Pico Island Vacations 2025/2026 from CA $863

Pico Island flight + hotel packages

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

Porto Velho Boutique Lodge

CA $863

per person

Jan 21 - Jan 24

found 1 day 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 $1,000

per person

Jan 21 - Jan 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this 4-star 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.

Pico Terrace

CA $1,324

per person

Jan 21 - Jan 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this 3-star villa in Madalena. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Gruta das Torres and Pico Island Vineyard Culture are located nearby.

Pico TERRAMAR & SPA

CA $1,038

per person

Jan 21 - Jan 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this 3-star 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.

Atlantis Breeze

CA $984

per person

Jan 21 - Jan 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this 3-star 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.

Top Pico Island hotels deals

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3, Madalena

CA $115

CA $120 total

Nov 6 - Nov 7

includes taxes & fees

Stay at this 4-star beach hotel in Madalena. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our reviews. Popular attractions Museu do Vinho and Adega do Vulcão are located nearby.

Pool

Parking included

Pico Vineyards

Rua da Igreja - ER 1 2, Madalena, Azores

CA $200

CA $208 total

Dec 1 - Dec 2

includes taxes & fees

Stay at this 4-star 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

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 3-star 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

Sara Village

Estrada Regional Nº1 Nº20, Sao Roque do Pico, Azorea

CA $63

CA $65 total

Nov 3 - Nov 4

includes taxes & fees

Stay at this 3-star 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

Aldeia das Adegas

Rua das Adegas 3A, Sao Roque do Pico

CA $148

CA $154 total

Nov 8 - Nov 9

includes taxes & fees

Stay at this 4-star business-friendly apartment in Sao Roque do Pico. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the property condition in our reviews. Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located nearby.

Kitchen

Washer

My Bed in Pico

Rua Carlos Dabney, 5, Madalena, Madalena

Get rates

Stay at this 3-star guesthouse in Madalena. Enjoy free WiFi, breakfast (surcharge), and daily housekeeping. Popular attractions Museu do Vinho and Adega do Vulcão are located nearby.

Free WiFi

Restaurant

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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 $863. 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.