A mountain with a lake in the foreground.
Photo by Brian Scrivner
Open Photo by Brian Scrivner

Pico Island Vacations from $615

Book a Hotel + Flight or Car together to unlock savings

The Latest Pico Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 12 - Jan 19

    Adegas do Pico + Flight

    Sao Roque do Pico
    6 nights
    4.0 star property
    9.0/10 - Wonderful (40 reviews)
    "Wonderful location as a home base to explore the island. Very clean, super helpful staff, and the view was amazing!"
    Reviewed August 22, 2026
    Roundtrip • Boston (BOS) - Pico Island (PIX)
    BOS - PDL • Nonstop PDL - BOS • 1 stop
    $704
    $615
    per traveler
    found 1 day ago
    Adegas do Pico
  • Jan 22 - Jan 28

    Casa do Porto Santa Cruz B&B + Flight

    Lajes do Pico
    5 nights
    3.0 star property
    Roundtrip • Boston (BOS) - Pico Island (PIX)
    BOS - PDL • Nonstop PDL - BOS • Nonstop
    $828
    $773
    per traveler
    found 22 hours ago
    Casa do Porto Santa Cruz B&B
  • Jan 22 - Jan 28

    Sara Village + Flight

    Sao Roque do Pico
    5 nights
    3.0 star property
    8.4/10 - Very good (66 reviews)
    "We did not stay and cancellation was not accepted."
    Reviewed August 6, 2026
    Roundtrip • Boston (BOS) - Pico Island (PIX)
    BOS - PDL • Nonstop PDL - BOS • Nonstop
    $752
    $706
    per traveler
    found 22 hours ago
    Sara Village
  • Jan 12 - Jan 19

    A Casa do Ouvidor + Flight

    Sao Roque do Pico
    6 nights
    4.0 star property
    9.6/10 - Exceptional (33 reviews)
    "There is no hottub at this property! We were really disappointed to see this when we arrived as it was one of the main reasons we booked here. The property need to update their expedia profile but please note there hasnt been a hottub there in a while. Otherwise, beautiful view and a nice stay at the property. A bit rough around the edges in places but perfectly adequate for our 4 night stay"
    Reviewed June 9, 2026
    Roundtrip • Boston (BOS) - Pico Island (PIX)
    BOS - PDL • Nonstop PDL - BOS • 1 stop
    $808
    $759
    per traveler
    found 1 day ago
    A Casa do Ouvidor
  • Jan 22 - Jan 28

    35th Atlantic View + Flight

    Lajes do Pico
    5 nights
    3.0 star property
    8.4/10 - Very good (44 reviews)
    Roundtrip • Boston (BOS) - Pico Island (PIX)
    BOS - PDL • Nonstop PDL - BOS • Nonstop
    $794
    $750
    per traveler
    found 22 hours ago
    35th Atlantic View

Discover the most popular places to visit in Pico Island

What to do in Pico Island

Pico Island 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

What's included in a Pico Island vacation package?

A Pico Island vacation package in Sao Roque do Pico lets you combine flights, hotel stays, and rental cars for a convenient trip to this outdoor and nature destination. Your flight will typically arrive at Pico Island Airport (PIX). A select few hotels in Sao Roque do Pico offer airport shuttle service, and a select few also provide free breakfast.


Exactly what's included in Pico Island vacation packages with flights will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a Pico Island vacation package?

When you bundle, you can save up to 30%*. To save money on a Pico Island package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What is the best time to visit Pico Island?

The best time for a Pico Island vacation is generally during the peak season from June through August, with July being the most popular month. This period sees the highest demand for travel to the island, indicating favorable conditions for exploring its outdoor activities and natural beauty.

Which destinations should I consider for a Pico Island vacation?

For a Pico Island vacation, your choice of base can shape your experience:

  • Sao Roque do Pico: A strong choice for families, offering a range of family-friendly attractions and outdoor activities.
  • Lajes do Pico: Ideal for romantic getaways, known for its appeal to couples and opportunities for outdoor exploration.
  • Madalena: A popular hub for romantic trips, with a lively atmosphere, adventure activities, and entertainment options.
  • Prainha: Another excellent option for families, focusing on outdoor activities and eco-friendly travel.

Is Pico Island better suited for a beach vacation or a cultural trip?

Pico Island is primarily an outdoor and nature destination, offering a rugged landscape dominated by its iconic volcano and dotted with natural swimming pools.


Alongside its natural beauty, Pico Island also provides a rich cultural experience. Travelers can explore the Pico Island Vineyard Culture, a UNESCO World Heritage site, and delve into the island's history at the Museu do Vinho or the whaling museums in São João and São Roque. The House of Volcanoes in Lajido de Santa Luzia also explains the island's geological past.


Overall, a Pico Island vacation package is ideal for those seeking outdoor adventures and a deep dive into unique local history and traditions.

Which airport should I use for a Pico Island vacation?

For a Pico Island vacation, the most convenient option is Pico Island Airport (PIX), located directly on the island. Travelers can also consider flying into Horta Airport (HOR) on the nearby island of Faial, which is connected to Pico by a short ferry ride.

What are the top things to do in Pico Island?

A Pico Island vacation is best explored from a base like Madalena, with a variety of sights and activities:


Browse and book things to do in Pico Island on Expedia.

Can I change or cancel my Pico Island vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Pico Island vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Pico Island vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Pico Island vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Pico Island?

To find last-minute vacation packages to Pico Island, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Pico Island vacation packages?

Free cancellation on a Pico Island vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Pico Island vacation as a package or separately?

An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Pico Island getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Pico Island vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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