Pet-friendly Vacations in Pico Island 2026

Photo by Brian Scrivner

Plan, book, travel with confidence
Better together
Save up to CA $4,200 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Flight and Pet-friendly hotel deals in Pico Island

Price found within the past 48 hours. Click for updated prices.

Adegas do Pico

CA $1,262

per person

Nov 20 - Nov 26

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Pico Island (PIX)

9/10 Wonderful! (40 reviews)

Wonderful location as a home base to explore the island. Very clean, super helpful staff, and the view was amazing!

Reviewed on Aug 22, 2026

Don't see what you're looking for?

See all available trips from Columbus to Pico Island

View all trips

4 Night Pet-friendly holidays in Pico Island

Price found within the past 48 hours. Click for updated prices.

Adegas do Pico

CA $1,164

per person

Dec 4 - Dec 8

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Pico Island (PIX)

9/10 Wonderful! (40 reviews)

Wonderful location as a home base to explore the island. Very clean, super helpful staff, and the view was amazing!

Reviewed on Aug 22, 2026

Don't see what you're looking for?

See all available trips from Columbus to Pico Island

View all trips

Pet-friendly Hotels in Pico Island

Vinhas do Calhau

Porto do Calhau 42 Madalena Madalena

5 min drive from Pico Island Vineyard Culture

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 ...

9.6/10 Exceptional! (65 reviews)

"Lovely property! Ana was great!"

Reviewed on Sep 29, 2026

Pico Dreams - Sportfish

Rua do Laranjal, 9 A Sao Roque do Pico

25 min drive from Pico Island Vineyard Culture

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 ...

9.2/10 Wonderful! (73 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

Quinta da Ribeira da Urze

Rua da Ribeira da Urze,Prainha de Cima Sao Roque do Pico

36 min drive from Pico Island Vineyard Culture

Stay at this country house in Sao Roque do Pico. Enjoy free WiFi, free parking, and a garden. Popular attractions Pontinha and Caiado Lagoon are located ...

See all 395 properties in Pico Island

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.