Pico Island Beach Vacations

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Top Beach vacation packages in Pico Island

Price found within the past 48 hours. Click for updated prices.
Adegas do Pico
Hotel Caravelas
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Find your perfect Pico Island beach vacation

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

Life’s a beach when you dive into our brilliant Pico 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 Pico Island?

A rental steps from the shore creates an amazingly affordable Pico Island beach vacation. Seaside sojourns during low season start from $893. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Pico 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 Pico 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 Pico 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 Pico Island beach vacation deals?

Sort your search results by deals to delight in amazing Pico 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 Pico Island beach trip with free cancellation and/or flexible dates?

Just like the Pico 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 Pico 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 Pico Island. (OK, maybe not that last part.)

Top Beach Pico Island Hotels

Hotel Caravelas

Hotel Caravelas

4 out of 5
Rua Conselheiro Terra Pinheiro, 3, Madalena
  • 4 min drive from Pico Island Vineyard Culture
Stay at this 4-star beach hotel in Madalena. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our reviews. Popular ...
7.8/10 Good! (203 reviews)
Very good hotel.
"Our room and bathroom were very good, with large comfortable bed, excellent bedding and towels and very clean. The breakfast buffet was good and opened at 7.00, allowing time to start activities early. Our only disappointment was that we arrived at 10.00 on the ferry from Horta and, whilst knowing ..."

Reviewed on Jun 17, 2025

Hotel Caravelas
Sara Village

Sara Village

3 out of 5
Estrada Regional Nº1 Nº20, Sao Roque do Pico, Azorea
  • 26 min drive from Pico Island Vineyard Culture
Stay at this 3-star beach country house in Sao Roque do Pico. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Sao Roque Church ...
8.2/10 Very Good! (53 reviews)
"We were warmly welcomed by Miguel, the owner/manager of the place. We experienced a slight inconvenience with our room at arrival, but Miguel quickly offered us a solution, which was suitable and much appreciated. The view from the terrace was incredible! This is related to the town and not to the ..."

Reviewed on Jun 7, 2025

Sara Village
Pocinhobay

Pocinhobay

4 out of 5
Pocinho, Madalena
  • 26 min walk from Pico Island Vineyard Culture
Stay at this 4-star beach guesthouse in Madalena. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Pico Island Vineyard Culture and ...
9.2/10 Wonderful! (38 reviews)
"A gem of a property - close enough to everything but far enough to enjoy the peacefulness of the island. Staff were helpful, polite, courteous and thoughtful. Highly recommend."

Reviewed on Jul 22, 2025

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