Santiago Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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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.

Top Santiago Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Isla Verde Beachfront ESJ Tower by Otium

Isla Verde Beachfront ESJ Tower by Otium

Isla Verde
Save 100% on your flight
CA $1,939
per person
Jan 16 - Jan 22
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.4/10 Exceptional! (6 reviews)
Condado Lagoon by Otium

Condado Lagoon by Otium

Puerta de Tierra
Save 100% on your flight
CA $4,573
per person
Jan 16 - Jan 22
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
7.6/10 Good! (59 reviews)
Overall, this was a perfectly functional room and provided everything we needed. We loved the amount of bathrooms, beach supplies, amenities, balcony, and thoughtful welcome snacks. Our only feedback is that the rooms could have benefited from some upkeep and repair (loose faucets, broken drawers, fridge leaks and freezes, etc). However, these needed repairs did not keep us from enjoying our stay; we had a truly wonderful time and would stay here again!

Reviewed on Oct 15, 2026

Castillo Caribe by Otium

Castillo Caribe by Otium

Condado
Save 100% on your flight
CA $2,571
per person
Jan 16 - Jan 22
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
No reviews
Signature Collection at Rio Mar

Signature Collection at Rio Mar

Mameyes II
CA $10,810
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
6/10 (1 review)
Everything is 10 times more expensive compare to any other place I visites

Reviewed on Aug 8, 2026

WALD HAUS by DW

WALD HAUS by DW

Save 100% on your flight
CA $4,836
per person
Jan 16 - Jan 22
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (11 reviews)
The home itself is absolutely stunning but the road to the villa is not just narrow, it's washed out in many places, we struggled to navigate the potholes even with a jeep and an SUV, I would not drive it at night. There are great amenities like the fridge and bathroom downstairs, the coffee / cocktail bar is fabulous.The kitchen was well-stocked with basic spices and supplies but it was crawling with roaches. Wifi is spotty so be sure to have the guidebook downloaded and screenshots of the phone number to call because the phone number posted throughout the villa is not functioning. Even in August the combination of ACs, fans, and breezes kept the temprature very comfortable. Excellent pool, though very little shallow area, if you're traveling with kids or weaker swimmers.

Reviewed on Aug 13, 2026

Ready to book your vacation to Santiago?

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Santiago Hotel Deals

Hacienda Villa Sotomayor

Hacienda Villa Sotomayor

Bo Garzas Adjuntas Adjuntas
Fully refundableReserve now, pay when you stay
CA $89
CA $110 total
Oct 27 - Oct 28
includes taxes & fees
8.8/10 Excellent! (300 reviews)
"We had a wonderful stay at this resort! The staff was friendly, welcoming, and attentive, making the experience even more enjoyable. The place is beautiful, peaceful, and surrounded by nature, making it the perfect spot to relax, unwind, and disconnect from the daily routine. Its proximity to the ..."

Reviewed on Oct 25, 2026

Hacienda Villa Sotomayor
Bella Surf Inn

Bella Surf Inn

Carr. 4466 Km 0.1 Isabela
Fully refundableReserve now, pay when you stay
CA $145
CA $176 total
Nov 26 - Nov 27
includes taxes & fees
Bella Surf Inn
Hotel El Guajataca

Hotel El Guajataca

Carretera 2 Km. 103.8 Quebradillas
CA $120
CA $131 total
Oct 28 - Oct 29
includes taxes & 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

Hotel El Guajataca
See all 672 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.

What to do in Santiago

tubing

Tanama River Cave Tubing

CA $156
per adult
90% of travellers recommend
Tanama River Cave Tubing
Cueva del Indio Tour at Arecibo

Cueva del Indio Tour at Arecibo

CA $120
per adult
Cueva del Indio Tour at Arecibo
Full-Day Cueva Ventana, Indian Cave and Waterfall Adventure

3 in 1 Full Day Cueva Ventana, Indian Cave & Waterfall Adventure

CA $219
per adult
100% of travellers recommend
3 in 1 Full Day Cueva Ventana, Indian Cave & Waterfall Adventure
See all activities in Santiago

Frequently asked questions

How much does a Santiago vacation package cost?
You'll find cheap prices from CA $1,939 on Expedia for your Santiago break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Santiago costs.
What are the cheapest months to go to Santiago?
September, October and November are great times to search for cheap Santiago vacation packages. Choosing to travel in less busy periods means you can generally find better prices on accommodations and flights.
How many days is enough for Santiago?
With a well-planned itinerary, you can easily hit the top Santiago sights in a few days. But if you prefer to discover hidden spots or go on day trips, think about booking your Santiago vacation for longer.
How to find the best Santiago package deals?
Use Expedia's handy filters 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 want to save, plan your escape for midweek, or browse 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 lock in your vacation package as soon as possible.
Is it cheaper to book a Santiago vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights individually. Better still, you can tailor your Santiago trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Santiago?
If you're considering a spur-of-the-moment Santiago trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Santiago?
  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Santiago.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to experiences and flights. Your accommodations will probably be the largest expense during your trip to Santiago.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you'd like to get to in Santiago. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodations and airfare: After you've settled on your trip dates and duration, lock in the perfect Santiago vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.