Pico Island Vacation Packages 2025 from $715

Pico Island flight + hotel vacation packages

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

Areias da Prainha

per person

Sep 4 - Sep 7

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Pico Island (PIX)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and laundry facilities are also on offer.

Pico Dreams - Sportfish

per person

Aug 3 - Aug 5

just found

Roundtrip non-stop flight included

Chicago (ORD) to Pico Island (PIX)

A restaurant and an outdoor pool are featured at this guesthouse. Enjoy the a rooftop terrace and perks like free self parking and free WiFi. Free parking, a terrace, and a garden are also offered.

Hotel Caravelas

per person

Aug 30 - Aug 31

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the gym and perks like free self parking.

Vinhas do Calhau

per person

Aug 30 - Aug 31

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

This hotel features a seasonal outdoor pool and a rooftop terrace. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking.

Top Pico Island hotels deals

Pico TERRAMAR & SPA

Rua Dr. Manuel de Arriaga Areia Larga, Madalena, Azores

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This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and parking. Enjoy the steam room and conveniences like a 24-hour front desk and laundry facilities.

Pool

Breakfast included

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3, Madalena

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This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the gym and perks like free self parking.

Pool

Parking included

Sara Village

Estrada Regional Nº1 Nº20, Sao Roque do Pico, Azorea

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This country house doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a picnic area, and laundry facilities are also on offer.

Parking included

Free WiFi

Azores Youth Hostels - Pico

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

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This hostel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. Luggage storage is also provided.

Breakfast included

Parking included

Pico Dreams - Sportfish

Rua do Laranjal, 9 A, Sao Roque do Pico

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A restaurant and an outdoor pool are featured at this guesthouse. Enjoy the a rooftop terrace and perks like free self parking and free WiFi. Free parking, a terrace, and a garden are also offered.

Pool

Pet friendly

Vinhas do Calhau

Porto do Calhau 42, Candelária, Madalena, Madalena

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This hotel features a seasonal outdoor pool and a rooftop terrace. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking.

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.

Popular places to visit

Mount Pico

4.5/5(8 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(4 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 $715. 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.