Pico Island Vacation Packages 2025/2026 from $922

Pico Island flight + hotel vacation packages

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

Liiiving in A Ores - Ocean View House

$922

per person

Nov 7 - Nov 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Pico Island (PIX)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

Pico Vineyards

$1,060

per person

Oct 21 - Oct 25

found 10 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

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.

Pico TERRAMAR & SPA

$1,094

per person

Oct 21 - Oct 25

found 10 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

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.

Pico Terrace

$1,513

per person

Oct 21 - Oct 25

found 10 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

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

Adegas do Pico

$970

per person

Oct 21 - Oct 25

found 10 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 luggage storage are also on offer.

Top Pico Island hotels deals

Pico Vineyards

Rua da Igreja - ER 1 2, Madalena, Azores

$239 nightly

$249 total

Sep 4 - Sep 5

Total includes 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

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3, Madalena

$130 nightly

$136 total

Sep 16 - Sep 17

Total includes 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.

Pool

Parking included

Pico TERRAMAR & SPA

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

Free Cancellation

Reserve now, pay when you stay

$274 nightly

$285 total

Aug 21 - Aug 22

Total includes 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

Sara Village

Estrada Regional Nº1 Nº20, Sao Roque do Pico, Azorea

$157 nightly

$163 total

Sep 3 - Sep 4

Total includes 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

Aldeia da Fonte Hotel

Caminho Da Fonte Silveira, Lajes do Pico

Get rates

This hotel features an outdoor pool, a gym, and a restaurant. Enjoy the sauna and free perks like buffet breakfast and free self parking. A bar/lounge, a terrace, and a garden are also provided.

Pool

Breakfast included

AL Novavista by A5P

Rua Nova,Criação Velha, 12, Madalena, Azores

Free Cancellation

Reserve now, pay when you stay

$155 nightly

$162 total

Sep 1 - Sep 2

Total includes 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.

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 $922. 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.