A rocky breakwater extending into the sea with buildings on the shore.

Estreito da Calheta Holidays from £495

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Top Estreito da Calheta flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 27 Oct - 31 Oct

    Pestana Promenade Ocean Resort Hotel + Flight

    Funchal
    4 nights
    4.0 star property
    9.2/10 - Wonderful (691 reviews)
    "Good "
    Reviewed May 15, 2026
    Return London (LGW) - Madeira Island (FNC)
    LGW - FNCDirect FNC - LGW1 stop
    Save 100% on your flight
    £764
    £495
    per traveller
    found 1 day ago
    Pestana Promenade Ocean Resort Hotel
  • 15 Oct - 20 Oct

    Hotel Riu Madeira - All Inclusive + Flight

    Santa Cruz
    5 nights
    4.0 star property
    9.2/10 - Wonderful (283 reviews)
    "The resort is amazing, super clean. The buffets are excellent, tons of selections, staffs are very friendly. The room was spacious and perfect. We really enjoy are stay, and we will be back."
    Reviewed June 6, 2026
    Return London (LGW) - Madeira Island (FNC)
    LGW - FNCDirect FNC - LGWDirect
    Save 100% on your flight
    £1,065
    £648
    per traveller
    found 7 hours ago
    Hotel Riu Madeira - All Inclusive
  • 27 Oct - 31 Oct

    Pestana Royal All Inclusive Ocean & Spa Resort + Flight

    Funchal
    4 nights
    5.0 star property
    8.2/10 - Very good (141 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    "Pestana Royal is a very outdated hotel.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 June 19, 2026
    Return London (LGW) - Madeira Island (FNC)
    LGW - FNCDirect FNC - LGW1 stop
    Save 100% on your flight
    £925
    £583
    per traveller
    found 1 day ago
    Pestana Royal All Inclusive Ocean & Spa Resort
  • 15 Oct - 20 Oct

    Aqua Natura Bay + Flight

    Porto Moniz
    5 nights
    4.0 star property
    9.4/10 - Exceptional (334 reviews)
    Return London (LGW) - Madeira Island (FNC)
    LGW - FNCDirect FNC - LGWDirect
    Save 100% on your flight
    £812
    £553
    per traveller
    found 7 hours ago
    Aqua Natura Bay
  • 17 Sept - 21 Sept

    Pestana Miramar Garden & Ocean Resort + Flight

    Funchal
    4 nights
    4.0 star property
    8.8/10 - Excellent (123 reviews)
    "We really enjoyed staying at this hotel - quiet peaceful setting in beautiful gardens. Would definitely return."
    Reviewed July 13, 2024
    Return Bristol (BRS) - Madeira Island (FNC)
    BRS - FNCDirect FNC - BRSDirect
    Save 100% on your flight
    £1,080
    £756
    per traveller
    found 1 day ago
    Pestana Miramar Garden & Ocean Resort

What to do in Estreito da Calheta

Estreito da Calheta Hotel Deals

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.

Frequently Asked Questions

Why should I book my Estreito da Calheta holiday with Expedia?

Choose Expedia to plan your next big adventure with ease, all in one convenient place. Our top tip for bagging an unbeatable deal on an Estreito da Calheta retreat? Bundle your accommodation, flights and/or car hire into a package holiday. Then add a couple of exciting tours and activities. Most bookings also come with flexible cancellation policies, so there's no need to stress if you have to switch up your travel plans. Round-the-clock help with cancelling and amending your trip is available via our Customer Service Portal link.

When is the best time of year to holiday in Estreito da Calheta?

To enjoy the atmosphere of peak season, take off in February, March and May. July, November and December are typically quieter and a good idea if you'd rather escape the crowds. With daytime average temperatures of 13ºC, January is the coolest period in Estreito da Calheta. The warmest month is August, when you can experience averages of 20ºC during the day. Whatever the weather conditions, you'll discover loads to keep you busy here.

What is the top hotel for my holiday in Estreito da Calheta?

Offering plenty of amenities and home comforts, Saccharum Hedonist Design Resort will make the perfect base for your Estreito da Calheta holiday.

How do I get a cheap holiday to Estreito da Calheta?

Our Estreito da Calheta holidays promise plenty of savings for the savvy globetrotter. For the best deal, simply combine your hotel, flights and extras (including activities). But cheap prices are just the beginning of your next awesome adventure. When you book with Expedia, and you'll have over 400 airlines and 321,000 properties around the globe to select from. Whatever your budget or style, there's a holiday here that's perfect for you. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.

What should I do on my Estreito da Calheta holiday?

Make sure your next holiday in Estreito da Calheta is a memorable one by stopping by its best attractions. Casa das Mudas Arts Centre, 25 Fontes and Cascada da Risco, Eglise de Faja da Ovelha and Levada Pedregal are just some of the things we recommend seeing while you're here.

Do I need a visa for my Estreito da Calheta holiday?

Visa requirements for Estreito da Calheta vary based on your nationality and reason for your visit. Be sure to check official government websites to determine if you need a visa for your trip. They'll also give you the most up-to-date information, including details about application procedures and any supporting documentation you may need. Enquire about your visa requirements well ahead of time to ensure a travel experience that's hassle free. Also make sure your passport is valid for a further six months from your planned date of return.

What should I wear on my Estreito da Calheta holiday?

Though everyone's fashion style is different, it can help to have a few guidelines for what type of clothes to wear on your holiday in Estreito da Calheta. We recommend looking up social media before leaving so you can blend in like a local.

What does an Expedia Estreito da Calheta holiday include?

That mostly depends on you. Simply pick from a range of Estreito da Calheta packages, such as a hire car, flight and hotel. You can also book a flight with a hotel, or a car hire with a flight. Once you've made your booking, add the fun stuff like activities and tours. Whatever your dream Estreito da Calheta break looks like, you're sure to save! Discover a large selection of property types and select one that matches your group size and travel needs. The most popular rentals here are private holiday homes and villas. With Expedia, it's easy to design your Estreito da Calheta escape however you want.

Does Expedia offer Book Now, Pay Later Estreito da Calheta holidays?

Expedia has joined forces with online lender Klarna to make booking your next getaway a bit easier on the wallet. Paying in instalments means you can spread the costs of your next adventure, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that fits into your budget. Browse these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's easy payment plans. If paying in multiple instalments works for you, pick this option during the checkout process.
  • No-deposit holidays: Clicking the "book now" button is much easier with this payment option. With no deposit required for your getaway, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with an Estreito da Calheta Expedia holiday?

Yes — that's the beauty of an Expedia holiday package. You're in control. We have access to more than 400 airline partners throughout the world, so you have options galore when putting together your Estreito da Calheta escape.

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