Pico Island Vacations 2025/2026 from CA $1,509

Pico Island flight + hotel packages

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

Adegas do Pico

CA $1,509

per person

Nov 9 - Nov 15

found 1 day ago

Roundtrip flight included

Toronto (YYZ) 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.

Sara Village

CA $16,936

per person

Nov 15 - Nov 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) 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 Convent of Sao Roque do Pico and A Buraca Winery are located nearby.

Top Pico Island hotels deals

Pico Vineyards

Rua da Igreja - ER 1 2, Madalena, Azores

CA $210

CA $219 total

Nov 3 - Nov 4

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

CA $211

CA $220 total

Nov 4 - Nov 5

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

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3, Madalena

CA $117

CA $122 total

Nov 3 - Nov 4

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

Aldeia da Fonte Hotel

Caminho Da Fonte Silveira, Lajes do Pico

Get rates

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.

Pool

Breakfast included

Aldeia das Adegas

Rua das Adegas 3A, Sao Roque do Pico

CA $165

CA $172 total

Nov 3 - Nov 4

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

Pico Dreams - Sportfish

Rua do Laranjal, 9 A, Sao Roque do Pico

CA $73

CA $76 total

Oct 13 - Oct 14

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 A Buraca Winery are located nearby.

Pool

Pet-friendly

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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 $1,509. 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.