Santiago Vacations from $566

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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.

The Latest Santiago vacation packages

Price found within the past 48 hours. Click for updated prices.
Ronny's Flat Manuel Antonio

Ronny's Flat Manuel Antonio

3 out of 5
Manuel Antonio
Save 100% on your flight
Price was $1,108, price is now $566 per person
$566
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (6 reviews)
This place is an amazing hidden gem in Manuel Antonio! It is a perfect stay for anyone looking for unique, chic, extremely clean but simple! Wonderful modern amenities including air condition and a TV but with such beautiful scenery you likely won’t even turn it on, all within this quaint B&B! The staff was kind, communicative and extremely helpful. The food at Ronny’s place restaurant was delicious! Highly recommend for a single or couple looking to experience the views and quaintness of Manuel Antonio.

Reviewed on Mar 18, 2025

Casa Amarillo Jaco Costa Rica

Casa Amarillo Jaco Costa Rica

3.5 out of 5
Price was $5,290, price is now $2,542 per person
$2,542
per person
Mar 9 - Mar 16
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
No reviews
Namu Garden Hotel & Spa - Adults Only

Namu Garden Hotel & Spa - Adults Only

4.5 out of 5
Price was $2,818, price is now $1,359 per person
$1,359
per person
Mar 2 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (230 reviews)
Such a beautiful property and wonderful hospitality. I would highly recommend!

Reviewed on Dec 27, 2025

The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
Price was $4,363, price is now $2,236 per person
$2,236
per person
Mar 3 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (1,002 reviews)
Very nice rooms a so many pools that aren't busy.

Reviewed on Jan 24, 2026

Umami Hotel - Adults Only

Umami Hotel - Adults Only

3.5 out of 5
Price was $1,193, price is now $658 per person
$658
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.4/10 Exceptional! (461 reviews)
We had an amazing time staying at Umami. The grounds are beautiful and well-kept, the staff was amazing and the location was close to the beach. Also the drinks from the bar, 10/10. I would recommend this hotel to anyone visiting Puerto Viejo!

Reviewed on Dec 11, 2025

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Santiago Hotel Deals

Posada Cañaveral

Posada Cañaveral

3 out of 5
Ujarras, Paraíso de Cartago Santiago Cartago
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (10 reviews)
This property consists of 3 relatively new cabins located inside a secure gate beside to the main road that circles the beautiful Orosí valley. The cabins are surrounded by greenery including a giant stand of bamboo and orange trees from the family’s orchard, which smell delightful! The road is quite ...

Reviewed on Mar 20, 2025

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Posada Cañaveral
Villas Valle Bello Ujarras

Villas Valle Bello Ujarras

2 out of 5
Calle Acevedo Santiago Cartago
$44 nightly
The price is $50 total per night from Feb 10 to Feb 11
$50 total
Feb 10 - Feb 11
Total with taxes and fees
8.6/10 Excellent! (26 reviews)
What a kind and thoughtful property owner. Very attentive. Secluded and peaceful location. Good for bird watching.

Reviewed on Nov 30, 2025

Villas Valle Bello Ujarras
Barceló San José

Barceló San José

4 out of 5
Autopista General Canas 3km San José San Jose
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $76 total per night from Feb 9 to Feb 10
$76 total
Feb 9 - Feb 10
Total with taxes and fees
8.8/10 Excellent! (1,867 reviews)
Very clean room and professional staff. It was an incredibly easy drive to the airport due to its location.

Reviewed on Jan 23, 2026

Barceló San José
See all 717 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.

Find the Best Santiago Vacation Packages

Santiago Essential Information

Language
Spanish
Currency
Costa Rican colóns
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Juan Santamaria Intl. Airport (SJO)
Top Sights
Tapanti National Park, Savegre Reserve and Lankester Gardens

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Frequently asked questions

How much does a Santiago vacation package cost?
You can pick up a vacation package to this popular destination from $566 on Expedia. However, how much your vacation to Santiago costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Santiago?
You can generally find lower rates and greater availability in April, June and August. Check out our cheap Santiago vacation packages and you could get some excellent off-season deals.
How many days is enough for Santiago?
With a well-planned schedule, you can easily visit the most popular Santiago sights in a few days. But if you want to discover hidden gems or take day trips, consider booking your Santiago vacation for longer.
How to find the best Santiago package deals?
Use Expedia's handy filters to find some unbeatable Santiago package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Santiago package deals in the off-peak season. Play around with your travel dates and you may score even better 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?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Santiago vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Santiago?
Enjoy amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Santiago break.
Does Expedia offer Book Now, Pay Later Santiago vacation packages?
Set off on your perfect trip to Santiago with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until the next payday — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snap up cheap deals before they disappear.

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