-Rentals-In-Northern-Madeira.d6055463-c1006.Car-Rental-Guide-Suppliers)
- [Car rental Ponta Delgada ](https://www.expedia.ca/Car-Rentals-In-Ponta-Delgada.d6047052.Car-Rental-Guide)
- [Centauro Rental Cars in Northern Madeira ](https://www.expedia.ca/Centauro-Car-Rentals-In-Northern-Madeira.d6055463-c1015.Car-Rental-Guide-Suppliers)
- [Click & Rent Rental Cars in Northern Madeira ](https://www.expedia.ca/Click-Rent-Car-Rentals-In-Northern-Madeira.d6055463-c1089.Car-Rental-Guide-Suppliers)
- [Drive-A-Matic Rental Cars in Northern Madeira ](https://www.expedia.ca/Drive-A-Matic-Car-Rentals-In-Northern-Madeira.d6055463-c1082.Car-Rental-Guide-Suppliers)
- [Firefly Rental Cars in Northern Madeira ](https://www.expedia.ca/Firefly-Car-Rentals-In-Northern-Madeira.d6055463-c1040.Car-Rental-Guide-Suppliers)
- [Goldcar rental Rental Cars in Northern Madeira ](https://www.expedia.ca/Goldcar-Rental-Car-Rentals-In-Northern-Madeira.d6055463-c1022.Car-Rental-Guide-Suppliers)
- [Guerin Rental Cars in Northern Madeira ](https://www.expedia.ca/Guerin-Car-Rentals-In-Northern-Madeira.d6055463-c1129.Car-Rental-Guide-Suppliers)
- [Ok Mobility Rental Cars in Northern Madeira ](https://www.expedia.ca/OK-Mobility-Car-Rentals-In-Northern-Madeira.d6055463-c1057.Car-Rental-Guide-Suppliers)
- [Surprice Car Rentals Rental Cars in Northern Madeira ](https://www.expedia.ca/SurPrice-Car-Rentals-Car-Rentals-In-Northern-Madeira.d6055463-c1034.Car-Rental-Guide-Suppliers)

- [Camara de Lobos Vacation Rentals ](https://www.expedia.ca/Camara-De-Lobos-Vacation-Rentals.d603147.Travel-Guide-VacationRentals)

- [Things to do in Boaventura ](https://www.expedia.ca/Things-To-Do-In-Boaventura.d6048038.Travel-Guide-Activities)
- [Things to do in Ponta Delgada ](https://www.expedia.ca/Things-To-Do-In-Ponta-Delgada.d6047052.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)