Estreito da Calheta Vacations from $255

Book a Hotel + Flight or Car together to unlock savings

Your Estreito da Calheta Vacation

Your next escape is calling out to you with a vacation package to Estreito da Calheta. Relaxation, entertainment and nonstop great times — you're sure to find it in this neighborhood. What to see first? Your trip to Estreito da Calheta has to include a visit to nearby Casa das Mudas Arts Center. Whatever your travel plans or the size of your budget, booking your perfect Estreito da Calheta vacation is quick and easy with Expedia.

The Latest Estreito da Calheta vacation packages

Price found within the past 48 hours. Click for updated prices.
Tanoeiros Residence by An Island Apart

Tanoeiros Residence by An Island Apart

Save 100% on your flight
$255
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
10/10 Exceptional! (13 reviews)
Very clean and spacious apartment, as described. Great central location, so super easy to get around Funchal. Would definitely recommend and return here! No parking at the property, but parking Santa Luiza was a 5 minute walk up the road and only €5 / 24 hours.

Reviewed on Oct 15, 2026

Pestana Grand Premium Ocean Resort

Pestana Grand Premium Ocean Resort

Save 100% on your flight
$1,161
per person
Jan 17 - Jan 23
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
9/10 Wonderful! (594 reviews)
Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

$1,380
per person
Jan 16 - Jan 22
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
9.2/10 Wonderful! (296 reviews)
Great service all the way, including clean room/room servise, staff, provided meals, outdoor pools, parking and other great amenities. And the amazing view speaks for itself. Great place to stay and enjoy the well-deserved vocation.

Reviewed on Oct 25, 2026

Pestana Churchill Bay

Pestana Churchill Bay

$1,015
per person
Jan 17 - Jan 23
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
9.6/10 Exceptional! (162 reviews)
First-class experience all the way 😎

Reviewed on Sep 9, 2026

1905 Zino's Palace

1905 Zino's Palace

$1,140
per person
Jan 17 - Jan 23
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Funchal (FNC)
9.6/10 Exceptional! (47 reviews)
1905 Zino’s Palace is an historical gem on Madeira Portugal. The food was so outstanding and delicious that we ate all three dinners there. Plus we had a lunch when we arrived that was convenient and yummy. Breakfast was fantastic with a huge selection of goodies plus eggs to order. The employees, each and every one of them was helpful, talkative and enjoyable. To stay there and know your money is being put into a historical building is worth every penny. You feel like you have gone back in time to enjoy a place that is so special. If nothing else, you could sit and enjoy the view all day and all night long. Oh, I forgot, a lovely pool to sit by and watch the view also. You won’t be disappointed by staying here.

Reviewed on Oct 26, 2026

Don't see what you're looking for?
See all available trips from Columbus to Estreito da Calheta
View all trips

What to do in Estreito da Calheta

Caldeirão Verde Levadas Walk in Madeira

Caldeirão Verde Levadas Walk in Madeira

$54
per adult
Caldeirão Verde Levadas Walk in Madeira
Nuns Valley Tour

Nuns Valley Tour

$28
per adult
Nuns Valley Tour
Santana: Magical East Coast Full-Day Tour

Santana: Magical East Coast Full-Day Tour

$79
per adult
90% of travellers recommend
Santana: Magical East Coast Full-Day Tour
See all activities in Estreito da Calheta

Estreito da Calheta Hotel Deals

 Saccharum Resort

Saccharum Resort

Rua Serra de Água, 1 Calheta
Fully refundableReserve now, pay when you stay
$203 nightly
$215 total
Nov 26 - Nov 27
Total with taxes and fees
9.4/10 Exceptional! (1,004 reviews)
"מלון מדהים, נקי מאד חדרים גדולים ארוחת בוקר עשירה וטעימה כול המסביב ספה מסעדות הברים בגג . מומלץ מאד"

Reviewed on Oct 25, 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
$310 nightly
$327 total
Nov 26 - Nov 27
Total with taxes and fees
9.6/10 Exceptional! (785 reviews)
"Super friendly and helpful. Clean, beautiful views and great pool"

Reviewed on Oct 26, 2026

Savoy Palace - The Leading Hotels of the World - Savoy Signature
Pestana Carlton Madeira Ocean Resort Hotel

Pestana Carlton Madeira Ocean Resort Hotel

Largo Antonio Nobre Funchal
Fully refundableReserve now, pay when you stay
$158 nightly
$170 total
Nov 15 - Nov 16
Total with taxes and fees
9/10 Wonderful! (1,006 reviews)
"Amazing stay and ample of amenities for kids and an easy walk to city centre."

Reviewed on Oct 23, 2026

Pestana Carlton Madeira Ocean Resort Hotel
See all 4,582 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.

Find the Best Estreito da Calheta Vacation Packages

More vacations you might like

Frequently asked questions

How to find the best Estreito da Calheta package deals?
Begin your search for an Estreito da Calheta package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Estreito da Calheta package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Estreito da Calheta escape off to a flying start.
When to book a vacation package to Estreito da Calheta?
If you're considering a spontaneous Estreito da Calheta vacation, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Estreito da Calheta?
  1. Choose your dates: The things you'd like to do in Estreito da Calheta and your favorite season will help you decide when to travel.
  2. Set your budget: Factor in costs like food, flights and transportation when calculating how much to set aside for your trip to Estreito da Calheta. Then, pick a property that works with your budget, whether that's a wallet-friendly option or a lavish retreat.
  3. Use our trip planning tool to discover Estreito da Calheta: Research every part of your trip to Estreito da Calheta with this handy planner. Invite family or friends to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide how many days away: Start by listing all the attractions you want to get to in Estreito da Calheta. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your airfare and accommodations: After you've settled on your trip dates and duration, book the perfect Estreito da Calheta vacation package for you.
  6. Add on excursions and experiences: Read our travel guide to find some incredible things to do in Estreito da Calheta in Estreito da Calheta. Book tickets or make reservations as soon as you can to save time and avoid the hassle of looking for activities when you arrive.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.