Pico Island Vacation Packages 2025/2026 from $701

Pico Island flight + hotel vacation packages

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

Pico Dreams - Sportfish

per person

Oct 7 - Oct 9

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.

Adegas do Pico

per person

Sep 11 - Sep 15

found 1 day 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.

Aldeia da Fonte Hotel

per person

Oct 17 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

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.

Pico Vineyards

per person

Sep 16 - Sep 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Sara Village

per person

Sep 6 - Sep 12

found 16 hours ago

Roundtrip flight included

Fresno (FAT) 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.

Top Pico Island hotels deals

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3, Madalena

$152 nightly

$159 total

Aug 11 - Aug 12

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

$291 nightly

$303 total

Aug 27 - Aug 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

$260 nightly

$271 total

Aug 20 - Aug 21

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

$176 nightly

$183 total

Aug 5 - Aug 6

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

$103 nightly

$107 total

Aug 24 - Aug 25

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.

Pool

Pet friendly

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.

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

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

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 $701. 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.