Pico Island Vacations 2026 from CA $1,105

Pico Island flight + hotel packages

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

Pico Dreams - Sportfish

CA $1,105

per person

Sep 22 - Sep 28

found 10 hours ago

Roundtrip 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.

Adegas do Pico

CA $2,296

per person

Sep 12 - Sep 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this cottage in Sao Roque do Pico. Enjoy free WiFi, free parking, and a garden. Popular attractions Caiado Lagoon and Whaler’s Museum are located nearby.

Sara Village

CA $1,573

per person

Sep 12 - Sep 18

found 1 day 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.

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 $356

CA $371 total

Jul 4 - Jul 5

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.

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3 Madalena

CA $218

CA $226 total

Jul 13 - Jul 14

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

Vinhas do Calhau

Porto do Calhau 42 Madalena Madalena

CA $242

CA $252 total

Jul 15 - Jul 16

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

Azores Youth Hostels - Pico

Rua João Bento Lima Sao Roque do Pico

CA $115

CA $120 total

Jul 4 - Jul 5

includes taxes & fees

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

Aldeia da Fonte Hotel

Caminho Da Fonte Silveira Lajes do Pico

Free cancellation

Reserve now, pay when you stay

CA $351

CA $365 total

Jul 4 - Jul 5

includes taxes & fees

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.

AL Novavista by A5P

Rua Nova,Criação Velha Madalena Azores

Free cancellation

Reserve now, pay when you stay

CA $203

CA $212 total

Aug 2 - Aug 3

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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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.

Stay near popular Pico Island attractions

Mount Pico

9.2/10 (65 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.

See properties

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 $1,105. 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.