Pico Island Vacations 2026/2026 from CA $1,453

Pico Island flight + hotel packages

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

Pico Vineyards

CA $1,453

per person

Mar 2 - Mar 8

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Pico Island (PIX)

Book a stay at this business-friendly hotel in Madalena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Azores Wine Company and Museu do Vinho are located nearby.

Atlantis Breeze

CA $1,572

per person

Mar 2 - Mar 8

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this cottage in Madalena. Enjoy free WiFi, a garden, and an in-room espresso maker. Popular attractions Museu do Vinho and Adega do Vulcão are located nearby.

Liiiving in Azores - Casa de Foros

CA $1,697

per person

Mar 2 - Mar 8

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this villa in Lajes do Pico. Enjoy a garden.

Liiiving in A Ores - Ocean View House

CA $1,512

per person

Mar 2 - Mar 8

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this vacation home in Sao Roque do Pico. Enjoy free parking. Popular attractions Caiado Lagoon and Whaler’s Museum are located nearby.

Pico TERRAMAR & SPA

CA $1,528

per person

Mar 2 - Mar 8

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this hotel in Madalena. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Adega do Vulcão and Pico Island Vineyard Culture are located nearby.

Top Pico Island hotels deals

Pico TERRAMAR & SPA

Rua Dr. Manuel de Arriaga Areia Larga Madalena Azores

Free cancellation

Reserve now, pay when you stay

CA $239

CA $249 total

Jan 1 - Jan 2, 2026

includes taxes & fees

Stay at this hotel in Madalena. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Adega do Vulcão and Pico Island Vineyard Culture are located nearby.

Pool

Breakfast included

Vinhas do Calhau

Porto do Calhau 42 Madalena Madalena

CA $162

CA $169 total

Jan 5 - Jan 6, 2026

includes taxes & fees

Book a stay at this family-friendly hotel in Madalena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pico Island Vineyard Culture and Gruta das Torres are located nearby.

Pool

Breakfast included

Pico Vineyards

Rua da Igreja - ER 1 2 Madalena Azores

CA $206

CA $214 total

Jan 12 - Jan 13, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in Madalena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Azores Wine Company and Museu do Vinho are located nearby.

Pool

Breakfast included

Sara Village

Estrada Regional Nº1 Nº20 Sao Roque do Pico Azorea

CA $63

CA $65 total

Dec 13 - Dec 14

includes taxes & fees

Book a stay at this beach country house in Sao Roque do Pico. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located nearby.

Parking included

Free WiFi

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3 Madalena

CA $117

CA $122 total

Dec 21 - Dec 22

includes taxes & fees

Book a stay at this beach hotel in Madalena. Enjoy free WiFi, free parking, and room service. Popular attractions Museu do Vinho and Adega do Vulcão are located nearby.

Pool

Parking included

Azores Youth Hostels - Pico

Rua João Bento Lima Sao Roque do Pico

Get rates

Stay at this hostel in Sao Roque do Pico. Enjoy free breakfast, free parking, and an airport shuttle (surcharge). Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located nearby.

Breakfast included

Parking included

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See all available properties in Pico Island

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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.

Popular places to visit

Mount Pico

4.5/5(6 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.

Pico Island Vineyard Culture

4.5/5(3 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.

São João Forest Reserve

Explore the great outdoors at São João Forest Reserve, a lovely green space in São João.

Frequently asked questions

How much are vacation packages to Pico Island?

Adventures are calling in Pico Island, with Travelocity vacation packages starting at just CA $1,453. Including flights and hotels, these incredible deals make it a cinch to experience more of our wonderful planet.

Where can I get the best vacation package deals for Pico Island?

Travelocity has countless ways to score a terrific Pico Island package deal. Choose from as many as 400 partner airlines and 1,000,000 properties all over the globe and create a travel itinerary that fits your style. With this amount of choice at your fingertips, it's easy to organize your next big getaway.

Why should I book my Pico Island vacation package via Travelocity?

Because we believe in creating unforgettable vacation experiences. From flights and hotels to car rentals and activities, our packages make it a breeze to save. Our customer support is on hand 24/7 to ensure your needs are taken care of. We also have a Price Match Guarantee, so you can secure your vacation knowing you've landed the best deal possible. How? If you find a lower price, we'll match it!

Will I save money on my Pico Island car rental if I bundle it with my hotel or flight?

Bundling your bookings into a Pico Island vacation package will certainly save you money. You can book a flight and car; a hotel, flight and car; or a hotel and car. You won't find a better way to discover the greater Pico Island area than with your own ride. You can also add activities and experiences to your Travelocity package.