Pico Island Vacation Packages

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Top Pico Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sara Village

Sara Village

3 out of 5
Price was CA $1,734, price is now CA $1,658 per person
CA $1,658
per person
Sep 5 - Sep 11
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pico Island (PIX)
8.4/10 Very Good! (61 reviews)
Exceeded expirations. Owner is beautiful, staff very helpful and customer oriented. On main hwy which is convenient but can be noisy. View is exceptional. Highly recommend!

Reviewed on Oct 14, 2025

Liiiving in A Ores - Ocean View House

Liiiving in A Ores - Ocean View House

2 out of 5
Price was CA $3,451, price is now CA $3,148 per person
CA $3,148
per person
Sep 5 - Sep 11
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pico Island (PIX)
No reviews
Aldeia da Fonte Hotel

Aldeia da Fonte Hotel

4 out of 5
Price was CA $2,422, price is now CA $2,285 per person
CA $2,285
per person
Jul 23 - Jul 28
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Pico Island (PIX)
No reviews
Adegas do Pico

Adegas do Pico

4 out of 5
Price was CA $2,376, price is now CA $2,260 per person
CA $2,260
per person
Aug 10 - Aug 16
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Pico Island (PIX)
9/10 Wonderful! (38 reviews)
Very nice small house in a quiet country area. Well appointed. Extremely friendly and helpful staff.

Reviewed on Jun 11, 2023

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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 $361 per night from Jun 22 to Jun 23
CA $361
CA $376 total
Jun 22 - Jun 23
includes taxes & fees
9.6/10 Exceptional! (53 reviews)
"Overall good hotel. But only one night there was a party in the hotel and the noise was very bothering"

Reviewed on May 24, 2026

Pico TERRAMAR & SPA
Hotel Caravelas

Hotel Caravelas

4 out of 5
Rua Conselheiro Terra Pinheiro, 3 Madalena
The price is CA $203 per night from Jul 10 to Jul 11
CA $203
CA $211 total
Jul 10 - Jul 11
includes taxes & fees
8/10 Very Good! (229 reviews)
"This hotel was right across from the harbor, so it was convenient to the ferry! Good staff and breakfast."

Reviewed on Jun 15, 2026

Hotel Caravelas
Vinhas do Calhau

Vinhas do Calhau

4 out of 5
Porto do Calhau 42 Madalena Madalena
The price is CA $233 per night from Jul 2 to Jul 3
CA $233
CA $242 total
Jul 2 - Jul 3
includes taxes & fees
9.6/10 Exceptional! (50 reviews)
"We loved our stay. The location is great. You are close to the ocean and in the Pico Vineyards. There is a beautiful hike you can start from the property. The breakfast was good. We also had dinner one evening and really enjoyed the food."

Reviewed on Jun 11, 2026

Vinhas do Calhau
See all 379 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

9.2/5 (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

Frequently asked questions

Can I cancel my flight booking to Pico Island due to COVID-19?
Our Customer Service Portal is your one-stop shop for most travel questions, including about flight changes related to COVID-19. For extra peace of mind, we suggest looking over the terms and conditions of your chosen airline before booking.
What's the best way to find cheap flights to Pico Island that have flexible change policies?
We know that things can change from one day to the next, so reserving a flexible airfare with Expedia is a wise idea. Just tick the "No change fee" box directly under the "Flexible change policies" filter. Your low-cost, flexible flight to Pico Island is just a few clicks away.
What are some of the general tips for travelers to Pico Island during the COVID-19 outbreak?
COVID-19 has transformed the world in all sorts of ways, including how and where we travel. The following tips will help you understand the new challenges and get you ready for your journey to Pico Island:
  • Find out if any travel restrictions apply to your origin and destination before booking anything. Also check if there are any conditions you'll have to follow on arrival, such as mandatory quarantining.
  • You're required to wear a face mask at the airport, including at screening checkpoints. Be ready to lower your mask for ID purposes when asked by a TSA officer.
  • Avoid handing your boarding pass directly to a TSA officer. Instead, you should place the pass on the scanner and then hold it up for the agent to visually inspect it.
  • One container of liquid hand sanitizer is now permitted in your carry-on bag. It must not be larger than 12 oz (350 ml), and you'll have to take it out of your bag for screening.
  • Place any personal items (like your phone and wallet) in your carry-on instead of a bin to reduce handling during the screening process.
  • Separate any food you have for screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Pico Island?
With a couple of carriers to take your pick of, flying into or near Pico Island is as easy as deciding on your travel dates. Choose an airfare from one of the following:
  • SATA Air Acores - 381 flights to or near Pico Island each month, including 186 flights to Horta Airport (HOR) and 112 flights to Pico Island Airport (PIX) per month.
  • Azores Airlines - 56 flights to or near Pico Island each month, including 34 flights to Horta Airport (HOR) and 21 flights to Pico Island Airport (PIX) per month.

How can I find cheap tickets to Pico Island?
One of the best ways to find cheap tickets to Pico Island is to be flexible with your dates. Search for your flights, then click "flexible dates" at the top of your results. It'll bring up the cheapest prices for nearby days. The best price for a flight to Pico Island in the last seven days was . Booking ahead will usually help you walk away with an even bigger bargain.
How much is a flight to Pico Island?
You could have nabbed a round-trip ticket to Pico Island from anywhere between and in the last seven days. For one-way trips departing from (), the lowest price during this period was .
What are the most popular airports to fly into in Pico Island?
Where you're taking off from and your chosen carrier will determine which of these top Pico Island airports you'll jet into:
  • Horta Airport (HOR) - 221 flights per month.
  • Pico Island Airport (PIX) - 134 flights per month.
  • Sao Jorge Island Airport (SJZ) - 82 flights per month.

When is the cheapest time to fly to Pico Island?
Jet off on a Tuesday to raise your chances of bagging the cheapest flight to Pico Island. Mondays are usually the second most affordable day to take off. Saturday is generally the costliest day to fly anywhere.
How much is a plane ticket to Pico Island?
Airfares to Pico Island ranged from to in the last seven days. Generally, the sooner you make a reservation, the better the deal.
Which airlines with flights to Pico Island employ COVID-19 cleanliness policies?
As part of a "new normal" due to COVID-19, many airlines have brought in social distancing protocols and other hygiene measures. We've listed some of these carriers below:
  • SATA Air Acores - this airline is known for cleaning with disinfectant and providing passenger masks.
  • Azores Airlines - this airline is known for providing passenger masks and capped capacity flights.

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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.