Pico Island Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Pico Island vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Pico Vineyards
9.6/10 Exceptional! (5 reviews)
Jan 24 - Jan 26
2 night stay
Boston (BOS) to Pico Island (PIX)
SATA International-Azores Airlines S.A. • Non-stop • Coach
Pico Island (PIX) to Boston (BOS)
SATA Air Acores • Non-stop • Coach
Price was $807, price is now $739 per person
$739
per person
found 2 hours ago
3.0-star property
Pico TERRAMAR & SPA
9.6/10 Exceptional! (47 reviews)
Jan 24 - Jan 26
2 night stay
Boston (BOS) to Pico Island (PIX)
SATA International-Azores Airlines S.A. • Non-stop • Coach
Pico Island (PIX) to Boston (BOS)
SATA Air Acores • Non-stop • Coach
Price was $798, price is now $741 per person
$741
per person
found 2 hours ago
4.0-star property
A Casa do Ouvidor
9.8/10 Exceptional! (29 reviews)
Feb 22 - Feb 28
6 night stay
Boston (BOS) to Pico Island (PIX)
TAP Portugal • Non-stop roundtrip • Coach
Price was $827, price is now $782 per person
$782
per person
found 1 day ago
Beautiful property. Excellent location. Gentleman who takes care of the property was friendly and attentive without being in the way. He was constantly working and you could tell that he took a lot of pride in his work.
The house was spacious with amazing views. Short drive to a beautiful beach with natural pool.
The only negative is that the mattresses are extremely hard and the beds very squeaky, which did not make for very good sleep. However, the positives outweighed this negative by far.
Reviewed on May 8, 2019
2.0-star property
Porto Velho Boutique Lodge
9.2/10 Wonderful! (15 reviews)
Jan 24 - Jan 26
2 night stay
Boston (BOS) to Pico Island (PIX)
SATA International-Azores Airlines S.A. • Non-stop • Coach
Pico Island (PIX) to Boston (BOS)
SATA Air Acores • Non-stop • Coach
Price was $699, price is now $677 per person
$677
per person
found 2 hours ago
Top rated hotels for your Pico Island vacation package
Vinhas do Calhau
Porto do Calhau 42 Madalena Madalena
11.81 mi from city center
$111 nightly
The price is $116 total per night
$116 total
Dec 24 - Dec 25
Total with taxes and fees
Renovated in 2023, Vinhas do Calhau offers a rooftop terrace, free WiFi in public areas, and a seasonal outdoor pool. You can take advantage of free parking if you drive. The front desk has multilingual staff that can help with luggage storage, securing valuables, and tours or tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this family-friendly hotel include a computer station, a banquet hall, and a garden.
Pool
Breakfast included
Pico TERRAMAR & SPA
Rua Dr. Manuel de Arriaga Areia Larga Madalena Azores
Free Cancellation
Reserve now, pay when you stay
12.44 mi from city center
$174 nightly
The price is $181 total per night
$181 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Pico TERRAMAR & SPA offers an indoor pool, a steam room, and free WiFi in public areas. You can put free extended parking to good use if you drive. The 24-hour front desk has staff standing by to help with access to locker space and luggage storage. Additional amenities include a seasonal outdoor pool, laundry facilities, and a garden.
Pool
Breakfast included
Pico Vineyards
Rua da Igreja - ER 1 2 Madalena Azores
9.1 mi from city center
$150 nightly
The price is $155 total per night
$155 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
At Pico Vineyards, guests enjoy an indoor pool, an outdoor pool, and free WiFi in public areas. If you drive, take advantage of free parking. Front-desk staff can assist with tours or tickets, luggage storage, and dry cleaning/laundry. Additional amenities include a terrace, laundry facilities, and a communal living room.
Pool
Breakfast included
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.
Explore More Ways to Travel with Travelocity
- Santo Amaro Hotels
- Ribeira Funda Hotels
- Pontas Negras Hotels
- Capelo Hotels
- Calheta de Nesquim Hotels
- Sao Roque do Pico Hotels
- Hotels near Porto Pim Beach
- Horta Hotels
- Faial Island Hotels
- Calheta Hotels
- Hotels with Free Airport Shuttle in São Jorge Island
- Hotels with an Indoor Pool in São Jorge Island
- São Jorge Island Hotels
- Hotels near Gruta das Torres
- Praia do Norte Hotels
- Lajes do Pico Hotels
- Sao Mateus Hotels
- Madalena Hotels
- Velas Hotels
- 3 Star Hotels in Fajã da Caldeira de Santo Cristo
- Fajã da Caldeira de Santo Cristo Hotels
- Flights from Pico Island
- Flights to Capelo
- Flights to Horta
- Flights from Boston to Horta
- Flights from New York to Horta
- Flights from Paris to Horta
- Flights to Faial Island
- Flights from Austin to Faial Island
- Flights from Faial Island
- Flights to São Jorge Island
- Flights from Toronto to São Jorge Island
- Flights to Horta
- Flights from Sao Jorge Island
- Flights to Lajes do Pico
- Flights from Lajes do Pico
- Flights from Velas
- Flights from Ponta Delgada to Velas
- Addcar rental Rental Cars in Faial Island
- Auto Rent Rental Cars in Faial Island
- Car rentals near Faial Island
- Firefly Rental Cars in Faial Island
- Flizzr Rental Cars in Faial Island
- Goldcar rental Rental Cars in Faial Island
- Nü Car Rentals Rental Cars in Faial Island
- Priceless Car Rental Rental Cars in Faial Island
- Surprice Car Rentals Rental Cars in Faial Island
- Addcar rental Rental Cars in São Jorge Island
- Centauro Rental Cars in São Jorge Island
- Midway Car Rental Rental Cars in São Jorge Island
- Priceless Car Rental Rental Cars in São Jorge Island
- Right-Cars Rental Cars in São Jorge Island
- Surprice Car Rentals Rental Cars in São Jorge Island
- Zezgo Rental Cars in São Jorge Island
