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.
Sara Village

Sara Village

CA $1,042
per person
Nov 21 - Nov 27
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Pico Island (PIX)
8.4/10 Very good! (66 reviews)
We did not stay and cancellation was not accepted.

Reviewed on Aug 6, 2026

Casa do Porto Santa Cruz B&B

Casa do Porto Santa Cruz B&B

CA $1,102
per person
Nov 21 - Nov 27
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Pico Island (PIX)
No reviews
Adegas do Pico

Adegas do Pico

CA $1,545
per person
Dec 28 - Jan 2
found 22 hours ago
Roundtrip flight included
Toronto (YTO) 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

35th Atlantic View

35th Atlantic View

CA $1,488
per person
Dec 28 - Jan 2
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Pico Island (PIX)
8.4/10 Very good! (44 reviews)
Quinta da Ribeira da Urze

Quinta da Ribeira da Urze

CA $1,082
per person
Nov 21 - Nov 27
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Pico Island (PIX)
No reviews

Ready to book your vacation to Pico Island?

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Pico Island Hotel Deals

Hotel Caravelas

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3 Madalena
CA $117
CA $121 total
Nov 1 - Nov 2
includes taxes & 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
CA $230
CA $240 total
Nov 1 - Nov 2
includes taxes & 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
CA $40
CA $42 total
Oct 12 - Oct 13
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 394 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.
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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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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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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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Whaler’s Museum

8.4/10 (26 reviews)
You can spend time exploring the galleries in Whaler’s Museum during your travels in Lajes do Pico. While you're in the area, stroll along the seaside.
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What to do in Pico Island

Picture 10 for Activity Horta, Faial: University based Whale & Dolphin Expedition

Horta, Faial: Research Whale & Dolphin Expedition

CA $143
per adult
100% of travellers recommend
Horta, Faial: Research Whale & Dolphin Expedition
The Crater and Piquinho Peak - 2351meters

Pico Mountain: Climb the Highest Point of Portugal 2351m

CA $144
per adult
Pico Mountain: Climb the Highest Point of Portugal 2351m
Faial

Private half a day Faial, a first impression

CA $96
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 $1,042, 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.