A coastal town with red-roofed buildings, green hills, and mountains in the background.
Photo by ‎‎‎‎Dilsa ❤
Open Photo by ‎‎‎‎Dilsa ❤

São Miguel Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • 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

Top São Miguel vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 5 - Dec 12

    Market Place + Flight

    Ponta Delgada
    6 nights
    4.0 star property
    9.2/10 - Wonderful (33 reviews)
    "Outstanding!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!"
    Reviewed October 21, 2026
    Roundtrip • Montreal (YMQ) - São Miguel Island (PDL)
    YUL - PDL • Nonstop PDL - YUL • Nonstop
    CA $1,223
    CA $931
    per traveller
    found 1 day ago
    Market Place
  • Jan 7 - Jan 14

    Ocean Views by Azores Villas + Flight

    Ponta Delgada
    6 nights
    4.0 star property
    9.4/10 - Exceptional (50 reviews)
    "Overall place was very nice beautiful views . Parking lot was very dirty garbage all over the place ."
    Reviewed August 24, 2026
    Roundtrip • Toronto (YTO) - São Miguel Island (PDL)
    YYZ - PDL • Nonstop PDL - YYZ • Nonstop
    CA $1,767
    CA $1,304
    per traveller
    found 6 hours ago
    Ocean Views by Azores Villas
  • Jan 7 - Jan 14

    The Homeboat Company Ponta Delgada + Flight

    Ponta Delgada
    6 nights
    4.0 star property
    9.4/10 - Exceptional (12 reviews)
    "We absolutely loved our stay! The location is amazing and the houseboat itself was spotless, comfortable and really well equipped. We especially loved the rooftop deck — such a lovely place to relax and enjoy the surroundings. The staff genuinely couldn’t have been more helpful. Communication was excellent throughout and everyone we dealt with was so friendly and welcoming. Breakfast was delivered fresh every morning and could be tailored to exactly what you wanted, which was such a lovely..."
    Reviewed September 18, 2026
    Roundtrip • Toronto (YTO) - São Miguel Island (PDL)
    YYZ - PDL • Nonstop PDL - YYZ • Nonstop
    CA $1,390
    CA $1,102
    per traveller
    found 1 day ago
    The Homeboat Company Ponta Delgada
  • Dec 5 - Dec 12

    Alto do Forte + Flight

    Ponta Delgada
    6 nights
    4.0 star property
    10/10 - Exceptional (23 reviews)
    "Amazing place and staff and location"
    Reviewed August 28, 2026
    Roundtrip • Montreal (YMQ) - São Miguel Island (PDL)
    YUL - PDL • Nonstop PDL - YUL • Nonstop
    CA $1,342
    CA $1,068
    per traveller
    found 1 day ago
    Alto do Forte
  • Jan 19 - Jan 26

    Moinho da Areia + Flight

    Ribeira Grande
    6 nights
    3.0 star property
    10/10 - Exceptional (6 reviews)
    "We had a stellar host, Cristina. She was very attentive, helpful and always there to go the extra mile. Lots of great suggestions regarding potential itineraries. We loved the sound of the ocean and view from the rooftop in the evening while enjoying a glass of wine. Her buffet and a la carte breakfast was delicious! We would return without hesitation."
    Reviewed September 14, 2026
    Roundtrip • Montreal (YUL) - São Miguel Island (PDL)
    YUL - PDL • 2 stops PDL - YUL • 2 stops
    CA $1,854
    CA $1,525
    per traveller
    found 1 day ago
    Moinho da Areia

Discover the most popular places to visit in São Miguel

What to do in São Miguel

São Miguel Hotel Deals

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.

Frequently Asked Questions

How much does a São Miguel vacation package cost?

You can grab a vacation package to this top destination from CA $931 on Expedia. But how much your vacation to São Miguel costs will depend on the length of stay, hotel choice and season.

What are the cheapest months to go to São Miguel?

Travel in the shoulder or low season and you're likely to score cheap São Miguel vacation packages. Keep in mind that public holidays and major festivals and events can impact prices, so do some research before you go.

How many days is enough for São Miguel?

The ideal length of your São Miguel vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you time to check out all the top attractions and explore some hidden treasures along the way.

How to find the best São Miguel package deals?

Use Expedia's filters to find some great São Miguel package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for São Miguel package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.

Is it cheaper to book a São Miguel vacation as a package?

Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still get the flexibility to create a personalized São Miguel vacation by choosing your preferred airline, accommodation type and car class.

When to book a vacation package to São Miguel?

If you're planning a spontaneous São Miguel adventure, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking well in advance.

How to plan a trip to São Miguel?

  1. Choose when to travel: Check your schedule and get packing. Your favourite time of year and the type of activities available will also help you decide when to escape to São Miguel.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and dining out to experiences and flights. Your accommodations will likely be the biggest expense during your trip to São Miguel.
  3. Decide your trip length: Think about how much time you want to spend exploring São Miguel. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customized São Miguel vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.