Pico Island Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Pico Island Vacation Packages

Trying to figure out a way to bundle your Pico Island flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® can help you get everything you need, while saving you both money and some time. We're here to book everything you'll need to make your Pico Island trip one to remember. With only a few clicks, you can select the best vacation package for you and your family. We have an amazing choice of flights and hotels, and Pico Island endeavors to pick from.

Hotel Deals in Pico Island

Our listings include lodgings that are close to all the Pico Island points of interest, and some that are just outside the city center for a more restful retreat.

From Pico Island hotels with multiple pools and on-site restaurants, to boutique accommodations that add all the extra touches, you'll find a hotel here that will make your trip amazing. With AARP Travel Center's Pico Island hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.

Things to do in Pico Island

People from all over make this city their vacation destination, and with good reason. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.

The AARP Travel Center "Things to Do" page has more great activities that you can book.

Save with a Pico Island Vacation Package

As an AARP Member, you can cash in on all the great deals. You can save on select hotels worldwide, flights, and also car rentals. No matter what Pico Island vacation bundle you pick, you can rest easy knowing that you already saved on your trip. The hardest packing you'll have to do is for your suitcase. Book today and get ready for your Pico Island vacation.

Top Hotel Deals

Pico TERRAMAR & SPA

Pico TERRAMAR & SPA

Rua Dr. Manuel de Arriaga Areia Larga Madalena Azores
20.04 km from city center
Stay at this hotel in Madalena. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Adega do Vulcão and Pico Island Vineyard Culture are ...
Hotel Caravelas

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3 Madalena
19.84 km from city center
Book a stay at this beach hotel in Madalena. Enjoy free WiFi, free parking, and room service. Popular attractions Museu do Vinho and Adega do Vulcão are located ...
Aldeia da Fonte Hotel

Aldeia da Fonte Hotel

Caminho Da Fonte Silveira Lajes do Pico
6.06 km from city center
Book a stay at this beach hotel in Lajes do Pico. Enjoy free WiFi, free parking, and room service. Popular attractions Whaler’s Museum and Caiado Lagoon are ...
Vinhas do Calhau

Vinhas do Calhau

Porto do Calhau 42 Madalena Madalena
19.01 km from city center
Book a stay at this family-friendly hotel in Madalena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pico Island Vineyard Culture and ...
Azores Youth Hostels - Pico

Azores Youth Hostels - Pico

Rua João Bento Lima Sao Roque do Pico
7.29 km from city center
Stay at this hostel in Sao Roque do Pico. Enjoy free breakfast, free parking, and an airport shuttle (surcharge). Popular attractions Convent of Sao Roque do ...
AL Novavista by BPX

AL Novavista by BPX

Rua Nova,Criação Velha Madalena Azores
18.5 km from city center
Stay at this B&B in Madalena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pico Island Vineyard Culture and Adega do Vulcão are located ...
Pico Dreams - Sportfish

Pico Dreams - Sportfish

Rua do Laranjal, 9 A Sao Roque do Pico
6.91 km from city center
Stay at this guesthouse in Sao Roque do Pico. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Convent of Sao Roque do Pico and A Buraca ...
Porto Velho Boutique Lodge

Porto Velho Boutique Lodge

Rua Dr. Freitas Pimentel, 5 Madalena Açores
19.81 km from city center
Stay at this hostel in Madalena. Enjoy free WiFi, free parking, and a garden. Popular attractions Museu do Vinho and Adega do Vulcão are located nearby.
Sara Village

Sara Village

Estrada Regional Nº1 Nº20 Sao Roque do Pico Azorea
6.04 km from city center
Book a stay at this beach country house in Sao Roque do Pico. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Convent of Sao Roque ...
Pico Vineyards

Pico Vineyards

Rua da Igreja - ER 1 2 Madalena Azores
14.65 km from city center
Book a stay at this business-friendly hotel in Madalena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Azores Wine Company and Museu ...
Pocinhobay

Pocinhobay

Pocinho Madalena
19.27 km from city center
Book a stay at this beach guesthouse in Madalena. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Pico Island Vineyard Culture and ...
Aires HOSTEL

Aires HOSTEL

Rua de Baixo Sao Roque do Pico Açores
8.03 km from city center
Stay at this hostel in Sao Roque do Pico. Enjoy free WiFi and a garden. Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located ...
Casa do Comendador

Casa do Comendador

Rua de Baixo, No 17 S.Miguel Arcanjo Sao Roque do Pico
5.79 km from city center
Stay at this guesthouse in Sao Roque do Pico. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Convent of Sao Roque do Pico and A Buraca ...
A Casa do Ouvidor

A Casa do Ouvidor

Estrada Regional, 22 Sao Roque do Pico
6.06 km from city center
Book a stay at this business-friendly villa in Sao Roque do Pico. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Convent of Sao Roque ...
35th Atlantic View

35th Atlantic View

Rua Padre José Silveira d'Ávila, n 35 Lajes do Pico
6.71 km from city center
Stay at this B&B in Lajes do Pico. Enjoy free breakfast, free WiFi, and a rooftop terrace. Popular attractions Whaler’s Museum and Caiado Lagoon are located ...
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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.