Pico Island Pet-friendly Vacations
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Top Pet-friendly vacation packages in Pico Island
Price found within the past 48 hours. Click for updated prices.
Casa do Comendador
$1,821
per person
Oct 13 - Oct 19
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pico Island (PIX)
8.6/10 Excellent! (29 reviews)
The air was very damp and smelled like mold. There was indeed some black mold on the shower curtain and on the window curtain. Everything felt slightly damp in the room including our pillows. It was therefore extremely uncomfortable and hard to sleep. We woke up in the morning feeling nausea presumably because of the disgusting air. There was also a door to the outside that rattled loudly every time a gust of wind blew which also made it hard to sleep. Overall I would recommend finding different accommodations if you can. It may have just been a problem with this one room though
Reviewed on May 3, 2024
Aldeia da Fonte Hotel
$1,790
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
9/10 Wonderful! (2 reviews)
Fantastic room! Newly remodeled ocean view. Listening to ocean waves while falling asleep is amazing. Great breakfast and dinner.
Reviewed on Jul 29, 2026
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View all trips3 Night Pet-friendly vacations in Pico Island
Price found within the past 48 hours. Click for updated prices.
Aldeia da Fonte Hotel
$1,992
per person
Oct 10 - Oct 12
found 22 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pico Island (PIX)
9/10 Wonderful! (2 reviews)
Fantastic room! Newly remodeled ocean view. Listening to ocean waves while falling asleep is amazing. Great breakfast and dinner.
Reviewed on Jul 29, 2026
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See all available trips from Columbus to Pico Island
View all trips4 Night Pet-friendly vacations in Pico Island
Price found within the past 48 hours. Click for updated prices.
Pico Dreams - Sportfish
$763
per person
Oct 16 - Oct 19
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Pico Island (PIX)
9.2/10 Wonderful! (71 reviews)
Great stay here! It was clean and quiet and they have all the amenities of home, even a washing machine and clothes line which is very helpful after hiking Pico Mountain
Reviewed on Jul 2, 2026
Aldeia da Fonte Hotel
$1,790
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
9/10 Wonderful! (2 reviews)
Fantastic room! Newly remodeled ocean view. Listening to ocean waves while falling asleep is amazing. Great breakfast and dinner.
Reviewed on Jul 29, 2026
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See all available trips from Columbus to Pico Island
View all tripsTop Pet-friendly Pico Island Hotels
Vinhas do Calhau
Porto do Calhau 42 Madalena Madalena
- 5 min drive from Pico Island Vineyard Culture
This family-friendly, oceanfront hotel welcomes dogs and cats (fees apply) with pet-friendly perks such as food and water bowls. While you're here, explore nearby ...
Pico Dreams - Sportfish
Rua do Laranjal, 9 A Sao Roque do Pico
- 25 min drive from Pico Island Vineyard Culture
The pet-friendly policy of this oceanfront guest house allows dogs and cats to stay free. Nearby hiking or biking trails offer you a chance to stretch your legs ...
9.2/10 Wonderful! (72 reviews)
"Great stay here! It was clean and quiet and they have all the amenities of home, even a washing machine and clothes line which is very helpful after hiking Pico Mountain"
Reviewed on Jul 2, 2026
Room-double Room With Sea View - Sao Roq
Sao Roque do Pico Azores
- 26 min drive from Pico Island Vineyard Culture
Stay at this guesthouse in Sao Roque do Pico. Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located nearby.
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.
Things to do
Horta, Faial: Research Whale & Dolphin Expedition
$104
per adult
100% of travellers recommend
Whale and Dolphin Watching in Pico Island - Half Day
$83
per adult
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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.
