Pico Island Vacations 2025/2026 from CA $1,049

Pico Island flight + hotel packages

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

Aldeia da Fonte Hotel

per person

Oct 7 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pico Island (PIX)

Stay at this 4-star beach hotel in Lajes do Pico. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Whaler’s Museum and Caiado Lagoon are located nearby.

Adegas do Pico

per person

Oct 7 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pico Island (PIX)

Stay at this 4-star cottage in Sao Roque do Pico. Enjoy free parking, a garden, and laundry facilities. Popular attractions Caiado Lagoon and Whaler’s Museum are located nearby.

Areias da Prainha

per person

Sep 4 - Sep 10

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pico Island (PIX)

Stay at this 4-star guesthouse in Sao Roque do Pico. Enjoy free parking, wired Internet (surcharge), and a garden. Popular attractions Caiado Lagoon and Sao Roque Church are located nearby.

Pico Vineyards

per person

Oct 19 - Oct 25

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Pico Island (PIX)

Stay at this 3-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.

Sara Village

per person

Sep 4 - Sep 10

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pico Island (PIX)

Stay at this 3-star beach country house in Sao Roque do Pico. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Sao Roque Church and Convent of Sao Roque do Pico are located nearby.

Top Pico Island hotels deals

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3, Madalena

CA $198

CA $206 total

Aug 23 - Aug 24

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 $405

CA $422 total

Aug 27 - Aug 28

includes taxes & fees

Stay at this 3-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

CA $339

CA $353 total

Aug 27 - Aug 28

includes taxes & fees

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 $245

CA $255 total

Aug 22 - Aug 23

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 Sao Roque Church and Convent of Sao Roque do Pico are located nearby.

Parking included

Free WiFi

Pico Dreams - Sportfish

Rua do Laranjal, 9 A, Sao Roque do Pico

CA $143

CA $149 total

Aug 24 - Aug 25

includes taxes & fees

Stay at this 3-star guesthouse in Sao Roque do Pico. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Convent of Sao Roque do Pico and Sao Roque Church are located nearby.

Pool

Pet-friendly

Azores Youth Hostels - Pico

Rua João Bento Lima, Convento de São Pedro de Alcântara, Sao Roque do Pico

Get rates

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 Sao Roque Church are located nearby.

Breakfast included

Parking 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 $1,049. 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.