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

Top Santiago Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Way to Heaven Luxury Glamping

Way to Heaven Luxury Glamping

2 out of 5
Save 100% on your flight
Price was CA $2,803, price is now CA $1,629 per person
CA $1,629
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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

Fondavela Hotel

Fondavela Hotel

4.5 out of 5
Price was CA $27,687, price is now CA $2,743 per person
CA $2,743
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to San José (SJO)
8.6/10 Excellent! (416 reviews)

The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
Save 100% on your flight
Price was CA $5,375, price is now CA $3,176 per person
CA $3,176
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
9.8/10 Exceptional! (1,000 reviews)

Hotel Three Sixty - Adults Only

Hotel Three Sixty - Adults Only

4 out of 5
Price was CA $5,732, price is now CA $3,494 per person
CA $3,494
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
10/10 Exceptional! (96 reviews)
Another wonderful stay! The property was as lovely as ever and staff is superb! I love returning here each time. We had 90-minute massages that were incredible, I was so relaxed that I actually fell asleep. Can’t wait to be back there again!

Reviewed on Oct 4, 2026

Noah's Forest by Tifakara

Noah's Forest by Tifakara

4.5 out of 5
Save 100% on your flight
Price was CA $4,151, price is now CA $2,552 per person
CA $2,552
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
9.8/10 Exceptional! (461 reviews)

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Santiago Hotel Deals

Costa Rica Marriott Hotel Hacienda Belen

Costa Rica Marriott Hotel Hacienda Belen

4.5 out of 5
700 meters West from Bridgestone/Firest La Asunción Heredia
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Nov 21 to Nov 22
CA $209
CA $236 total
Nov 21 - Nov 22
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Great place to stay for the last night of our trip. Airport shuttle was easy and this hotel is right around the corner from the rental car drop off. Beutiful property and has everything onsite you need. Great stay."

Reviewed on Oct 27, 2026

Costa Rica Marriott Hotel Hacienda Belen
Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

3.5 out of 5
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Nov 7 to Nov 8
CA $142
CA $160 total
Nov 7 - Nov 8
includes taxes & fees
9.4/10 Exceptional! (1,244 reviews)
"Staff was very kind…only 1 night on my fourth…the food was not good a5 alll."

Reviewed on Oct 27, 2026

Fairfield by Marriott San Jose Airport Alajuela
Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd Rio Segundo
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Oct 31 to Nov 1
CA $173
CA $195 total
Oct 31 - Nov 1
includes taxes & fees
9.2/10 Wonderful! (2,717 reviews)
"Great spot to stay. So close to airport with free shuttle."

Reviewed on Oct 27, 2026

Hampton by Hilton San Jose Airport
See all 799 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
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Family Vacations
Family Vacations

Frequently asked questions

How much does a Santiago vacation package cost?
Offering excellent value package deals from CA $1,629 on Expedia, you'll be surprised at how little a vacation to Santiago costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Santiago?
If you're hoping to book a cheap Santiago vacation package, consider planning a trip in September, October and November. You'll typically find lower rates on hotels and airfares during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Santiago?
Generally, a handful of days is enough to check out the top attractions during your Santiago vacation. However, if you prefer to have time to rest or take day trips, consider extending your trip.
How to find the best Santiago package deals?
Use Expedia's handy filters to find some terrific Santiago package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Santiago package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Santiago vacation as a package?
You can enjoy significant savings on your Santiago retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Santiago?
If you have your Santiago vacation dates locked in, book as early as you can to grab some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Santiago?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Santiago.
  2. Work out your budget: Make sure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your accommodations will probably be the largest expense during your trip to Santiago.
  3. Decide how many days away: Start by making a list of all the attractions you'd like to experience in Santiago. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find a Santiago vacation package that brings all your bookings together.

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