Pico Island Vacations 2026/2026 from CA $1,282

Pico Island flight + hotel packages

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

Porto Velho Boutique Lodge

CA $1,282

per person

Mar 13 - Mar 18

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this hostel in Madalena. Enjoy free WiFi, free parking, and a garden. Popular attractions Museu do Vinho and Adega do Vulcão are located nearby.

Pico Vineyards

CA $1,551

per person

Mar 13 - Mar 18

found 4 hours ago

Roundtrip non-stop 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.

Liiiving in Azores - Casa de Foros

CA $1,925

per person

Mar 13 - Mar 18

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

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

Atlantis Breeze

CA $1,656

per person

Mar 13 - Mar 18

found 4 hours ago

Roundtrip non-stop 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 A Ores - Ocean View House

CA $1,756

per person

Mar 13 - Mar 18

found 4 hours ago

Roundtrip non-stop 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.

Top Pico Island hotels deals

Vinhas do Calhau

Porto do Calhau 42 Madalena Madalena

CA $157

CA $164 total

Dec 28 - Dec 29

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 TERRAMAR & SPA

Rua Dr. Manuel de Arriaga Areia Larga Madalena Azores

Free cancellation

Reserve now, pay when you stay

Get rates

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

Pico Vineyards

Rua da Igreja - ER 1 2 Madalena Azores

CA $205

CA $213 total

Jan 22 - Jan 23, 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.

Sara Village

Estrada Regional Nº1 Nº20 Sao Roque do Pico Azorea

CA $63

CA $65 total

Dec 27 - Dec 28

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.

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3 Madalena

CA $117

CA $122 total

Jan 3 - Jan 4, 2026

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

AL Novavista by A5P

Rua Nova,Criação Velha Madalena Azores

Free cancellation

Reserve now, pay when you stay

CA $81

CA $85 total

Dec 26 - Dec 27

includes taxes & fees

Stay at this B&B in Madalena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pico Island Vineyard Culture and Adega do Vulcão are located nearby.

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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

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

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 $1,282. 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.