São Simão Vacations from $1,365

Book a Hotel + Flight or Car together to unlock savings

Photo by Susana Nobre

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

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.
Tandem Palacio Alfama Suites

Tandem Palacio Alfama Suites

3 out of 5
Lisbon Old Town
Price was $1,953, price is now $1,365 per person
$1,365
per person
Sep 11 - Sep 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Lisbon (LIS)
9.2/10 Wonderful! (250 reviews)
Fab place. Would definitely return.

Reviewed on Jun 26, 2026

The Lumiares Hotel & Spa

The Lumiares Hotel & Spa

5 out of 5
Lisbon City Center
Save 100% on your flight
Price was $3,034, price is now $2,043 per person
$2,043
per person
Sep 11 - Sep 16
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Lisbon (LIS)
9.6/10 Exceptional! (355 reviews)
Great location. Nicely done room. Helpful staff. Nice kitchen with coffee machine but had to ask and wait for milk. Hotel is a bit hard to walk about due to cobble stones and stairs around. But that’s the area around there. On the flip side the food is amazing around.

Reviewed on Jun 21, 2026

Pousada de Lisboa - Small Luxury Hotels Of The World

Pousada de Lisboa - Small Luxury Hotels Of The World

5 out of 5
Lisbon City Center
Save 100% on your flight
Price was $2,816, price is now $1,941 per person
$1,941
per person
Sep 11 - Sep 16
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Lisbon (LIS)
9.6/10 Exceptional! (645 reviews)
Property was beautiful, clean, well kept. Very conveniently located, in a very walkable area. The staff was amazing, kind, accommodating, ordered my taxis, helped me book my train ticket. I couldn’t be more grateful.

Reviewed on Jun 23, 2026

Residentas Arco do Bandeira

Residentas Arco do Bandeira

4 out of 5
Lisbon City Center
Save 100% on your flight
Price was $3,038, price is now $2,119 per person
$2,119
per person
Aug 16 - Aug 22
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Lisbon (LIS)
9.8/10 Exceptional! (570 reviews)

Chiado Arty flats

Chiado Arty flats

4 out of 5
Lisbon City Center
Price was $2,734, price is now $1,937 per person
$1,937
per person
Sep 3 - Sep 7
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lisbon (LIS)
10/10 Exceptional! (273 reviews)
Great location and staff made our stay wonderful while visiting Lisbon.

Reviewed on Jun 21, 2026

Don't see what you're looking for?
See all available trips from Columbus to São Simão
View all trips

What to do in São Simão

Sesimbra: Ribeiro do Cavalo Beach Roundtrip Boat Transfer

Sesimbra: Ribeiro do Cavalo Beach Roundtrip Boat Transfer

$23
per adult
Sesimbra: Ribeiro do Cavalo Beach Roundtrip Boat Transfer
Sesimbra: Ribeiro do Cavalo Beach Taxi Boat

Sesimbra: Ribeiro do Cavalo Beach Taxi Boat

$29
per adult
Sesimbra: Ribeiro do Cavalo Beach Taxi Boat
Jose Maria da Fonseca is a family-owned winery

Arrabida Wine Tour from Lisbon: Wineries, Tastings & Tile Factory

$105
per adult
100% of travellers recommend
Arrabida Wine Tour from Lisbon: Wineries, Tastings & Tile Factory
See all activities in São Simão

São Simão Hotel Deals

Corinthia Lisbon

Corinthia Lisbon

5 out of 5
Avenida Columbano Bordalo Pinheiro, 105 Lisbon
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $257 total per night from Aug 1 to Aug 2
$257 total
Aug 1 - Aug 2
Total with taxes and fees
9.6/10 Exceptional! (1,267 reviews)
"A lovely hotel with an excellent breakfast. Staff and hotel top notch. Even though the hotel is away from the central are of Lisbon, the hotel offers a convenient shuttle to get back and forth. If the shuttle isn't running (evening), make sure you take an Uber. We got ripped off by a taxi driver, ..."

Reviewed on Jul 1, 2026

Corinthia Lisbon
Hotel Acta Moa

Hotel Acta Moa

4 out of 5
Avenida Almirante Gago Coutinho 30 Lisbon
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $118 total per night from Jul 3 to Jul 4
$118 total
Jul 3 - Jul 4
Total with taxes and fees
9/10 Wonderful! (863 reviews)
"Nice breakfast and very close to the aurport"

Reviewed on Jun 30, 2026

Hotel Acta Moa
Locke de Santa Joana

Locke de Santa Joana

4 out of 5
18 Rua Camilo Castelo Branco Lisbon
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $131 total per night from Jul 16 to Jul 17
$131 total
Jul 16 - Jul 17
Total with taxes and fees
9.4/10 Exceptional! (1,911 reviews)
"Staff was very nice. We arrived early and waiting for other friends to arrive. We closed our eyes to rest after a long flight. They offered early check-in without charge. Very considerate!"

Reviewed on Jul 1, 2026

Locke de Santa Joana
See all 9,481 properties in São Simão
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 São Simão Vacation Packages

São Simão Essential Information

Language
Portuguese
Currency
Euros
Local Welcome
Olá
Local Goodbye
Adeus
Closest Airport
Humberto Delgado Airport (LIS)
Top Sights
Galapos Beach, Arrabida Natural Park and Albarquel Beach

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a São Simão vacation package cost?
You can grab a vacation package to this top destination from $1,365 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.