Santiago Vacations from ¥103,664

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The Latest Santiago Vacation Packages

Price found within the past 48 hours. Click for updated prices.
La Calma Poshtel

La Calma Poshtel

Santurce
¥103,664
per person
Jan 8 - Jan 10
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
7.2/10 Good! (880 reviews)
Clean rooms

Reviewed on Oct 24, 2026

Armas Hotel

Armas Hotel

Old San Juan
¥157,286
per person
Jan 8 - Jan 10
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
9/10 Wonderful! (962 reviews)
THE BUOY

THE BUOY

Santurce
¥130,300
per person
Jan 8 - Jan 10
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
9.4/10 Exceptional! (64 reviews)
Muy bonito y bien equipado el apartamento, cuenta con todo lo necesario para una estadia placentera y tranquila. Sunpersonal muy servicial. Recomendado

Reviewed on Oct 26, 2026

Aura House Isla Verde

Aura House Isla Verde

Isla Verde
¥106,818
per person
Jan 8 - Jan 10
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
7.6/10 Good! (366 reviews)
good room water bottles provided

Reviewed on Oct 25, 2026

Hyatt Place Bayamon

Hyatt Place Bayamon

Hato Tejas
¥140,346
per person
Jan 8 - Jan 10
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
9/10 Wonderful! (1,807 reviews)
La persona de servicio a la habitación debería presentarse el primer dia. No el último.

Reviewed on Oct 25, 2026

Find the Best Santiago Vacation Packages

Santiago Hotel Deals

Hacienda Villa Sotomayor

Hacienda Villa Sotomayor

Bo Garzas Adjuntas Adjuntas
Fully refundableReserve now, pay when you stay
¥10,008
¥12,321 total
Oct 27 - Oct 28
includes taxes & fees
8.8/10 Excellent! (299 reviews)
"Aquí tienes una versión clara, bien estructurada y pulida para tu comentario o reseña de Villa Sotomayor, manteniendo el tono exacto de tu experiencia: Reseña sobre la estancia en Villa Sotomayor Lo positivo: * Áreas verdes: Muy bien mantenidas y agradables. * Personal: El trato de los chicos fue ..."

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
¥16,206
¥19,767 total
Nov 26 - Nov 27
includes taxes & fees
Bella Surf Inn
Hotel El Guajataca

Hotel El Guajataca

Carretera 2 Km. 103.8 Quebradillas
¥13,455
¥14,666 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 673 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

Sunset Horseback Riding Awaits

Afternoon Horseback Ride by the Beach in Isabela, Puerto Rico

¥19,610
per adult
Afternoon Horseback Ride by the Beach in Isabela, Puerto Rico
tubing

Tanama River Cave Tubing

¥17,257
per adult
90% of travellers recommend
Tanama River Cave Tubing
Full-Day Cueva Ventana, Indian Cave and Waterfall Adventure

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

¥19,453
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 ¥103,664 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.