Pico Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Pico Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Casa do Porto Santa Cruz B&B

Casa do Porto Santa Cruz B&B

3 out of 5
Price was CA $2,105, price is now CA $2,020 per person
CA $2,020
per person
Jan 1 - Jan 7
found 19 hours ago
Roundtrip flight included
Montreal (YUL) to Pico Island (PIX)
No reviews

Adegas do Pico

Adegas do Pico

4 out of 5
Price was CA $2,217, price is now CA $2,094 per person
CA $2,094
per person
Dec 30 - Jan 5
found 19 hours ago
Roundtrip flight included
Montreal (YUL) 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

Sara Village

Sara Village

3 out of 5
Price was CA $2,117, price is now CA $2,047 per person
CA $2,047
per person
Dec 30 - Jan 5
found 19 hours ago
Roundtrip flight included
Montreal (YUL) 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

35th Atlantic View

35th Atlantic View

3 out of 5
Price was CA $2,172, price is now CA $2,111 per person
CA $2,111
per person
Dec 30 - Jan 5
found 19 hours ago
Roundtrip flight included
Montreal (YUL) to Pico Island (PIX)
8.4/10 Very good! (44 reviews)

Pico Dreams - Sportfish

Pico Dreams - Sportfish

3 out of 5
Price was CA $2,150, price is now CA $2,120 per person
CA $2,120
per person
Dec 30 - Jan 5
found 19 hours ago
Roundtrip flight included
Montreal (YUL) to Pico Island (PIX)
9.2/10 Wonderful! (73 reviews)
Great location! Great staff. Safe and quiet

Reviewed on Oct 20, 2026

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Pico Island Hotel Deals

Pico TERRAMAR & SPA

Pico TERRAMAR & SPA

3 out of 5
Rua Dr. Manuel de Arriaga Areia Larga Madalena Azores
Fully refundableReserve now, pay when you stay
The price is CA $227 per night from Nov 24 to Nov 25
CA $227
CA $236 total
Nov 24 - Nov 25
includes taxes & fees
Pico TERRAMAR & SPA
Azores Youth Hostels - Pico

Azores Youth Hostels - Pico

2 out of 5
Rua João Bento Lima Sao Roque do Pico
The price is CA $41 per night from Nov 9 to Nov 10
CA $41
CA $43 total
Nov 9 - Nov 10
includes taxes & fees
Azores Youth Hostels - Pico
Vinhas do Calhau

Vinhas do Calhau

4 out of 5
Porto do Calhau 42 Madalena Madalena
The price is CA $127 per night from Nov 9 to Nov 10
CA $127
CA $132 total
Nov 9 - Nov 10
includes taxes & fees
9.6/10 Exceptional! (65 reviews)
"Lovely property! Ana was great!"

Reviewed on Sep 29, 2026

Vinhas do Calhau
See all 389 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.
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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.
See properties

What to do in Pico Island

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

Horta, Faial: Research Whale & Dolphin Expedition

CA $141
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 $141
per adult
Pico Mountain Climb the Highest Point of Portugal 2351m
Pico Lakes and Highlands Tour Volcanic Lagoons Experience

Pico Lakes and Highlands Tour Volcanic Lagoons Experience

CA $141
per adult
Pico Lakes and Highlands Tour Volcanic Lagoons Experience
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 $2,020, 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.

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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.