Santiago Vacations from $708
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The Latest Santiago Vacation Packages
- Casa Lamia
Sep 13 - Sep 19Casa Lamia + Flight
Manuel Antonio6 nights3.5 star property8.4/10 - Very Good (112 reviews)"Very nice place to stay."Reviewed July 30, 2026Roundtrip • Dallas (DFW) - San José (SJO)DAL - SJO • 1 stop SJO - DAL • 1 stop - Cielo Lodge
Aug 30 - Sep 5Cielo Lodge + Flight
Golfito6 nights3.0 star property10/10 - Exceptional (6 reviews)"Our stay at Cielo Lodge was absolutely unforgettable and exceeded every expectation. From the moment we arrived, the staff made us feel genuinely welcome with their warmth, attentiveness, and willingness to help with anything we needed. Their hospitality truly made the experience extra special. The food was another highlight of our trip — every meal was incredibly fresh, flavorful, and beautifully prepared. The local ingredients and creative dishes gave us a true taste of Costa Rica, and dining..."Reviewed May 27, 2026Roundtrip • New York (NYC) - San José (SJO)JFK - SJO • Nonstop SJO - LGA • 1 stop - Peace Lodge
Sep 1 - Sep 6Peace Lodge + Flight
Vara Blanca5 nights4.5 star property10/10 - Exceptional (554 reviews)"What a beautiful lodge. Well maintained, great hiking trail and staffs were all helpful. The drive at night was a big scary, due to the narrow and twisty roads, along with rain and fog. Best to drive up before dark ."Reviewed July 23, 2026Roundtrip • Boston (BOS) - San José (SJO)BOS - SJO • 1 stop SJO - BOS • 1 stop - Tifakara by the Waterfall
Sep 1 - Sep 6Tifakara by the Waterfall + Flight
La Fortuna5 nights4.5 star property9.4/10 - Exceptional (599 reviews)"Room was clean with beautiful views. Very helpful and friendly staff. They had good recommendations on stuff to do and where to go. Pool area was clean. Breakfast was delicious and they have a good variety of stuff to try. Would definitely recommend this as a place to stay!"Reviewed July 29, 2026Roundtrip • Boston (BOS) - San José (SJO)BOS - SJO • 1 stop SJO - BOS • 1 stop - Noah's Forest by Tifakara
Sep 1 - Sep 6Noah's Forest by Tifakara + Flight
La Fortuna5 nights4.5 star property9.8/10 - Exceptional (415 reviews)"This property was an absolute dream. The room was beautiful and the private hot tub was amazing. We had a wonderful time, and the staff was extremely helpful to book all of our excursions and to help us purchase tickets."Reviewed July 23, 2026Roundtrip • Boston (BOS) - San José (SJO)BOS - SJO • 1 stop SJO - BOS • 1 stop
Santiago Hotel Deals
Cabañas & Mirador Secret Garden Costa R.
Cabañas & Mirador Secret Garden Costa R.
Frequently Asked Questions
How much does a Santiago vacation package cost?
You can pick up a vacation package to this popular destination from $708 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.