Pico Island Vacations from $690
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The Latest Pico Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Aldeia da Fonte Hotel
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pico Island (PIX)
8.6/10 Excellent! (96 reviews)
The grounds are beautiful, and the view of the ocean stunning. I loved having a patio with chairs and table to enjoy the outdoors, and the many verandas, outbuildings, etc offer plenty of places to hang out. The breakfast was good too. I'm not sure if we were there in the off season, but some if the buildings felt...tired. The whale watch tower was locked. I would stay here again though, it was nice.
Reviewed on May 2, 2025
Sara Village
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
8.2/10 Very Good! (53 reviews)
We were warmly welcomed by Miguel, the owner/manager of the place. We experienced a slight inconvenience with our room at arrival, but Miguel quickly offered us a solution, which was suitable and much appreciated. The view from the terrace was incredible! This is related to the town and not to the lodging, but for dining options, at the time of the year that we went (early June) there were not much choices. But overall, a good experience! :)
Reviewed on Jun 7, 2025
Don't see what you're looking for?
See all available trips from Columbus to Pico Island
View all tripsDiscover the most popular places to visit in Pico Island
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.
São João Forest Reserve
Explore the great outdoors at São João Forest Reserve, a lovely green space in São João.
Gruta das Torres
Explore the great outdoors at Gruta das Torres, a lovely green space in Criação Velha. While you're in the area, stroll along the marina.
What to do in Pico Island
From Madalena: Pico Volcanoes and Lakes Guided Day Tour
$106
per adult
Full-Day Guided Tour in Pico Island
$282
per adult
100% of travellers recommend
Pico Island Hotel Deals
Hotel Caravelas
Rua Conselheiro Terra Pinheiro, 3, Madalena
$160 nightly
The price is $167 total per night from Aug 9 to Aug 10
$167 total
Aug 9 - Aug 10
Total includes taxes and fees
7.8/10 Good! (203 reviews)
Very good hotel.
"Our room and bathroom were very good, with large comfortable bed, excellent bedding and towels and very clean. The breakfast buffet was good and opened at 7.00, allowing time to start activities early. Our only disappointment was that we arrived at 10.00 on the ferry from Horta and, whilst knowing ..."
Reviewed on Jun 17, 2025
Pico Vineyards
Rua da Igreja - ER 1 2, Madalena, Azores
$297 nightly
The price is $309 total per night from Aug 27 to Aug 28
$309 total
Aug 27 - Aug 28
Total includes taxes and fees
8/10 Very Good! (1 review)
"This is a beautiful property that opened 10 days before we stayed, so they were still working out little issues. The staff was very solicitous and the wine tasting in the cave was a really nice experience. The pool for the main rooms is indoor and lovely. The VIP rooms have their own small pools. ..."
Reviewed on Jul 12, 2025
Pico TERRAMAR & SPA
Rua Dr. Manuel de Arriaga Areia Larga, Madalena, Azores
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $285 total per night from Aug 9 to Aug 10
$285 total
Aug 9 - Aug 10
Total includes taxes and fees
9.4/10 Exceptional! (38 reviews)
"This is a great option for those looking to stay in the area. Ample parking, spa facilities including a Turkish bath, and an outdoor pool. Staff was friendly, continental breakfast included, would certainly consider staying here again."
Reviewed on Jul 17, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.