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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 18 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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


Pico Dreams - Sportfish
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
9/10 Wonderful! (55 reviews)
We had a truly lovely stay at this charming guesthouse. The owner and her husband are without a doubt the sweetest people we met during our trip. On the morning of our departure, her husband even offered, completely on his own initiative, to drive us to the ferry. That level of kindness and hospitality is rare these days and deserves to be recognized.
The place itself is spotless, cozy, and thoughtfully arranged. There’s a warm, welcoming atmosphere throughout, with a beautiful common area where you can relax and unwind after a day of exploring. You can tell that a lot of care goes into maintaining the property, it feels like a home, not just a rental.
One of the highlights is the stunning view of Pico from the house. Waking up to that view each morning was a gift. Whether you’re enjoying your coffee outside or just soaking in the peace and quiet, the setting is perfect.
Everything was well-organized, from check-in to check-out. The room was comfortable, the linens were fresh, and all the small details were in place. It’s clear that the owners take great pride in what they do and it shows.
We would return in a heartbeat. Highly recommended if you’re looking for a genuine, heartwarming stay in the Azores.
Reviewed on Jul 24, 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

Horta: Whale and Dolphin Watching Expedition
$106
per adult
100% of travellers recommend

Memória Baleeira - Unforgetable Ride in the waters of Pico
$47
per adult

From Madalena: Pico Volcanoes and Lakes Guided Day Tour
$106
per adult
Pico Island Hotel Deals

Hotel Caravelas
Rua Conselheiro Terra Pinheiro, 3, Madalena
$151 nightly
The price is $158 total per night from Aug 30 to Aug 31
$158 total
Aug 30 - Aug 31
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
$295 nightly
The price is $307 total per night from Sep 1 to Sep 2
$307 total
Sep 1 - Sep 2
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
$261 nightly
The price is $272 total per night from Aug 21 to Aug 22
$272 total
Aug 21 - Aug 22
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.