Santiago Vacations from $1,081
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 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
The Latest Santiago vacation packages
Price found within the past 48 hours. Click for updated prices.
Way to Heaven Luxury Glamping
$1,228
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
What to do in Santiago
San Jose: Central Market Bites and Sights Walking Tour
$28
per adult
98% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
$79
per adult
92% of travellers recommend
Santiago Hotel Deals
Costa Rica Marriott Hotel Hacienda Belen
700 meters West from Bridgestone/Firest La Asunción Heredia
Fully refundableReserve now, pay when you stay
$157 nightly
$177 total
Oct 17 - Oct 18
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
"The Property is in a fantastic location in the great community Belen. It is close to the city but still far enough away to feel like the country. The People are the most amazing part of this property. Love the kindness and generous nature to help. Great Job Marriot Hacienda!"
Reviewed on Oct 4, 2026
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
$101 nightly
$114 total
Nov 3 - Nov 4
Total with taxes and fees
9.4/10 Exceptional! (1,222 reviews)
"We stayed one night to be close to the airport. The room was very clean with all the amenities we needed. Coffee maker and mini fridge in the room. Great air conditioning. Nice big bathroom with really thick towels and shampoo, conditioner and shower gel provided. The morning breakfast and coffee ..."
Reviewed on Oct 5, 2026
Barceló San José
Autopista General Canas 3km San José San Jose
Fully refundableReserve now, pay when you stay
$78 nightly
$88 total
Nov 4 - Nov 5
Total with taxes and 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.
Find the Best Santiago Vacation Packages
More vacations you might like
Frequently asked questions
How to find the best Santiago package deals?
Begin your search for a Santiago package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Santiago package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Santiago adventure off to a flying start.
When to book a vacation package to Santiago?
Enjoy fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Santiago vacation.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
