
Santiago Vacations from $738
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Your Santiago Vacation
An easy way to experience this exciting city is with a tailor-made Santiago vacation package. Stay in the neighborhood of Puente, which is good for views, walking and bars and pubs or choose someplace else — our package deals are all about you. If your trip to Santiago includes some sightseeing, visit renowned attractions like Camuy River Cave Park, Río Camuy and Spiral Cave. Whoever you're traveling with and whatever you plan to spend, your dream Santiago vacation is just clicks away with Expedia.
The Latest Santiago vacation packages
Price found within the past 48 hours. Click for updated prices.

Ola Boutique Hotel
Condado
$738
per person
Jan 7 - Jan 11
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (1,019 reviews)
The lobby and lounge were very quaint and the staff that greeted us the 1st night was kind. Our room was spacious - we were 4 . The bedrooms were roomy and the showers were great. The closets were large but only one had shelves and a basket to store our belongings.
The property is nestled in a very tight spot on a 2 lane street that is very busy. One of the housekeepers stopped traffic for us so that we could reverse out of the parking spot. I did not catch her name but she was on duty Tuesday efternoon. Please thank her again!
The parking…….is not good! The spots are limited and in the morning blocked by cars that made it very challenging to exit. Fortunately , the amazing staff was ready to assist. Chris especially went above and beyond to ensure we had a spot when we arrived. He helped us 2 nights without hesitation and with a smile on his face. Thank you Chris!
I met Elliott in the am. He was very welcoming and cooked some delicious eggs to go with my complementary continental breakfast.
Parking is the reason my rating is not higher. It was a challenge each time we entered and exited the lot. The staff was super helpful each time however I would’ve preferred to not worry about parking.
Thank you again to the very kind and helpful staff! They really are a great team!
Reviewed on Oct 26, 2026



63 Bay View by Otium
Palmas
$1,798
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
5/10 (4 reviews)
The sealant under the shower door was coming off, causing water to leak out. pull out couch was broken and due to it being broken I did not lift it to look for the remote that was stuck underneath. Came back one day and the door was wide open. Horrible communication. Uber and door dash could never find us. Not happy with my stay at ALL
Reviewed on Jun 15, 2026

Casa Sol 13 by Otium
Old San Juan
$1,933
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8/10 Very Good! (1 review)
For a quick trip the property is ideal for its location. The artwork throughout made the place. During our stay we did not have “hot” water, it was slightly warm at best but we didn’t mind since the temps were in high 80s. My only concern was the high humidity in the unit even with the AC on but again it wasn’t a problem since we spent a lot of time out and about. These lil things were not enough concern to bring to management. Bedroom bathroom is a bit tight so I’m happy the 1st level bathroom was roomy. The noise was outside normal for an active touristy area. Lastly I’m a cat person so the cat interactions in the area were a bonus!
Reviewed on Jul 16, 2026
Santiago Hotel Deals

Hacienda Villa Sotomayor
Bo Garzas Adjuntas Adjuntas
Fully refundableReserve now, pay when you stay
$64 nightly
$79 total
Oct 27 - Oct 28
Total with taxes and fees
8.8/10 Excellent! (301 reviews)
"El lugar muy bonito ,pero hay q darle mas cariño hay hormigas 🐜 y un par de cucaracha hay q fumigar el aire estaba sucio todo lo demás estaba bien"
Reviewed on Oct 26, 2026

Bella Surf Inn
Carr. 4466 Km 0.1 Isabela
Fully refundableReserve now, pay when you stay
$116 nightly
$126 total
Nov 26 - Nov 27
Total with taxes and fees
9/10 Wonderful! (727 reviews)
"Ideal para el disfrute con una bella vista! Habitaciones limpias y el staff excelente!"
Reviewed on Oct 26, 2026

Hotel El Guajataca
Carretera 2 Km. 103.8 Quebradillas
$95 nightly
$104 total
Oct 28 - Oct 29
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
"La vista hermosa. No me gustó que la habitación era para personas con discapacidad y lo único que tenía era la barras para el baño, nada mas.en el baño ósea la ducha tenía problemas de desagüe. La habitación no tenía nada de comodidad, pues no había sillas ni muebles para poner maletas ni ropa."
Reviewed on Oct 24, 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.
Find the Best Santiago Vacation Packages
Santiago Essential Information
Language | Spanish |
|---|---|
Currency | U.S dollars |
Local Welcome | ¡Hola! |
Local Goodbye | Adiós |
Closest Airport | Rafael Hernandez Airport (BQN) |
Top Sights | Camuy River Cave Park and Playa Peñón Brusi |
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Frequently asked questions
How much does a Santiago vacation package cost?
You'll find cheap prices from $738 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?
You can usually find lower rates and better availability in September, October and December. Explore our cheap Santiago vacation packages and you could score some great off-season discounts.
How many days is enough for Santiago?
The ideal length of your Santiago vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you enough time to hit all the top sights and explore some hidden gems along the way.
How to find the best Santiago package deals?
Use Expedia's handy filters to help you find some unbeatable 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 break for midweek, or look for Santiago package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Santiago vacation as a package?
You can enjoy significant savings on your next Santiago retreat by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Santiago?
Secure amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Santiago adventure.
Does Expedia offer Book Now, Pay Later Santiago vacation packages?
If you're like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Santiago vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


















