Pico Island Vacations 2026 from CA $1,178

Pico Island flight + hotel packages

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

Sara Village

CA $1,178

per person

Jun 8 - Jun 14

found 18 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

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.

Aldeia da Fonte Hotel

CA $1,710

per person

Jun 8 - Jun 14

found 18 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

Book a stay at this beach hotel in Lajes do Pico. Enjoy free WiFi, free parking, and room service. Popular attractions Whaler’s Museum and Caiado Lagoon are located nearby.

A Casa do Ouvidor

CA $1,480

per person

Jun 8 - Jun 14

found 18 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

Book a stay at this family-friendly villa 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.

Pico Dreams - Sportfish

CA $1,696

per person

May 17 - May 23

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this guesthouse in Sao Roque do Pico. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located nearby.

Aires HOSTEL

CA $1,534

per person

May 17 - May 23

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this hostal in Sao Roque do Pico. Enjoy free WiFi and a garden. Popular attractions Convent of Sao Roque do Pico and A Buraca Winery 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 $277

CA $288 total

Apr 5 - Apr 6

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.

35th Atlantic View

Rua Padre José Silveira d'Ávila, n 35 Lajes do Pico

Get rates

Stay at this B&B in Lajes do Pico. Enjoy free breakfast, free WiFi, and a rooftop terrace. Popular attractions Whaler’s Museum and Caiado Lagoon are located nearby.

Pool

Breakfast included

Vinhas do Calhau

Porto do Calhau 42 Madalena Madalena

CA $199

CA $207 total

Apr 5 - Apr 6

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 Dreams - Sportfish

Rua do Laranjal, 9 A Sao Roque do Pico

CA $86

CA $89 total

Apr 5 - Apr 6

includes taxes & fees

Stay at this guesthouse in Sao Roque do Pico. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located nearby.

Pico Vineyards

Rua da Igreja - ER 1 2 Madalena Azores

CA $338

CA $352 total

Apr 12 - Apr 13

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.

AL Novavista by A5P

Rua Nova,Criação Velha Madalena Azores

Free cancellation

Reserve now, pay when you stay

CA $98

CA $102 total

Apr 5 - Apr 6

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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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

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 $1,178. 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.