Sao Mateus Vacations from $863

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Your Sao Mateus Vacation

Take the stress and hassle out of organizing your next break by booking a Sao Mateus vacation package. Take in the sounds and sights of this unique neighborhood and enjoy all it has to offer. If you're eager to sightsee during your trip to Sao Mateus, be sure to visit nearby attractions such as Mount Pico. Expedia can put your travel plans into action. Book your dream Sao Mateus vacation now.

The Latest Sao Mateus vacation packages

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

Atlantis Breeze

3 out of 5
Price was $914, price is now $863 per person
$863
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pico Island (PIX)
No reviews
Pico Vineyards

Pico Vineyards

4 out of 5
Price was $1,054, price is now $970 per person
$970
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pico Island (PIX)
9.6/10 Exceptional! (5 reviews)
An excellent new Hotel in the Island and I am sure it will become a reference. Incredible architecture which uses local materials. Fantastic views from some of the rooms towards the Mountain of Pico. Staff is so nice. A special thanks to Daniela and Bianca. They accommodated vegan options for my wife. A newly opened Hotel which I am sure will only get better with time!

Reviewed on Oct 10, 2025

Liiiving in A Ores - Ocean View House

Liiiving in A Ores - Ocean View House

2 out of 5
Price was $1,073, price is now $1,006 per person
$1,006
per person
Apr 1 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pico Island (PIX)
No reviews
Aldeia da Fonte Hotel

Aldeia da Fonte Hotel

4 out of 5
Price was $1,899, price is now $1,795 per person
$1,795
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pico Island (PIX)
8.6/10 Excellent! (100 reviews)
A Casa do Ouvidor

A Casa do Ouvidor

4 out of 5
Price was $991, price is now $943 per person
$943
per person
Apr 3 - Apr 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
9.8/10 Exceptional! (29 reviews)
Asan was a great host. Quiet place, very roomy and clean, the view is amazing. Every thing was in place to enjoy a confortable stay.

Reviewed on May 6, 2025

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Discover the most popular places to visit in Sao Mateus

Hiking through hardened lava flow to reach the peak of the volcano. Feeling the warmth from the volcano and getting views like you're on top of the world!

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.

Mount Pico

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.

Gruta das Torres

Museu do Vinho

You can spend time exploring the galleries in Museu do Vinho in Madalena. While you're in the area, stroll along the marina.

Museu do Vinho

What to do in Sao Mateus

Horta: Whale and Dolphin Watching Expedition

Horta: University Startup Whale and Dolphin RIB Boat Trip

$101
per adult
100% of travellers recommend
Horta: University Startup Whale and Dolphin RIB Boat Trip
Faial

Private half a day Faial, a first impression

$71
per adult
Private half a day Faial, a first impression
The Crater and Piquinho Peak - 2351meters

Pico Mountain: Climb the Highest Point of Portugal 2351m

$88
per adult
Pico Mountain: Climb the Highest Point of Portugal 2351m
See all activities in Sao Mateus

Sao Mateus Hotel Deals

Aldeia dos Caldeirões

Aldeia dos Caldeirões

3 out of 5
Rua dos Caldeirões, Relvas Madalena Açores
$74 nightly
The price is $77 total per night from Mar 2 to Mar 3
$77 total
Mar 2 - Mar 3
Total with taxes and fees
Aldeia dos Caldeirões
Calm and rest combined with well-being with great views of the mountain and sea

Calm and rest combined with well-being with great views of the mountain and sea

Madalena Azores
9.4/10 Exceptional! (6 reviews)
Loved the community and the family was very kind and accommodating. Pico Island is amazing.Fresh food, Sunshine, fresh air, fun outdoor activities kept us hopping!

Reviewed on Sep 17, 2025

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Calm and rest combined with well-being with great views of the mountain and sea
Azoris Faial Garden

Azoris Faial Garden

4 out of 5
Rua Consul Dabney S/N Horta
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $69 total per night from Mar 1 to Mar 2
$69 total
Mar 1 - Mar 2
Total with taxes and fees
Azoris Faial Garden
See all 334 properties in Sao Mateus
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.

Find the Best Sao Mateus Vacation Packages

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Frequently asked questions

How to find the best Sao Mateus package deals?
Use Expedia's filters to help you find some of the best Sao Mateus package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Sao Mateus package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
When to book a vacation package to Sao Mateus?
Land incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Sao Mateus trip.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.