Santiago Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Santiago Vacation

Prepare to experience Santiago on your terms with a custom Santiago vacation package! Uncovering the best parts of this fascinating city is easy with a base in a neighborhood such as Oriental, which is great for walking, among other things. Fill your days with tours of Ruins of Ujarras, Mirador Orosi and Lankester Gardens, some of the attractions you should see during your trip to Santiago. Whatever your travel plans or the size of your budget, organizing a tailored Santiago vacation is simple with Expedia.

Top Santiago Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Villas Lux Arenal

Villas Lux Arenal

3 out of 5
Price was CA $1,849, price is now CA $1,116 per person
CA $1,116
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to San José (SJO)
10/10 Exceptional! (1 review)

The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
Price was CA $5,995, price is now CA $3,210 per person
CA $3,210
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
9.8/10 Exceptional! (1,000 reviews)

Xandari Resort And Spa

Xandari Resort And Spa

4 out of 5
Price was CA $3,955, price is now CA $2,368 per person
CA $2,368
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
9.6/10 Exceptional! (1,003 reviews)

Way to Heaven Luxury Glamping

Way to Heaven Luxury Glamping

2 out of 5
Save 100% on your flight
Price was CA $3,380, price is now CA $2,028 per person
CA $2,028
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to San José (SJO)
9.6/10 Exceptional! (11 reviews)
10000/10 Javier was a wonderful host, would highly recommend. He was very accommodating, very helpful with local suggestions. We had issues finding the location, he even went to go find us. Absolutely wonderful experience. The dome was one of the coolest experiences we’ve had yet.

Reviewed on Aug 20, 2026

Marala Hotel

Marala Hotel

3.5 out of 5
Price was CA $2,430, price is now CA $1,502 per person
CA $1,502
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
9.6/10 Exceptional! (244 reviews)

Ready to book your vacation to Santiago?

 

Choose your dates

Santiago Hotel Deals

Barceló San José

Barceló San José

4 out of 5
Urbanización El Robledal, La Uruca, 01150 San José, Costa Rica San José San Jose
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Nov 29 to Nov 30
CA $126
CA $143 total
Nov 29 - Nov 30
includes taxes & fees
Barceló San José
Gran Hotel Costa Rica, Curio Collection by Hilton

Gran Hotel Costa Rica, Curio Collection by Hilton

4 out of 5
Central & Second Ave, between 1 & 3 San José
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Nov 30 to Dec 1
CA $188
CA $212 total
Nov 30 - Dec 1
includes taxes & fees
Gran Hotel Costa Rica, Curio Collection by Hilton
Hotel Presidente

Hotel Presidente

4 out of 5
Avenida Central, Calle 7 San José San José
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Dec 6 to Dec 7
CA $147
CA $166 total
Dec 6 - Dec 7
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"The staff are very friendly and professional."

Reviewed on Nov 2, 2026

Hotel Presidente
See all 744 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

Frequently asked questions

How much does a Santiago vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,116 on Expedia. But how much your vacation to Santiago costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Santiago?
Plan your getaway for the shoulder or low season and you're likely to score cheap Santiago vacation packages. Bear in mind that public holidays and local events and festivals can have an impact on prices, so do your research before booking.
How many days is enough for Santiago?
Allow at least 2 days for your Santiago vacation in order to immerse yourself in all that makes this destination unique. Stroll around popular areas, including Potrero Cerrado and Pacayas. Then check out top sights like Iglesia de San José Orosi and Casa del Soñador. With a clever itinerary, you'll be kept busy with room for some rest time too. Want to travel beyond Santiago? Consider an excursion or two.
How to find the best Santiago package deals?
Use Expedia's filter tool to find some unbeatable Santiago package deals. When you begin 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 break for midweek, or look for Santiago package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book 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 hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Santiago vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Santiago?
Score incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Santiago adventure.
How to plan a trip to Santiago?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Santiago.
  2. Set a budget: Consider costs like food, flights and transportation when calculating how much to set aside for your trip to Santiago. Then, pick a property that suits your budget, whether that's an affordable option or a swankier getaway.
  3. Decide how long to go for: Now that you're more familiar with Santiago, you can figure out the perfect length of your vacation. Put together a rough itinerary and allocate enough time to cover everything you want to do.
  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.