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.
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
Save 100% on your flight
Price was CA $4,601, price is now CA $2,629 per person
CA $2,629
per person
Dec 7 - Dec 12
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
Save 100% on your flight
Price was CA $2,492, price is now CA $1,532 per person
CA $1,532
per person
Jan 14 - Jan 21
found 20 hours 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

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

3.5 out of 5
Sobre Autopista General Cañas Ulloa Heredia
Fully refundable
The price is CA $120 per night from Dec 6 to Dec 7
CA $120
CA $135 total
Dec 6 - Dec 7
includes taxes & fees
8.4/10 Very good! (3,486 reviews)
"Good breakfast and comfort sleep bed, staff was helpful but layout was challenging because lugging suitcases up and down flights of stairs wasn’t for the weak."

Reviewed on Nov 5, 2026

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
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 $222 per night from Nov 21 to Nov 22
CA $222
CA $251 total
Nov 21 - Nov 22
includes taxes & fees
Costa Rica Marriott Hotel Hacienda Belen
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
See all 1,463 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

What to do in Santiago

ISLA TORTUGA DESDE SAN JOSÉ

ISLA TORTUGA DESDE SAN JOSÉ

CA $191
per adult
88% of travellers recommend
ISLA TORTUGA DESDE SAN JOSÉ
San Jose: Central Market Bites and Sights Walking Tour

San Jose: Central Market Bites and Sights Walking Tour

CA $42
per adult
98% of travellers recommend
San Jose: Central Market Bites and Sights Walking Tour
Manuel Antonio National Park from San José

From San José: All-Inclusive Manuel Antonio Park & Beach Day

CA $172
per adult
98% of travellers recommend
From San José: All-Inclusive Manuel Antonio Park & Beach Day
See all activities in Santiago

Frequently asked questions

How much does a Santiago vacation package cost?
Offering excellent value package deals from CA $1,116 on Expedia, you'll be pleasantly surprised at how much 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 snag a cheap Santiago vacation package, consider travelling in April, June and October. You'll usually find better rates on flights and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Santiago?
Santiago vacations come in all shapes and sizes, but to get a true feel for this destination, we'd suggest 2 days is about right. With this timeframe, you can visit headline attractions like San Pedro Mall and Plaza Real Cariari and seek out some underrated gems. Don't forget to explore neighbourhoods such as Carmen and San Rafael either. If you're smart with your time, you may even be able to take a day trip from Santiago too.
How to find the best Santiago package deals?
Use Expedia's filters to help you find some tempting 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 trip for midweek, or search for Santiago package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Santiago vacation as a package?
You can enjoy significant savings on your Santiago getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a great-value 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 travel dates finalized, book as soon as you can to score some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Santiago?

  1. Choose when to get away: Check your schedule and pack your bags. Your favourite season and the activities on offer will also help you decide when to visit Santiago.
  2. Budget wisely: As well as the cost of your hotel, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected costs that could crop up during your trip to Santiago.
  3. Set the duration of your trip: Start by compiling a list of the activities and attractions you want to experience in Santiago. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your flights and hotel: Epic 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.