A coastal town with buildings on a hillside, a beach, and rocky outcrops.

Madeira Island Beach Vacations

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Top Beach vacation packages in Madeira Island

Price found within the past 48 hours. Click for updated prices.
  • Dec 27 - Jan 3

    Pestana Ocean Bay Resort + Flight

    Funchal
    6 nights
    4.0 star property
    8.4/10 - Very good (264 reviews)
    "Great Ocean View from balcony. Overall cleanliness of hotel was good. Staff were friendly and helpful. Plenty of food provided, just perhaps not enough choice for picky eaters (alot of seafood and vegetables)...perhaps could have more plain meat options for picky eaters. Other than that good choice of hotel."
    Reviewed October 16, 2026
    Roundtrip • Boston (BOS) - Madeira Island (FNC)
    BOS - FNC • 1 stop FNC - BOS • 1 stop
    $4,634
    $3,346
    per traveler
    found 1 day ago
    Pestana Ocean Bay Resort
  • Dec 27 - Jan 3

    Pestana Grand Premium Ocean Resort + Flight

    Funchal
    6 nights
    5.0 star property
    9.0/10 - Wonderful (596 reviews)
    Roundtrip • Boston (BOS) - Madeira Island (FNC)
    BOS - FNC • 1 stop FNC - BOS • 1 stop
    $5,565
    $3,520
    per traveler
    found 1 day ago
    Pestana Grand Premium Ocean Resort
  • Dec 27 - Jan 3

    Pestana Royal All Inclusive Ocean & Spa Resort + Flight

    Funchal
    6 nights
    5.0 star property
    8.0/10 - Very good (153 reviews)
    "Clean room, helpful staff,good food definitely recommend"
    Reviewed October 16, 2026
    Roundtrip • Boston (BOS) - Madeira Island (FNC)
    BOS - FNC • 1 stop FNC - BOS • 1 stop
    $5,309
    $3,414
    per traveler
    found 1 day ago
    Pestana Royal All Inclusive Ocean & Spa Resort
  • Dec 29 - Jan 2

    Pestana Vila Lido Madeira Ocean Hotel + Flight

    Funchal
    4 nights
    5.0 star property
    9.4/10 - Exceptional (306 reviews)
    Roundtrip • New York (EWR) - Madeira Island (FNC)
    EWR - FNC • 1 stop FNC - EWR • 1 stop
    $5,018
    $3,632
    per traveler
    found 1 day ago
    Pestana Vila Lido Madeira Ocean Hotel
  • Dec 27 - Jan 3

    Pestana Churchill Bay + Flight

    Camara de Lobos
    6 nights
    4.0 star property
    9.6/10 - Exceptional (167 reviews)
    "Loved this stay. Quaint little village."
    Reviewed November 3, 2026
    Roundtrip • Boston (BOS) - Madeira Island (FNC)
    BOS - FNC • 1 stop FNC - BOS • 1 stop
    $4,635
    $3,378
    per traveler
    found 1 day ago
    Pestana Churchill Bay

Discover the most popular places to visit in Madeira Island

What to do in Madeira Island

Top Beach Madeira Island Hotels

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 your perfect Madeira Island beach vacation

How do I book the best Madeira Island beach vacation packages?

Life’s a beach when you dive into our brilliant Madeira Island beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Madeira Island?

A rental steps from the shore creates an amazingly affordable Madeira Island beach vacation. Seaside sojourns during low season start from $3,346. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Madeira Island?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Madeira Island beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Madeira Island vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Madeira Island beach vacation deals?

Sort your search results by deals to delight in amazing Madeira Island beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Madeira Island beach trip with free cancellation and/or flexible dates?

Just like the Madeira Island tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Madeira Island beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Madeira Island. (OK, maybe not that last part.)