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.
Pestana Casino Studios

Pestana Casino Studios

CA $886
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9.2/10 Wonderful! (74 reviews)
GOOD LOCATION

Reviewed on Apr 1, 2026

Pestana Quinta Perestrello

Pestana Quinta Perestrello

CA $936
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9.8/10 Exceptional! (46 reviews)
Clean room, nice garden view, very good breakfast

Reviewed on Jul 26, 2026

Pestana CR7 Funchal

Pestana CR7 Funchal

CA $1,012
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
8.8/10 Excellent! (283 reviews)
Returned forcl my 15th visit favourite place

Reviewed on Jul 22, 2026

Pestana Churchill Bay

Pestana Churchill Bay

CA $1,067
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9.6/10 Exceptional! (154 reviews)
Beautiful view and ideal location

Reviewed on Aug 10, 2026

Moon & Sun Funchal

Moon & Sun Funchal

CA $1,124
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9.8/10 Exceptional! (10 reviews)

Ready to book your vacation to Estreito da Calheta?

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Estreito da Calheta Hotel Deals

 Saccharum Resort

Saccharum Resort

Rua Serra de Água, 1 Calheta
Fully refundableReserve now, pay when you stay
CA $514
CA $541 total
Sep 13 - Sep 14
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Nice hotel, good location…I booked for 2 adults and 1 child, but there was no bed / towels etc for the child. The first bed they brought was tiny and had a rather sharp spike sticking out, the second attempt at the child’s bed was better, and eventually we were given towels for the child. We weren’t ..."

Reviewed on Aug 8, 2026

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

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

Avenida do Infante, 25 Funchal
Fully refundableReserve now, pay when you stay
CA $647
CA $679 total
Aug 30 - Aug 31
includes taxes & fees
Savoy Palace - The Leading Hotels of the World - Savoy Signature
Reid's Palace, A Belmond Hotel, Madeira

Reid's Palace, A Belmond Hotel, Madeira

Estrada Monumental 139 Funchal
Fully refundableReserve now, pay when you stay
CA $1,204
CA $1,259 total
Sep 16 - Sep 17
includes taxes & fees
Reid's Palace, A Belmond Hotel, Madeira
See all 4,604 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.

What to do in Estreito da Calheta

Nuns Valley Tour

Nuns Valley Tour

CA $40
per adult
Nuns Valley Tour
Caldeirão Verde Levadas Walk in Madeira

Caldeirão Verde Levadas Walk in Madeira

CA $77
per adult
Caldeirão Verde Levadas Walk in Madeira
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
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 $886 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.