Santiago Vacation Packages
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Top Santiago Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Pousada Alfama
Lisbon City Center
CA $1,380
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lisbon (LIS)
9.8/10 Exceptional! (337 reviews)
We truly enjoyed our staying in Pousada Alfama, this charming boutique hotel located right in walkable, the oldest, most atmospheric, vibrant and cultural districts.
We are very impressed by this boutique hotel’s beauty, elegant design, warm inviting atmosphere, the cozy lovely garden, the healthy and delicious breakfast. Most of all we are very thankful to the exceptional, standout warm services we received. Staff members are ready to assist with any requests, whether it’s a bottle of my new found love liqueur in Portugal, or helping us navigate our way around the city. No words are adequately enough to express our heartfelt gratitude, especially to the marvellous, attentive manger Rita, the talented chef Joana, the lovely competent receptionist Caroline! And to all the other staff as well for delivering a personalized, intimate experience.
Our visit in August in Lisbon is so so memorable and unforgettable!!
Reviewed on Aug 14, 2026
Pestana Palace Lisboa Hotel & National Monument - The Leading Hotels of the World
CA $1,757
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lisbon (LIS)
9.4/10 Exceptional! (919 reviews)
It was an exceptional property to stay in, kept extremely well.
All the staff were friendly and gave excellent service.
The rooms were luxurious, with double sinks, toiletries and towelling robes and slippers.
Breakfasts were excellent, lots of variety and vegetarian options, with an omlette bar.
Reviewed on Aug 13, 2026
138 Liberdade Hotel
Lisbon City Center
CA $2,375
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Lisbon (LIS)
9.6/10 Exceptional! (800 reviews)
Great location, large and clean rooms, helpful staff, wonderful breakfast and nice outdoor courtyard for drinks. Would definitely stay here again!
Reviewed on Aug 13, 2026
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?
Santiago Hotel Deals
Four Points by Sheraton Sesimbra
Rua 4 de Maio, 50 Sesimbra
Fully refundableReserve now, pay when you stay
CA $244
CA $259 total
Sep 6 - Sep 7
includes taxes & fees
9/10 Wonderful! (573 reviews)
"Staff were very friendly and helpful. We had a two bedroom suite with pool view and balcony, great view of the ocean from the 3rd floor. The rooms are a little tired looking and could do with an update (floor chipped and smoke detectors were covered in plastic for some reason), the main living area ..."
Reviewed on Aug 4, 2026
Ouro Rossio Hotel
R. dos Sapateiros 213 Lisbon Lisboa
Fully refundableReserve now, pay when you stay
CA $179
CA $202 total
Aug 16 - Aug 17
includes taxes & fees
Hotel Mundial
Praça Martim Moniz, 2 Lisbon
Fully refundableReserve now, pay when you stay
CA $222
CA $248 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (1,458 reviews)
"There were centipedes in bathroom. The location was not as convenient as listed. We left early and moved to another hotel. They weren’t willing to give a refund. Staff was very friendly however. Food at rooftop was not very good and the view was unimpressive"
Reviewed on Aug 14, 2026
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.
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 relaxing area.
Porto de Abrigo
9.0/10 (2 reviews)
You can learn about the history of Santiago when you stop by Porto de Abrigo. Wander the beautiful beaches and seaside in this relaxing area.
What to do in Santiago
Hop-On Hop-Off Bus & Tramcar Tours
CA $61
per adult
82% of travellers recommend
Hills Tramcar Hop-on Hop-off Tour
CA $40
per adult
80% of travellers recommend
Frequently asked questions
How much does a Santiago vacation package cost?
You can pick up a vacation package to this top destination from CA $1,380 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?
- Choose your dates: The things you want to do in Santiago and your favourite season can help you decide when to go.
- 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.
- 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.
- 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.
