Estreito da Calheta Vacation Packages

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Top Estreito da Calheta Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Moon & Sun Funchal

Moon & Sun Funchal

4 out of 5
Price was CA $1,073, price is now CA $704 per person
CA $704
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
10/10 Exceptional! (3 reviews)
Very nice new property. Very well located and staff kind and helpful. An excellent choice for a few days in Madeira, exploring. Walking distance from city center of Funchal and nice views. Would highlight the pool at the rooftop, a nice plus after a day visiting Funchal. Would reccomend and stay again.

Reviewed on Jun 21, 2026

Pestana Royal All Inclusive Ocean & Spa Resort

Pestana Royal All Inclusive Ocean & Spa Resort

5 out of 5
Price was CA $1,675, price is now CA $900 per person
CA $900
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
8.2/10 Very good! (140 reviews)
Pestana Royal is a very outdated hotel. If you are looking for clean modern look that is not the place for you. If you are looking for a place with high quality food that is not the right place. Food quality is very poor. It is a very mediocre place with clean rooms and very mediocre food.

Reviewed on Jun 19, 2026

Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

5 out of 5
Price was CA $1,279, price is now CA $705 per person
CA $705
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
8.6/10 Excellent! (1,001 reviews)
This location was beautiful. Staff amazing! Breakfast buffet the best, I’ve ever had. The lobby and surrounding grounds amazing. Great room! Highly recommend.

Reviewed on Jun 30, 2026

Pestana Carlton Madeira Ocean Resort Hotel

Pestana Carlton Madeira Ocean Resort Hotel

5 out of 5
Price was CA $1,480, price is now CA $920 per person
CA $920
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
8.8/10 Excellent! (1,002 reviews)
Would absolutely stay here again. The staff took extra care with keeping the property clean, literally nothing was dirty. The staff were Ann very polite and super attentive. They all spoke a level of English (which was good for us seeing as we don’t speak Portuguese). The room was incredible, we splashed out a bit and got a junior suite with an ocean view and it was INCREDIBLE. The amenities were great - we tried to make use of all that we could considering our short stay. Definitely book again.

Reviewed on Jun 22, 2026

Pestana Miramar Garden & Ocean Resort

Pestana Miramar Garden & Ocean Resort

4 out of 5
Price was CA $1,344, price is now CA $866 per person
CA $866
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
8.8/10 Excellent! (123 reviews)
We really enjoyed staying at this hotel - quiet peaceful setting in beautiful gardens. Would definitely return.

Reviewed on Jul 13, 2024

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Estreito da Calheta Hotel Deals

Saccharum Resort

Saccharum Resort

5 out of 5
Rua Serra de Água, 1 Calheta
Fully refundableReserve now, pay when you stay
The price is CA $468 per night from Jul 9 to Jul 10
CA $468
CA $494 total
Jul 9 - Jul 10
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Lovely stay - great room and lovely hotel setting and location. Wouldn’t hesitate me to recommend."

Reviewed on Jun 29, 2026

Saccharum Resort
Savoy Palace - The Leading Hotels of the World - Savoy Signature

Savoy Palace - The Leading Hotels of the World - Savoy Signature

5 out of 5
Avenida do Infante, 25 Funchal
Fully refundableReserve now, pay when you stay
The price is CA $703 per night from Jul 18 to Jul 19
CA $703
CA $737 total
Jul 18 - Jul 19
includes taxes & fees
9.6/10 Exceptional! (728 reviews)
"It was just the most perfect stay - thank you"

Reviewed on Jun 30, 2026

Savoy Palace - The Leading Hotels of the World - Savoy Signature
NEXT - Savoy Signature

NEXT - Savoy Signature

4 out of 5
Rua Carvalho Araújo 8 Funchal Madeira
Fully refundableReserve now, pay when you stay
The price is CA $359 per night from Jul 9 to Jul 10
CA $359
CA $380 total
Jul 9 - Jul 10
includes taxes & fees
9/10 Wonderful! (492 reviews)
"The hotel was nice, I wish the showers had doors because I accidentally stepped on the wet floor and I fell. The hotel is clean and well kept but when you walk outside smells like a septic tank. I think is the street sewer nothing to do with the hotel but around noon the smell is pretty strong. I ..."

Reviewed on Jun 24, 2026

NEXT - Savoy Signature
See all 4,525 properties in Estreito da Calheta
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.
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What to do in Estreito da Calheta

Nuns Valley Tour

Nuns Valley Tour

CA $40
per adult
Nuns Valley Tour
Aerial view of Cabo Girão Island

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

CA $46
per adult
100% of travellers recommend
Funchal Hop-On Hop-Off Câmara de Lobos & Cabo Girão 5 Days
Santana: Magical East Coast Full-Day Tour

Santana: Magical East Coast Full-Day Tour

CA $113
per adult
90% of travellers recommend
Santana: Magical East Coast Full-Day Tour
See all activities in Estreito da Calheta

Frequently asked questions

How much does an Estreito da Calheta vacation package cost?
You can snap up a vacation package to this destination from CA $704 on Expedia. But how much your vacation to Estreito da Calheta costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Estreito da Calheta?
To score cheap Estreito da Calheta vacation packages, organize your getaway outside of peak periods such as school holidays. You'll typically find better availability and lower prices for hotels and flights.
How many days is enough for Estreito da Calheta?
Estreito da Calheta vacations come in many shapes and sizes, but to really get a feel for this destination, we'd suggest 7 days is a good ballpark. With this timeframe, you can fit in major attractions like 25 Fontes and Cascada da Risco and Casa das Mudas Arts Centre as well as hidden gems. Don't miss out on cool areas such as Lombo do Doutor and Canhas either. If you plan wisely, you can even take a day trip outside of Estreito da Calheta too.
How to find the best Estreito da Calheta package deals?
Finding a cheap Estreito da Calheta package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Estreito da Calheta package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Estreito da Calheta vacation as a package?
You can enjoy significant savings on your Estreito da Calheta getaway by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Estreito da Calheta?
If you're considering an impromptu Estreito da Calheta trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Estreito da Calheta?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Estreito da Calheta.
  2. Calculate your budget: Make sure you have enough money to cover everything from food and transportation to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Estreito da Calheta.
  3. Decide your trip length: Consider how much time you want to spend exploring Estreito da Calheta. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized Estreito da Calheta vacation package.

Explore a world of travel with Expedia

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