A beach with clear turquoise water, sandy shore, and rocky hills in the background.
Photo by Susana Nobre
Open Photo by Susana Nobre

São Simão Vacations from $862

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Your São Simão Vacation

There's no better way to get away than with one of our vacation packages to São Simão. The laid-back lifestyle and friendly locals are just two of the convincing reasons you'll want to stay in this awesome city. Every trip to São Simão needs a well-planned itinerary. Fill yours with big-name attractions like Galapos Beach, Arrabida Natural Park and Portinho da Arrabida Beach. Browse Expedia's extensive range of travel options and book your perfect vacation to São Simão now.

The Latest São Simão Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 13 - Jan 18

    Pousada Alfama + Flight

    Lisbon City Center
    5 nights
    4.0 star property
    9.8/10 - Exceptional (375 reviews)
    Roundtrip • New York (EWR) - Lisbon (LIS)
    EWR - LIS • Nonstop LIS - EWR • Nonstop
    $1,200
    $862
    per traveler
    found 1 day ago
    Pousada Alfama
  • Jan 8 - Jan 13

    The Homeboat Company Parque das Nações + Flight

    Lisbon
    4 nights
    4.0 star property
    9.8/10 - Exceptional (32 reviews)
    Roundtrip • Boston (BOS) - Lisbon (LIS)
    BOS - LIS • Nonstop LIS - BOS • Nonstop
    $2,152
    $1,611
    per traveler
    found 1 day ago
    The Homeboat Company Parque das Nações
  • Jan 7 - Jan 14

    Inspira Liberdade Boutique Hotel + Flight

    Lisbon City Center
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    Roundtrip • New York (EWR) - Lisbon (LIS)
    EWR - LIS • Nonstop LIS - EWR • Nonstop
    $1,455
    $1,093
    per traveler
    found 1 day ago
    Inspira Liberdade Boutique Hotel
  • Dec 8 - Dec 14

    Eurostars Lisboa Baixa + Flight

    Lisbon City Center
    5 nights
    4.0 star property
    9.8/10 - Exceptional (372 reviews)
    "Hotel front desk agents were all so attentive and so helpful. Whatever they don’t know they still try to help look it up. Location was perfect for first visit to Lisbon. Hotel so clean and spacious. Pay little more and stay here."
    Reviewed November 6, 2026
    Roundtrip • Boston (BOS) - Lisbon (LIS)
    BOS - LIS • Nonstop LIS - BOS • Nonstop
    $1,427
    $1,076
    per traveler
    found 1 day ago
    Eurostars Lisboa Baixa
  • Jan 13 - Jan 19

    Aurea Museum by Eurostars Hotel Company + Flight

    Lisbon City Center
    5 nights
    5.0 star property
    9.4/10 - Exceptional (1,002 reviews)
    "Na"
    Reviewed November 5, 2026
    Roundtrip • Boston (BOS) - Lisbon (LIS)
    BOS - LIS • Nonstop LIS - BOS • 1 stop
    $1,393
    $1,055
    per traveler
    found 10 hours ago
    Aurea Museum by Eurostars Hotel Company

What to do in São Simão

São Simão 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 Simão vacation package cost?

You can grab a vacation package to this top destination from $862 on Expedia. However, how much your vacation to São Simão costs will depend on factors like the length of stay, season and hotel choice.

What are the cheapest months to go to São Simão?

February, July and November are the best times to look for cheap São Simão vacation packages. Traveling in quieter months means you can generally find better prices on accommodations and flights.

How many days is enough for São Simão?

With a well-organized schedule, you can easily tick off the top São Simão attractions in a few days. But if you want to discover hidden gems or take day trips, consider booking your São Simão vacation for longer.

How to find the best São Simão package deals?

Use Expedia's filters to find some terrific São Simão package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for São Simão package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.

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

An Expedia vacation package could land you significant savings when compared to booking hotels and flights individually. Better still, you can personalize your São Simão trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.

When to book a vacation package to São Simão?

If you're planning a spur-of-the-moment São Simão vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking ahead.

How to plan a trip to São Simão?

  1. Choose when to go: Check your calendar and pack your bags. Your favorite season and the activities available will also help you decide when to vacation in São Simão.
  2. Budget wisely: As well as the cost of your accommodations, you should factor in other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected costs that may come up during your trip to São Simão.
  3. Organize your São Simão escape with Expedia's trip planning tool: Search for and book hotels and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to São Simão together.
  4. Work out your trip length: Consider how long you want to spend exploring São Simão. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized São Simão vacation package.
  6. Book activities and experiences ahead of time: Whether it's entrance to a big attraction or a walking tour, you won't have to worry about missing out on the best São Simão has to offer. Find all the fun things to do in São Simão with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later São Simão vacation packages?

If you're anything like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your São Simão break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.

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