Santiago Vacations from ￥77,368

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The Latest Santiago Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Juliette Hostel for Women Only

Juliette Hostel for Women Only

2 out of 5
San Juan Antiguo
per person
Oct 17 - Oct 21
found 7 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to San Juan (SJU)
9.2/10 Wonderful! (61 reviews)
The staff here are very respectful kind and accommodating. I had no issues whatsoever I even made new friends with the ladies I roomed with. I most definitely recommend staying here.

Reviewed on Jul 21, 2025

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4 out of 5
Condado
per person
Oct 17 - Oct 21
found 7 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to San Juan (SJU)
8.8/10 Excellent! (500 reviews)
Very pretty the property

Reviewed on Jul 20, 2025

Bali Posh Hotel PR

Bali Posh Hotel PR

2.5 out of 5
Isla Verde
per person
Oct 17 - Oct 21
found 7 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to San Juan (SJU)
8.4/10 Very Good! (606 reviews)
Love the staff and service!! I recommend it 1000% and I will be coming back!! ☺️

Reviewed on Jul 23, 2025

Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
Isla Verde
per person
Oct 17 - Oct 21
found 7 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to San Juan (SJU)
8.4/10 Very Good! (1,795 reviews)
It was definitely easy to check in. It was clean the service was amazing. Definitely 10/10

Reviewed on Jul 20, 2025

La Calma Poshtel

La Calma Poshtel

2 out of 5
Santurce
per person
Oct 17 - Oct 21
found 7 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to San Juan (SJU)
7/10 Good! (484 reviews)
The Poshtel was very comfortable and overall very clean. The room info took a little longer to receive after payment which was a little inconvenient because there’s no lobby to the Poshtel so I was waiting on the street until i urgently asked for the info that should have been provided. The room was clean but there was issues with the towels they just didn’t smell or feel clean . Overall for the affordable price point the room was a life saver for my trip in Puerto Rico. If I return to the island I will be sure to book again just bring my own towels

Reviewed on Jul 9, 2025

Find the Best Santiago Vacation Packages

Santiago Hotel Deals

Bella Surf Inn

Bella Surf Inn

3 out of 5
Carr. 4466 Km 0.1, Isabela
Fully refundableReserve now, pay when you stay
The price is ￥18,939 per night from Aug 20 to Aug 21
￥18,939
￥23,100 total
Aug 20 - Aug 21
includes taxes & fees
9/10 Wonderful! (427 reviews)
"Amazing cozy and super beachy"

Reviewed on Jul 20, 2025

Bella Surf Inn
Parador El Buen Café

Parador El Buen Café

3 out of 5
#381, Carr. 2, Km. 84.0 Bo. Carrizales, Hatillo
8.2/10 Very Good! (1,001 reviews)
"The hotel is clean staff is great"

Reviewed on Jul 13, 2025

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Parador El Buen Café
Arecibo Inn

Arecibo Inn

3 out of 5
Road #2 km 67.2, Barrio Santana, Arecibo
7.8/10 Good! (1,004 reviews)
"Hace falta unas mesas con sombrillas en el area de la piscina. Lo demás excelente!!!!"

Reviewed on Jul 17, 2025

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Arecibo Inn
See all 581 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.

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

tubing

Tanama River Cave Tubing

￥14,659
per adult
88% of travellers recommend
Tanama River Cave Tubing
Explore the Northwest Coast Iconic Sites & Sunset Tour

Explore Puerto Rico's West Coast

￥26,386
per adult
100% of travellers recommend
Explore Puerto Rico's West Coast
See all activities in Santiago

Frequently asked questions

How much does a Santiago vacation package cost?
You'll find cheap prices from ￥77,368 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?
September, October and November are the best times to search for cheap Santiago vacation packages. Opting to travel in less busy months means you'll typically find lower prices on flights and accommodations.
How many days is enough for Santiago?
The ideal length of your Santiago vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to check out all the major sights and discover some hidden spots 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.
How to plan a trip to Santiago?

  1. Pick your travel dates: What you plan to do in Santiago and your preferred season will help you decide when to travel.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to set aside for your trip to Santiago. Then, choose a hotel that matches your budget, whether that's an affordable stay or a more luxurious retreat.
  3. Determine how many days away: Start by compiling a list of the attractions you'd like to get to in Santiago. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Santiago vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.