Santiago Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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
CA $1,751
per person
Nov 7 - Nov 14
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
Hotel Three Sixty - Adults Only
CA $3,693
per person
Dec 18 - Dec 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
10/10 Exceptional! (95 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
Ready to book your vacation to Santiago?
Santiago Hotel Deals
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
CA $144
CA $163 total
Nov 1 - Nov 2
includes taxes & fees
9.4/10 Exceptional! (1,221 reviews)
"This hotel was really convenient from the airport. The room were really nice and the bed was extremely comfortable."
Reviewed on Oct 4, 2026
Courtyard by Marriott San Jose Airport Alajuela
Plaza Los Mangos Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
CA $168
CA $190 total
Oct 19 - Oct 20
includes taxes & fees
Hilton Garden Inn San Jose Airport City Mall
Francisco J. Orlich Road Alajuela Alajuela
Fully refundableReserve now, pay when you stay
CA $153
CA $173 total
Oct 23 - Oct 24
includes taxes & fees
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.
Frequently asked questions
How much does a Santiago vacation package cost?
You can snap up a vacation package to this destination from CA $1,645 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?
If you're hoping to score a cheap Santiago vacation package, consider travelling in September, October and November. You'll generally find better rates on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Santiago?
With about 2 days, you'll have plenty of time to enjoy popular neighbourhoods like Palmares and Zaragoza during your Santiago vacation. Remember to also add San Ramon Nonato Church and Iglesia de San Ramón to your must-see list. Searching for more adventures? Consider exploring outside of Santiago on day trips and tours.
How to find the best Santiago package deals?
Use Expedia's filter tool to find some great Santiago package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break 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 usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Santiago vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights individually. Better still, you can personalize your Santiago getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Santiago?
Score fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Santiago escape.
How to plan a trip to Santiago?
- Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Santiago.
- Budget wisely: On top of the cost of your hotel, you'll need to factor in other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that could arise during your trip to Santiago.
- Decide how long to go away for: Now that you're more familiar with Santiago, you can work out the perfect length of your vacation. Put together a rough itinerary and give yourself enough time for all the things you want to do.
- Combine your airfare and accommodations: After you've nailed down your travel dates and duration, book the ideal Santiago vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
