Pico Island Vacation Packages 2026 from $1,159

Pico Island flight + hotel vacation packages

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

Sara Village

$1,159

per person

Jun 9 - Jun 14

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

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.

Aldeia da Fonte Hotel

$1,464

per person

Jun 9 - Jun 14

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pico Dreams - Sportfish

$1,606

per person

May 22 - May 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Casa do Comendador

$1,585

per person

May 22 - May 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

A rooftop terrace is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a library are also on offer.

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

$199 nightly

$207 total

Apr 10 - Apr 11

Total with taxes and fees

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

Aires HOSTEL

Rua de Baixo Sao Roque do Pico Açores

$40 nightly

$41 total

Apr 6 - Apr 7

Total with taxes and fees

A garden, a communal living room, and locker space are available at this hostal. Barbecue grills are provided for your convenience.

Free WiFi

35th Atlantic View

Rua Padre José Silveira d'Ávila, n 35 Lajes do Pico

Get rates

This bed & breakfast features an outdoor pool and a rooftop terrace. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a picnic area, and express check-in are also on offer.

Pool

Breakfast included

Pico Dreams - Sportfish

Rua do Laranjal, 9 A Sao Roque do Pico

$63 nightly

$66 total

Apr 8 - Apr 9

Total with taxes and fees

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 Madalena Madalena

$144 nightly

$150 total

Apr 10 - Apr 11

Total with taxes and fees

A restaurant and a seasonal outdoor pool are featured at this hotel. Family-friendly amenities include a playground and in-room childcare. Enjoy the a rooftop terrace and free perks like buffet breakfast and free self parking.

Sara Village

Estrada Regional Nº1 Nº20 Sao Roque do Pico Azorea

$50 nightly

$52 total

Apr 6 - Apr 7

Total with taxes and fees

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

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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 $1,159. 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.