Pico Island Vacation Packages

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Photo by Brian Scrivner
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    Save up to CA $4,200 when you book a flight and hotel together*
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Top Pico Island Vacation Deals

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

Adegas do Pico

CA $938
per person
Nov 15 - Nov 21
found 8 hours ago
Roundtrip flight included
Montreal (YMQ) 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

Aldeia da Fonte Hotel

Aldeia da Fonte Hotel

CA $1,722
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pico Island (PIX)
9/10 Wonderful! (2 reviews)
Fantastic room! Newly remodeled ocean view. Listening to ocean waves while falling asleep is amazing. Great breakfast and dinner.

Reviewed on Jul 29, 2026

Casa do Porto Santa Cruz B&B

Casa do Porto Santa Cruz B&B

CA $1,004
per person
Nov 15 - Nov 21
found 8 hours ago
Roundtrip flight included
Montreal (YMQ) to Pico Island (PIX)
No reviews
Liiiving in Azores - Casa de Foros

Liiiving in Azores - Casa de Foros

CA $2,242
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Pico Island (PIX)
No reviews

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Pico Island Hotel Deals

Vinhas do Calhau

Vinhas do Calhau

Porto do Calhau 42 Madalena Madalena
CA $207
CA $216 total
Oct 21 - Oct 22
includes taxes & fees
9.6/10 Exceptional! (63 reviews)
"The bungalow was very spacious and well equipped. Unfortunately, there was neither a table nor sunbeds on the terrace. Breakfasts were very simple, with a limited selection of food."

Reviewed on Sep 18, 2026

Vinhas do Calhau
Hotel Caravelas

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3 Madalena
CA $147
CA $152 total
Oct 5 - Oct 6
includes taxes & fees
8/10 Very good! (248 reviews)
"Service was very good. Breakfast was excellent cleanliness was a five star. Location is just the best."

Reviewed on Sep 19, 2026

Hotel Caravelas
Azores Youth Hostels - Pico

Azores Youth Hostels - Pico

Rua João Bento Lima Sao Roque do Pico
CA $42
CA $44 total
Oct 24 - Oct 25
includes taxes & 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 393 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.

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.
See properties

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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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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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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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

Happy Cows Buggy Tour

Happy Cows Buggy Tour

CA $486
per traveller
Happy Cows Buggy Tour
Picture 10 for Activity Horta, Faial: University based Whale & Dolphin Expedition

Horta, Faial: Research Whale & Dolphin Expedition

CA $144
per adult
100% of travellers recommend
Horta, Faial: Research Whale & Dolphin Expedition
Faial

Private half a day Faial, a first impression

CA $97
per adult
Private half a day Faial, a first impression
See all activities in Pico Island

Frequently asked questions

How much does a Pico Island vacation package cost?
Our Pico Island packages, which start from just CA $938, are an easy way to save big bucks. Handpick your favorite flights, hotels and rental cars to create a customized trip.
How do I get a cheap travel package to Pico Island?
Our Pico Island vacation packages promise plenty of savings for the savvy wanderer. For the best deals, simply bundle your flights, hotels and rental cars into one neat package. But impressive bargains are just the beginning of your next unforgettable adventure. Book with Expedia and you'll have more than 550 air carriers and 1,000,000 properties throughout the world to choose from. No matter your style or budget, there's a package with your name on it.
How far in advance should I book my Pico Island vacation?
Browse Expedia to compare international flights ASAP. You can normally purchase a ticket up to a year in advance. If you can't see your preferred carrier, or you've left things to the last minute, don't despair. Low prices to Pico Island sometimes occur within weeks of departure.
What does an Expedia Pico Island travel package include?
From hotels and flights to car rentals, Expedia can help you create a Pico Island package that's ideal for you. Vacationing for a while? Consider a flight, rental car and hotel bundle. If you can only squeeze in a quick getaway, a hotel and flight deal could suit you better. Tours and activities can be added after you've booked. Our packages make it simple to save and plan.
What should I know before booking a Pico Island travel package?
A package can be easier on the credit card than separately booking everything you need for your trip. For example, bundle your flights, hotels and rental cars and score big savings. Whatever sort of vacation you're planning, you're sure to find a package that suits your budget.
Can I choose my airline with a Pico Island Expedia vacation package?
Yes, of course. We offer more than 550 airline partners worldwide, so pick the carrier that best suits your travel preferences.
If I'm not able to travel, can I cancel my Pico Island vacation package?
If your vacation plans in Pico Island have changed, it's a relief to know that it is possible to cancel or amend your booking. If you made your booking less than 24 hours ago, you may be eligible for a refund. If your booking is older than that, your hotel, airline or car rental company may charge fees. For more details, check our Customer Service Portal.

Explore a world of travel with Expedia

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