Pico Island Vacations from $2,003

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The Latest Pico Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Adegas do Pico

Adegas do Pico

$2,003
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
9/10 Wonderful! (40 reviews)
Wonderful location as a home base to explore the island. Very clean, super helpful staff, and the view was amazing!

Reviewed on Aug 22, 2026

A Casa do Ouvidor

A Casa do Ouvidor

$2,076
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
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 on Jun 9, 2026

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Stay near popular Pico Island attractions

Mount Pico

9.2/10 (65 reviews)
Commune with nature and explore the great outdoors at Mount Pico during your travels in São Caetano. Discover the area's mountain views and sunrises.
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Pico Island Vineyard Culture

9.0/10 (44 reviews)
You can enjoy a tasting or tour at Pico Island Vineyard Culture during your travels to Criação Velha. While you're in the area, stroll along the marina.
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São João Forest Reserve

9.2/10 (21 reviews)
Explore the great outdoors at São João Forest Reserve, a lovely green space in São João.
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Azores Wine Company

You can enjoy a tasting or tour at Azores Wine Company during your travels to Bandeiras.
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Gruta das Torres

9.0/10 (26 reviews)
Explore the great outdoors at Gruta das Torres, a lovely green space in Criação Velha. While you're in the area, stroll along the marina.
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Caiado Lagoon

8.4/10 (14 reviews)
Explore the great outdoors at Caiado Lagoon, a lovely green space in Lajes do Pico. While you're in the area, stroll along the seaside.
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Museu do Vinho

8.8/10 (12 reviews)
You can spend time exploring the galleries in Museu do Vinho in Madalena. While you're in the area, stroll along the marina.
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Sao Roque Church

8.6/10 (10 reviews)
After visiting Sao Roque Church, make a plan to see the other sights and activities in Sao Roque do Pico. While you're in the area, stroll along the seaside.
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What to do in Pico Island

Pico Island: Azores Whale & Dolphin Watching tour from Lajes

Pico Island: Azores Whale & Dolphin Watching tour from Lajes

$82
per adult
Pico Island: Azores Whale & Dolphin Watching tour from Lajes
Picture 10 for Activity Horta, Faial: University based Whale & Dolphin Expedition

Horta, Faial: Research Whale & Dolphin Expedition

$103
per adult
100% of travellers recommend
Horta, Faial: Research Whale & Dolphin Expedition
Whale and Dolphin Watching in Pico Island - Half Day

Whale and Dolphin Watching in Pico Island - Half Day

$82
per adult
Whale and Dolphin Watching in Pico Island - Half Day
See all activities in Pico Island

Pico Island Hotel Deals

Hotel Caravelas

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3 Madalena
$82 nightly
$85 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (250 reviews)
"Location next to ferry is perfect, rooms clean great breakfast. 100%"

Reviewed on Sep 29, 2026

Hotel Caravelas
Pico TERRAMAR & SPA

Pico TERRAMAR & SPA

Rua Dr. Manuel de Arriaga Areia Larga Madalena Azores
Fully refundableReserve now, pay when you stay
$161 nightly
$168 total
Nov 1 - Nov 2
Total with taxes and fees
9.6/10 Exceptional! (71 reviews)
"This is an excellent place to stay! The amenities are fantastic, and the staff were incredibly accommodating. They let my friend and me use the spa on our check-out day while we waited for our airport transfer, which was such a nice touch. The breakfast is plentiful and delicious, the rooms are spacious, ..."

Reviewed on Oct 8, 2026

Pico TERRAMAR & SPA
Azores Youth Hostels - Pico

Azores Youth Hostels - Pico

Rua João Bento Lima Sao Roque do Pico
$28 nightly
$29 total
Oct 18 - Oct 19
Total with taxes and fees
8/10 Very Good! (46 reviews)
"The hostel is such a lovely place, very good located and the staff was really helpful, wherever you need they are always there to help you. Very nice and peaceful place. 100% recommended. The unic thing that I missed was a kitchen so you can cook your own food. But there are very nice local restaurants ..."

Reviewed on Sep 12, 2026

Azores Youth Hostels - Pico
See all 395 properties in Pico Island
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 the Best Pico Island Vacation Packages

Pico Island Essential Information

Language
Portuguese
Currency
Euros
Local Welcome
Olá
Local Goodbye
Adeus
Closest Airport
Horta Airport (HOR)

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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.

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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.