Pico Island Vacation Packages 2026 from $1,541

Pico Island flight + hotel vacation packages

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

Aldeia da Fonte Hotel

$1,541

per person

Aug 6 - Aug 11

found 1 day ago

Roundtrip 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.

Adegas do Pico

$1,624

per person

Jun 29 - Jul 5

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

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

Sara Village

$1,954

per person

Jun 30 - Jul 4

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) 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.

A Casa do Ouvidor

$1,824

per person

Jun 29 - Jul 5

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

This villa features an outdoor pool and a hot tub. Families will appreciate the children's pool, barbecue grills, and babysitting. Guests will appreciate free perks like free self parking and WiFi in public areas.

Areias da Prainha

$1,795

per person

Jun 29 - Jul 5

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) 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.

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

$197 nightly

$205 total

May 21 - May 22

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.

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3 Madalena

$119 nightly

$124 total

May 22 - May 23

Total with taxes and fees

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.

Sara Village

Estrada Regional Nº1 Nº20 Sao Roque do Pico Azorea

$55 nightly

$58 total

May 23 - May 24

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.

Aires HOSTEL

Rua de Baixo Sao Roque do Pico Açores

$40 nightly

$42 total

Jun 18 - Jun 19

Total with taxes and fees

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

Free WiFi

Pico Vineyards

Rua da Igreja - ER 1 2 Madalena Azores

$260 nightly

$271 total

May 26 - May 27

Total with taxes and fees

This hotel features an outdoor pool and an indoor pool. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Azores Youth Hostels - Pico

Rua João Bento Lima Sao Roque do Pico

$32 nightly

$33 total

May 30 - May 31

Total with taxes and fees

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

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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 $1,541. 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.