Santiago Vacations from $1,285

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Your Santiago Vacation

With a reputation for its coastal beaches and views, Santiago attracts visitors from here, there and everywhere. Let our Santiago vacation packages give you a look into this neighborhood and all the amazing things it has to offer. Eager to head out and see the sights during your trip to Santiago? Make sure you check out nearby attractions such as Sesimbra Beach, Sesimbra Castle and Praia da California. No matter what your dream Santiago vacation may look like, you can turn it into reality with Expedia.

The Latest Santiago vacation packages

Price found within the past 48 hours. Click for updated prices.
The Emerald House Lisbon, Curio Collection By Hilton

The Emerald House Lisbon, Curio Collection By Hilton

4 out of 5
Lisbon Old Town
Price was $1,765, price is now $1,285 per person
$1,285
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lisbon (LIS)
9.6/10 Exceptional! (543 reviews)
Such a good location, quiet but still pretty central to a lot of places. Absolutely loved it!! Would 100% stay again!

Reviewed on May 18, 2026

Valverde Lisboa Hotel & Garden - Relais & Châteaux

Valverde Lisboa Hotel & Garden - Relais & Châteaux

5 out of 5
Lisbon City Center
Price was $3,296, price is now $2,427 per person
$2,427
per person
Jul 4 - Jul 10
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lisbon (LIS)
9.6/10 Exceptional! (507 reviews)
Excellent experience! Staff were great and the property was immaculate. The little touches each day, like coming back to curtains already drawn for us and a hand written note with tomorrow’s weather was lovely.

Reviewed on Apr 7, 2026

MouraSuites Hotel

MouraSuites Hotel

4 out of 5
Price was $2,103, price is now $1,550 per person
$1,550
per person
Jul 6 - Jul 9
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lisbon (LIS)
9.8/10 Exceptional! (196 reviews)
Wonderful hotel close to the heart of Evora - easy walk to all sites. The staff was very attentive to all details of our stay. Breakfast selection was great and all fresh.

Reviewed on May 18, 2026

Moagem Industrial Lodge

Moagem Industrial Lodge

4 out of 5
Price was $2,261, price is now $1,669 per person
$1,669
per person
Jul 6 - Jul 9
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lisbon (LIS)
8/10 Very Good! (2 reviews)
The overall experience was good however check in very lengthy since the receptionist was giving a lot of details including restaurant menu to the people in front of me. I was offered a welcome drink which never got since the one I got shortly after I checked in which it was a gin and tonic I ended up paying for it during check out; when I inquired about it in regards to the welcome drink reception said I still had to pay. Attention management *** please explain to guests what is a welcome drink, I assumed that it was any drink on hotel grounds. Thank you

Reviewed on Apr 26, 2026

ibis Evora Hotel

ibis Evora Hotel

3 out of 5
Price was $2,008, price is now $1,495 per person
$1,495
per person
Jul 6 - Jul 9
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lisbon (LIS)
8.2/10 Very Good! (865 reviews)
We didn’t eat at restaurant but it was so close to city and parking was free too. Staff were very helpful too

Reviewed on May 11, 2026

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Discover the most popular places to visit in Santiago

Sesimbra Castle

Sesimbra Castle is just one of the places to see in Castelo, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in this relaxing area.

Sesimbra Castle

Quinta do Peru Golf & Country Club

Enjoy a round of golf in Sesimbra at Quinta do Peru Golf & Country Club. Wander the beautiful beaches in this relaxing area.

Quinta do Peru Golf & Country Club

Arrabida Life

You can take time to visit Arrabida Life during your travels to Quintola de Santana. Wander the beautiful beaches and seaside in this quaint area.

Arrabida Life

What to do in Santiago

Trolley in Lisbon

Hills Tramcar Hop-on Hop-off Tour

$29
per adult
80% of travellers recommend
Hills Tramcar Hop-on Hop-off Tour
Hop-On Hop-Off Bus & Tramcar Tours

Hop-On Hop-Off Bus & Tramcar Tours

$45
per adult
82% of travellers recommend
Hop-On Hop-Off Bus & Tramcar Tours
Lisbon: Panoramic Cruise to the Monuments w/Drinks and Music

Lisbon: Sightseeing Cruise w/Swimstop, Drinks & Music

$25
per adult
Lisbon: Sightseeing Cruise w/Swimstop, Drinks & Music
See all activities in Santiago

Santiago Hotel Deals

Four Points by Sheraton Sesimbra

Four Points by Sheraton Sesimbra

4 out of 5
Rua 4 de Maio, 50 Sesimbra
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $154 total per night from May 25 to May 26
$154 total
May 25 - May 26
Total with taxes and fees
Four Points by Sheraton Sesimbra
Hotel Santa Justa Lisboa

Hotel Santa Justa Lisboa

4 out of 5
Rua dos Correeiros, 204 Lisbon
Fully refundableReserve now, pay when you stay
$256 nightly
The price is $280 total per night from Jun 11 to Jun 12
$280 total
Jun 11 - Jun 12
Total with taxes and fees
9.6/10 Exceptional! (1,312 reviews)
"Friendly Staff, Great location! Used airport pickup and everything was on time and run smoothly!"

Reviewed on May 20, 2026

Hotel Santa Justa Lisboa
Secret Patio Lisbon

Secret Patio Lisbon

3 out of 5
R. Fernandes Tomás 64, 1200-177 Lisbon
$68 nightly
The price is $82 total per night from Jun 8 to Jun 9
$82 total
Jun 8 - Jun 9
Total with taxes and fees
8.6/10 Excellent! (303 reviews)
"Very nice staff. Great breakfast served around the courner. Close to cool restaurants and bars."

Reviewed on May 19, 2026

Secret Patio Lisbon
See all 6,616 properties in Santiago
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 Santiago Vacation Packages

Santiago Beach Vacation

Chill out by the water's edge and feel the wind through your hair during your Santiago vacation. If you're a first-timer, why not pick up some seashells as a reminder of your trip to Santiago? Base yourself near Sesimbra Beach, a popular stretch of coast just 0.2 miles (0.4 km) from the center. We also have value-for-money Santiago vacation packages closer to Praia da California, another terrific option.

Things You Should Know About Santiago

  • There's something magical about being close to the water. If staying within an easy stroll of a sunny shore is your idea of a blissful vacation, browse our Santiago beach hotels and see what's on offer.
  • Apartments such as Akisol Sesimbra Beach IV and Akisol Sesimbra Star are also very popular. Whether you're planning a family trip or a romantic escape with that special someone, you're sure to find something that suits your requirements.

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 to find the best Santiago package deals?
Start your search for a Santiago package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Santiago package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Santiago adventure underway.
When to book a vacation package to Santiago?
If you're considering an impromptu Santiago vacation, 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 find incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Santiago?

  1. Choose when to go: Check your schedule and pack your bags. Your favorite time of year and the available activities will also help you decide when to vacation in Santiago.
  2. Set your budget: Consider expenses such as food, flights and transportation when calculating how much to set aside for your trip to Santiago. Then, select a property that suits your budget, whether that's an economical option or a deluxe retreat.
  3. Use Expedia's trip planning tool to discover Santiago: Research every part of your trip to Santiago with this handy planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide your trip length: Consider how long you want to spend exploring Santiago. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  5. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the right Santiago vacation package for you.
  6. Book any excursions or activities: Now to the fun part — locking in everything you want to see and do. Explore some of the incredible things to do in Santiago and reserve your tickets early to save time (and maybe some money too!).

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