Pico Island Vacation Packages 2025/2026 from $951

Pico Island flight + hotel vacation packages

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

Pico Terrace

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

An outdoor pool, free self parking, and barbecue grills are featured at this villa. WiFi in public areas is free. A terrace and a picnic area are also provided.

Adegas do Pico

per person

Sep 22 - Sep 27

found 1 day ago

Roundtrip flight included

New York (JFK) 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.

Pico Vineyards

per person

Sep 28 - Oct 4

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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

per person

Sep 15 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) 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.

Atlantis Breeze

per person

Aug 25 - Aug 31

found 15 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

Free WiFi in public areas and a garden are available at this cottage.

Top Pico Island hotels deals

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3, Madalena

$171 nightly

$178 total

Jul 27 - Jul 28

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 Vineyards

Rua da Igreja - ER 1 2, Madalena, Azores

$268 nightly

$279 total

Jul 27 - Jul 28

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

Pico TERRAMAR & SPA

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

Free Cancellation

Reserve now, pay when you stay

$261 nightly

$272 total

Aug 9 - Aug 10

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.

Sara Village

Estrada Regional Nº1 Nº20, Sao Roque do Pico, Azorea

$180 nightly

$187 total

Jul 31 - Aug 1

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

Pico Dreams - Sportfish

Rua do Laranjal, 9 A, Sao Roque do Pico

$139 nightly

$145 total

Jul 27 - Jul 28

Total includes 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.

Azores Youth Hostels - Pico

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

Get rates

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

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 $951. 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.