Santiago Vacations from $1,184

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Photo by Adriano Soeiro

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.
EXE Saldanha

EXE Saldanha

3 out of 5
Lisbon City Center
Price was $1,620, price is now $1,184 per person
$1,184
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lisbon (LIS)
9.2/10 Wonderful! (1,013 reviews)
Superbe location secteur Saldanha ! Propreté et confort je recommande !

Reviewed on Sep 3, 2025

Pestana Lisboa Vintage City Center Suites

Pestana Lisboa Vintage City Center Suites

4 out of 5
Lisbon City Center
Save 100% on your flight
Price was $2,026, price is now $1,285 per person
$1,285
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lisbon (LIS)
8.8/10 Excellent! (506 reviews)
Good location and walkable

Reviewed on Sep 2, 2025

Aurea Museum by Eurostars Hotel Company

Aurea Museum by Eurostars Hotel Company

5 out of 5
Lisbon City Center
Save 100% on your flight
Price was $2,402, price is now $1,532 per person
$1,532
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lisbon (LIS)
9.4/10 Exceptional! (992 reviews)
The best hotel of our entire Portuguese trip! Great location in Alfama, the hotel is super clean, modern, aesthetic with cool tech design tweaks. Walkable to everything. Staff os friendly and polite.

Reviewed on Aug 31, 2025

Eurostars Das Letras

Eurostars Das Letras

5 out of 5
Lisbon City Center
Save 100% on your flight
Price was $2,086, price is now $1,356 per person
$1,356
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lisbon (LIS)
9/10 Wonderful! (1,010 reviews)
amazing property! spacious bedrooms, handy staff and convenient location. People complain of the hill to the hotel, but it’s fine - if you can’t be asked to walk, an uber from the centre is £4. Amazing, 10/10 hotel

Reviewed on Sep 1, 2025

Lisboa Carmo Hotel

Lisboa Carmo Hotel

4 out of 5
Lisbon City Center
Save 100% on your flight
Price was $2,179, price is now $1,560 per person
$1,560
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lisbon (LIS)
9.4/10 Exceptional! (1,007 reviews)
Excellent staff. Friendly and Helpful.

Reviewed on Aug 27, 2025

Don't see what you're looking for?
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Discover the most popular places to visit in Santiago

#Sesimbra #Portugal #church Numa visita que fiz ao Castelo de Sesimbra, fui surpreendido por esta pequena Igreja que fica dentro das muralhas do castelo. Destaque para os belos azulejos. On a visit I made to the Castle of Sesimbra, I was surprised by this small church that is inside the castle walls. Highlight for the beautiful tiles.

Sesimbra Castle

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

Sesimbra Castle

Cabo Espichel

Explore the great outdoors at Cabo Espichel, a lovely green space in Castelo. Wander the beautiful beaches in this quaint area.

Cabo Espichel

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 quaint area.

Quinta do Peru Golf & Country Club

What to do in Santiago

From Lisbon: Arrabida Park Small Group Kayak Tour

Lisbon: Arrabida Park Kayak Tour with Beach Picnic

$70
per adult
100% of travellers recommend
Lisbon: Arrabida Park Kayak Tour with Beach Picnic
The beautiful Arrabida mountain

Lisbon off-the-beaten-path Small Group Tour: Sesimbra, Arrabida & Wine Tasting

$88
per adult
100% of travellers recommend
Lisbon off-the-beaten-path Small Group Tour: Sesimbra, Arrabida & Wine Tasting
Small Group Kayak Tour to Arrábida Beaches with Lunch from Lisbon

Kayak Adventure in Sesimbra - The Heart of Arrábida Natural Park

$105
per adult
100% of travellers recommend
Kayak Adventure in Sesimbra - The Heart of Arrábida Natural Park
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, Altinho De Sao Joao, Sesimbra
$132 nightly
The price is $140 total per night from Sep 28 to Sep 29
$140 total
Sep 28 - Sep 29
Total with taxes and fees
Four Points by Sheraton Sesimbra
Hotel Mundial

Hotel Mundial

4 out of 5
Praça Martim Moniz, 2, Lisbon
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $198 total per night from Sep 21 to Sep 22
$198 total
Sep 21 - Sep 22
Total with taxes and fees
Hotel Mundial
Hotel Santa Justa Lisboa

Hotel Santa Justa Lisboa

4 out of 5
Rua dos Correeiros, 204, Lisbon
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $243 total per night from Sep 7 to Sep 8
$243 total
Sep 7 - Sep 8
Total with taxes and fees
Hotel Santa Justa Lisboa
See all 6,453 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.

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.