Pico Island Vacations 2026 from CA $1,472

Pico Island flight + hotel packages

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

Sara Village

CA $1,472

per person

May 16 - May 19

found 19 hours ago

Roundtrip flight included

Montreal (YUL) 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.

Porto Velho Boutique Lodge

CA $1,923

per person

Jun 25 - Jun 30

found 23 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.

Aldeia da Fonte Hotel

CA $1,663

per person

May 16 - May 19

found 19 hours ago

Roundtrip flight included

Montreal (YUL) 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.

Liiiving in A Ores - Ocean View House

CA $2,392

per person

Jun 25 - Jun 30

found 23 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.

AL Novavista by A5P

CA $1,878

per person

Jun 25 - Jun 30

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

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.

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 $275

CA $286 total

Apr 8 - Apr 9

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

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 $204

CA $212 total

Apr 10 - Apr 11

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 $90 total

Apr 14 - Apr 15

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.

Pool

Pet-friendly

Pico Vineyards

Rua da Igreja - ER 1 2 Madalena Azores

CA $339

CA $352 total

Apr 3 - Apr 4

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

AL Novavista by A5P

Rua Nova,Criação Velha Madalena Azores

Free cancellation

Reserve now, pay when you stay

CA $98

CA $102 total

Apr 8 - Apr 9

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.

Pool

Breakfast 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

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 $1,472. 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.