Pico Island Beach Vacations

Book a Beach Hotel + Flight or Car together to unlock savings

Photo by Brian Scrivner
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Top Beach vacation packages in Pico Island

Price found within the past 48 hours. Click for updated prices.
A Casa do Ouvidor
Adegas do Pico
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3 Night Beach vacations in Pico Island

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Adegas do Pico
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4 Night Beach vacations in Pico Island

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Adegas do Pico
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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 $959. Prices and availability are subject to change. Additional terms may apply.

When should I book a Pico Island beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

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

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
Book a stay at this beach country house in Sao Roque do Pico. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Convent of Sao Roque ...
Sara Village
Hotel Caravelas

Hotel Caravelas

4 out of 5
Rua Conselheiro Terra Pinheiro, 3 Madalena
  • 29 min walk from Pico Island Vineyard Culture
Book a stay at this beach hotel in Madalena. Enjoy free WiFi, free parking, and room service. Popular attractions Museu do Vinho and Adega do Vulcão are located ...
8/10 Very Good! (227 reviews)
"The hotel is ideally situated with parking for cars etc. Staff were very helpful and breakfast had a good selection. Breakfast could do with starting earlier as most tours go out early morning and we had to miss breakfast twice as it didn't open until 7.30am."

Reviewed on Jun 11, 2026

Hotel Caravelas
Aldeia da Fonte Hotel

Aldeia da Fonte Hotel

4 out of 5
Caminho Da Fonte Silveira Lajes do Pico
  • 35 min drive from Pico Island Vineyard Culture
Book a stay at this beach hotel in Lajes do Pico. Enjoy free WiFi, free parking, and room service. Popular attractions Whaler’s Museum and Caiado Lagoon are ...
Aldeia da Fonte Hotel
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.

More vacations you might like

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