Santiago Vacation Packages
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Your Santiago Vacation
With one of our vacation packages to Santiago, you'll have infinite opportunities for relaxation and adventure. There's lots to experience, including its rich history and cultural experiences. Fill your free time with visits to Santa Teresa Beach, Hermosa Beach and Cocal Beach, some of the attractions you shouldn't miss during your trip to Santiago. That dream Santiago vacation is a few clicks away. Search flights, accommodations and more on Expedia for an adventure that's tailored just for you.
Top Santiago vacation deals
- Eco Boutique Hotel Vista Las Islas Reserva Natural
Jan 30 - Feb 5Eco Boutique Hotel Vista Las Islas Reserva Natural + Flight
Paquera6 nights3.5 star property9.2/10 - Wonderful (459 reviews)"The staff we’re amazing Ana was so helpful. The food was delicious. We loved bed the pool and cocktails."Reviewed October 20, 2026Roundtrip • Montreal (YUL) - Cóbano (ACO)YUL - SJO • 2 stops SJO - YUL • 1 stopCA $1,608CA $1,214found 7 hours agoper traveller - Barceló Tambor
Jan 29 - Feb 4Barceló Tambor + Flight
Paquera6 nights4.0 star property7.4/10 - Good (600 reviews)"Las habitaciones las entregan cuando ellos quieran, casi a la 4 pm, la variedad de comida por ejemplo en el almuerzo solo pollo asado y carne de cerdo, la de res o algo de mariscos eso en la vida, hay partes que huelen muy mal como a tanque séptico como por ejemplo en el are del bar húmedo, no hay variedad de cocteles y los que ofrecen sabe más rico un fresco de sirope, el personal mal humorado con una atención al cliente pésima, poco personal al atender por eso hay que hacer largas filas, el..."Reviewed October 30, 2026Roundtrip • Hamilton (YHM) - Cóbano (ACO)YHM - SJO • 2 stops SJO - YHM • 1 stopCA $2,385CA $1,631found 1 day agoper traveller - Ocio Villas Mal Pais
Jan 29 - Feb 4Ocio Villas Mal Pais + Flight
Cóbano6 nights4.0 star property9.6/10 - Exceptional (100 reviews)"Stayed in the Estrella room, it was beyond beautiful. Long scenic walk to the room, kitchenette, and filtered water in the full sized fridge. Staff was very kind and helpful, since the hotel was 6 hours from SJO we had to leave at 4 am and to our surprise there was a staff member there to assist with checkout. There are no key drop-boxes, so I was worried about how we were going to return it. Overall an amazing stay."Reviewed September 26, 2026Roundtrip • Hamilton (YHM) - Cóbano (ACO)YHM - SJO • 2 stops SJO - YHM • 1 stopCA $2,405CA $1,733found 1 day agoper traveller - Tango Mar Beachfront Boutique Hotel & Villas
Jan 29 - Feb 4Tango Mar Beachfront Boutique Hotel & Villas + Flight
Cóbano6 nights4.0 star property9.4/10 - Exceptional (540 reviews)"We had a great stay at Tango Mar. The owner always greeted us each day to see how we were or how our day was. The staff were so friendly and helpful, and the food was delicious! I took advantage of the spa and had an incredible massage. Gorgeous views of the ocean right out your window and the multiple pools to cool off in with the heat. Swimming beaches were a short drive away if you wanted to swim in the ocean."Reviewed July 28, 2026Roundtrip • Hamilton (YHM) - Cóbano (ACO)YHM - SJO • 2 stops SJO - YHM • 1 stopCA $2,520CA $1,912found 1 day agoper traveller - Hotel Santa Teresa by the Beach
Jan 30 - Feb 5Hotel Santa Teresa by the Beach + Flight
Cóbano6 nights4.0 star property9.4/10 - Exceptional (283 reviews)Roundtrip • Toronto (YTO) - Cóbano (ACO)YYZ - SJO • 2 stops SJO - YYZ • 1 stopCA $2,089CA $1,651found 1 day agoper traveller
Santiago Hotel Deals
"Staff was great! Loved the place, super homey and comfortable. Great locale as well."
"Súper recomendado para disfrutar de la playa y montezuma"
"Across the street from the beach, delicious breakfast included, and a very responsive and helpful staff."
"Everybody was super friendly."
Frequently Asked Questions
How much does a Santiago vacation package cost?
You'll find cheap prices from CA $1,214 on Expedia for your Santiago escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Santiago costs.
What are the cheapest months to go to Santiago?
To score cheap Santiago vacation packages, organize your trip outside of busy periods like public holidays and major events. You'll typically find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Santiago?
Generally, a handful of days is enough to visit the top attractions during your Santiago vacation. However, if you prefer to have time to chill out or go on day tours, consider extending your itinerary.
How to find the best Santiago package deals?
Begin your search for a Santiago package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Santiago package deal straight away, simply play around with 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.
Is it cheaper to book a Santiago vacation as a package?
You can enjoy significant savings on your next Santiago getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundle everything into a neat 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're planning a spontaneous Santiago getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Santiago?
- Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the activities available will also help you decide when to vacation in Santiago.
- Work out your budget: Make sure you have enough money to cover everything from transportation and meals to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Santiago.
- Decide how long to go away for: Now that you know more about Santiago, you can work out the right length of your break. Pull together a rough plan and give yourself enough time to cover everything you want to do.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Santiago vacation package that brings all your bookings together.