Pico Island Vacation Packages 2026 from $781

Pico Island flight + hotel vacation packages

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

Sara Village

$781

per person

Oct 1 - Oct 4

found 19 hours ago

Roundtrip flight included

New York (NYC) 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.

Adegas do Pico

$1,192

per person

Oct 4 - Oct 10

found 1 day ago

Roundtrip 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.

Pico Dreams - Sportfish

$802

per person

Oct 1 - Oct 4

found 19 hours ago

Roundtrip flight included

New York (NYC) 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.

Aldeia da Fonte Hotel

$1,230

per person

Oct 4 - Oct 10

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.

Areias da Prainha

$3,325

per person

Oct 4 - Oct 10

found 1 day 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

$251 nightly

$261 total

Jul 24 - Jul 25

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

$124 nightly

$129 total

Jul 26 - Jul 27

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.

Aldeia da Fonte Hotel

Caminho Da Fonte Silveira Lajes do Pico

$248 nightly

$258 total

Jul 20 - Jul 21

Total with taxes and fees

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.

Vinhas do Calhau

Porto do Calhau 42 Madalena Madalena

$167 nightly

$174 total

Jul 29 - Jul 30

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.

Azores Youth Hostels - Pico

Rua João Bento Lima Sao Roque do Pico

$79 nightly

$82 total

Jul 20 - Jul 21

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.

AL Novavista by BPX

Rua Nova,Criação Velha Madalena Azores

Free Cancellation

Reserve now, pay when you stay

$157 nightly

$164 total

Jul 19 - Jul 20

Total with taxes and fees

This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A seasonal outdoor pool and a virtual front desk are also provided.

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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.

Stay near popular Pico Island attractions

Mount Pico

9.2/10 (65 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.

See properties

Frequently asked questions

How much are vacation packages to Pico Island?

Adventures are calling in Pico Island, with Travelocity vacation packages starting at just $781. 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.