Santiago Vacations from $415

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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.
The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $916, price is now $415 per person
$415
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (50 reviews)
Excelente habitación!!! Muy espaciosa y cómoda. Muy buena localización.

Reviewed on Nov 25, 2025

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Price was $1,394, price is now $666 per person
$666
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (577 reviews)
Excellent, was a wonderfull stay

Reviewed on Nov 15, 2025

Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Save 100% on your flight
Price was $938, price is now $469 per person
$469
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (589 reviews)
This is a great budget hotel close to everything. The lobby is super cute, the staff was incredibly friendly and nice—and overall I would recommend. However, our room was in need of repairs and based on what I saw of the other rooms, I felt that we got the poorest room on the floor so I wasn’t happy about that but it wasn’t a dealbreaker. I would rate it a 3/5.

Reviewed on Nov 25, 2025

Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Higuillar
Price was $1,783, price is now $900 per person
$900
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
10/10 Exceptional! (1 review)
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Sabana
Save 100% on your flight
Price was $1,270, price is now $650 per person
$650
per person
Feb 9 - Feb 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.4/10 Exceptional! (2,814 reviews)
Staff was very corteous

Reviewed on Nov 26, 2025

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Discover the most popular places to visit in Santiago

Rio Camuy Cave Park

Camuy River Cave Park

Stroll along one of the world’s longest underground rivers, among stalagmites, bats and more hidden treasures.

Camuy River Cave Park

What to do in Santiago

Private Tour of the White Canyon Ancestral Route in Utuado

Private Tour of the White Canyon Ancestral Route in Utuado

$79
per adult
100% of travellers recommend
Private Tour of the White Canyon Ancestral Route in Utuado
Explore the Northwest Coast Iconic Sites & Sunset Tour

Explore Puerto Rico's West Coast

$180
per adult
100% of travellers recommend
Explore Puerto Rico's West Coast
Gozalandia waterfalls and Crash boat beach full day trip

Crash boat beach with snorkeling and Gozalandia waterfalls

$1,200
per traveler
Crash boat beach with snorkeling and Gozalandia waterfalls
See all activities in Santiago

Santiago Hotel Deals

Arecibo Inn

Arecibo Inn

3 out of 5
Road #2 km 67.2 Arecibo
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $96 total per night from Nov 30 to Dec 1
$96 total
Nov 30 - Dec 1
Total with taxes and fees
7.8/10 Good! (1,011 reviews)
Very clean room

Reviewed on Nov 17, 2025

Arecibo Inn
Hotel El Guajataca

Hotel El Guajataca

3.5 out of 5
Carretera 2 Km. 103.8 Quebradillas
$99 nightly
The price is $108 total per night from Nov 30 to Dec 1
$108 total
Nov 30 - Dec 1
Total with taxes and fees
8.2/10 Very Good! (1,007 reviews)
Gracias un lugar tranquilo el desayuno me encantó la atención de la mesera espectacular y atención rápida en fin todo muy bien este hotel fue la primera vez y ya le dije a mi esposo que quiero siempre hospedarme en este lugar hermosa vista al mar gracias a todo el personal 🤗🙏

Reviewed on Nov 22, 2025

Hotel El Guajataca
Parador El Buen Café

Parador El Buen Café

3 out of 5
#381, Carr. 2, Km. 84.0 Bo. Carrizales Hatillo
$141 nightly
The price is $151 total per night from Dec 9 to Dec 10
$151 total
Dec 9 - Dec 10
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
Room was clean and adequate. Staff is very friendly

Reviewed on Nov 14, 2025

Parador El Buen Café
See all 609 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
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 $415 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.