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
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.
Top Santiago Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Way to Heaven Luxury Glamping
CA $1,984
per person
Dec 2 - Dec 9
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
Volcano Lodge Hotel & Thermal Experience
CA $2,309
per person
Nov 14 - Nov 21
found 9 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to San José (SJO)
9.4/10 Exceptional! (1,000 reviews)
Nice grounds with great pools. Staff was friendly and helpful.
Reviewed on Oct 8, 2026
Gaia Collection Hotels - Adults only
Manuel Antonio
CA $4,158
per person
Dec 2 - Dec 9
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to San José (SJO)
9.8/10 Exceptional! (10 reviews)
Our stay at Gaia Hotel & Reserve was wonderful, but what truly made it exceptional was the outstanding level of service.
From the moment we arrived, we were incredibly impressed by the warmth, professionalism, and genuine attentiveness of the entire staff. You can tell that providing exceptional service is part of the culture of this hotel. Everyone made us feel welcomed, cared for, and completely at ease throughout our stay.
A few people especially stood out: Chris at the front desk and concierge was fantastic—always attentive, knowledgeable, and ready to help. Oscar was wonderful from the moment we arrived, helping with our luggage and transporting us around the property with such kindness and a great attitude. The restaurant staff was equally impressive, especially Abraham and Jack, along with the rest of the team, who were consistently warm, helpful, and attentive.
The property itself is beautiful, but for us, the people were the true highlight. Exceptional hospitality and a level of service that we will absolutely remember. Thank you to the entire Gaia team for making our stay in Manuel Antonio so special!
Reviewed on Aug 17, 2026
Ready to book your vacation to Santiago?
Santiago Hotel Deals
Barceló San José
Urbanización El Robledal, La Uruca, 01150 San José, Costa Rica San José San Jose
Fully refundableReserve now, pay when you stay
CA $107
CA $121 total
Nov 4 - Nov 5
includes taxes & fees
9/10 Wonderful! (2,165 reviews)
"one of the best hotels i have ever stayed at the staff were very hospital, the rooms were spacious and very clean and the amenities were great!"
Reviewed on Oct 12, 2026
Gran Hotel Costa Rica, Curio Collection by Hilton
Central & Second Ave, between 1 & 3 San José
Fully refundableReserve now, pay when you stay
CA $174
CA $197 total
Oct 28 - Oct 29
includes taxes & fees
9.2/10 Wonderful! (892 reviews)
"Beautiful room with friendly and wonderful staff. The restaurant in the hotel was pricey but the food was amazing. Location is in a busy area but there’s lots to do all in walking distance. Also There’s nowhere to park, you can only do valet which is just a one-time payment of $28 for your whole ..."
Reviewed on Oct 9, 2026
Hotel Presidente
Avenida Central, Calle 7 San José San José
Fully refundableReserve now, pay when you stay
CA $151
CA $171 total
Oct 17 - Oct 18
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
"The hotel was great but the neighborhood was a bit gritty. Not great for an evening stroll."
Reviewed on Oct 11, 2026
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 popular destination from CA $1,984 on Expedia. But how much your vacation to Santiago costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Santiago?
Plan your getaway for the shoulder or low season and you're likely to score cheap Santiago vacation packages. Bear in mind that public holidays and local events and festivals can have an impact on prices, so do your research before booking.
How many days is enough for Santiago?
Allow at least 2 days for your Santiago vacation in order to immerse yourself in all that makes this destination unique. Stroll around popular areas, including Potrero Cerrado and Pacayas. Then check out top sights like Iglesia de San José Orosi and Casa del Soñador. With a clever itinerary, you'll be kept busy with room for some rest time too. Want to travel beyond Santiago? Consider an excursion or two.
How to find the best Santiago package deals?
Use Expedia's filter tool to find some unbeatable Santiago package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Santiago package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Santiago vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Santiago vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Santiago?
Score incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Santiago adventure.
How to plan a trip to Santiago?
- Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Santiago.
- Set a budget: Consider costs like food, flights and transportation when calculating how much to set aside for your trip to Santiago. Then, pick a property that suits your budget, whether that's an affordable option or a swankier getaway.
- Decide how long to go for: Now that you're more familiar with Santiago, you can figure out the perfect length of your vacation. Put together a rough itinerary and allocate enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Santiago vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
