Santiago Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Santiago Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Convento do Salvador

Hotel Convento do Salvador

3 out of 5
Lisbon City Center
Price was CA $1,328, price is now CA $913 per person
CA $913
per person
Jan 17 - Jan 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Lisbon (LIS)
9.4/10 Exceptional! (1,004 reviews)
River view room had excellent views! Very quaint hotel!

Reviewed on Nov 12, 2026

Inspira Liberdade Boutique Hotel

Inspira Liberdade Boutique Hotel

4 out of 5
Lisbon City Center
Save 100% on your flight
Price was CA $1,801, price is now CA $1,169 per person
CA $1,169
per person
Jan 24 - Jan 31
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Lisbon (LIS)
9.2/10 Wonderful! (1,003 reviews)
The room was clean but the temperature was cold and I asked for assistance in figuring out how to make it warmer.,the hotel provided an extra blanket, The smartcast didnt operate either for television watching from my phone

Reviewed on Nov 12, 2026

Lisbon Art Stay Hotel & Apartments

Lisbon Art Stay Hotel & Apartments

4 out of 5
Lisbon City Center
Price was CA $2,260, price is now CA $1,509 per person
CA $1,509
per person
Jan 3 - Jan 10
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lisbon (LIS)
9.4/10 Exceptional! (1,490 reviews)

Casa Holstein Quinta de São Sebastião

Casa Holstein Quinta de São Sebastião

3 out of 5
Santa Maria e São Miguel
Price was CA $1,627, price is now CA $1,100 per person
CA $1,100
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lisbon (LIS)
9.4/10 Exceptional! (270 reviews)

Eurostars Lisboa Baixa

Eurostars Lisboa Baixa

4 out of 5
Lisbon City Center
Price was CA $1,652, price is now CA $1,131 per person
CA $1,131
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Lisbon (LIS)
9.8/10 Exceptional! (361 reviews)

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 0.32 kilometres 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.

Ready to book your vacation to Santiago?

 

Choose your dates

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
The price is CA $156 per night from Nov 14 to Nov 15
CA $156
CA $166 total
Nov 14 - Nov 15
includes taxes & fees
Four Points by Sheraton Sesimbra
Ouro Rossio Hotel

Ouro Rossio Hotel

3 out of 5
R. dos Sapateiros 213 Lisbon Lisboa
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Nov 30 to Dec 1
CA $129
CA $150 total
Nov 30 - Dec 1
includes taxes & fees
9.6/10 Exceptional! (200 reviews)
"."

Reviewed on Nov 10, 2026

Ouro Rossio Hotel
Internacional Design Hotel

Internacional Design Hotel

4 out of 5
Rua Da Betesga, 3, (Ao Rossio) Lisbon
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Dec 8 to Dec 9
CA $115
CA $135 total
Dec 8 - Dec 9
includes taxes & fees
Internacional Design Hotel
See all 6,880 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Santiago attractions

Fortaleza de Santiago

9.4/10 (12 reviews)
You can learn about the history of Santiago with a stop at Fortaleza de Santiago. Wander the beautiful beaches and seaside in this quaint area.
See properties

What to do in Santiago

Hop-On Hop-Off Bus & Tramcar Tours

Hop-On Hop-Off Bus & Tramcar Tours

CA $60
per adult
82% of travellers recommend
Hop-On Hop-Off Bus & Tramcar Tours
Hop-On Hop-Off Boat Tour with Optional Bus Tour Combos

Lisbon Hop-On Hop-Off Packs

CA $40
per adult
Lisbon Hop-On Hop-Off Packs
Trolley in Lisbon

Hills Tramcar Hop-on Hop-off Tour

CA $36
per adult
80% of travellers recommend
Hills Tramcar Hop-on Hop-off Tour
See all activities in Santiago

Frequently asked questions

How much does a Santiago vacation package cost?
You can pick up a vacation package to this top destination from CA $913 on Expedia. But how much your vacation to Santiago costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Santiago?
November, December and January are great times to search for cheap Santiago vacation packages. Travelling in less busy months means you can typically find lower prices on flights and accommodations.
How many days is enough for Santiago?
To get the most out of your Santiago vacation, we suggest staying for 4 days. Divide your time between visiting Bicas Beach, Arrabida Life and other leading sights, as well as experiencing neighbourhoods like Zambujal and Caixas. If you've got some time to spare, include a day trip in your Santiago vacation itinerary.
How to find the best Santiago package deals?
Use Expedia's handy filters to find some of the best Santiago package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Santiago package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Santiago vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still have the freedom to create a customized Santiago vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Santiago?
Enjoy amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Santiago getaway.
How to plan a trip to Santiago?

  1. Choose your dates: The things you want to do in Santiago and your favourite season can help you decide when to go.
  2. Set your budget: Consider costs such as food, flights and transportation when working out how much to put aside for your trip to Santiago. Then, select a property that fits your budget, whether that's a wallet-friendly stay or a deluxe getaway.
  3. Decide how long to go away for: Now that you're up to speed on Santiago, you can work out the perfect length of your break. Pull together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Santiago vacation package.

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