Santiago Cheap Vacations

Book a Cheap Hotel + Flight or Car together to unlock savings

Photo by Tiago Cruz

Top Cheap vacation packages in Santiago

Price found within the past 48 hours. Click for updated prices.
Happy Day Hotel

Happy Day Hotel

$1,135
per person
Dec 9 - Dec 12
found 24 hours ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
6.4/10 (11 reviews)
Nice, CV owned property with hot water and pleasant staff.

Reviewed on Feb 23, 2026

Barceló Praia Cape Verde

Barceló Praia Cape Verde

Prainha
$1,814
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
9.4/10 Exceptional! (134 reviews)
Pestana Trópico

Pestana Trópico

Prainha
$1,240
per person
Dec 9 - Dec 12
found 24 hours ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
8.6/10 Excellent! (289 reviews)
Only resort that is handicap accessible! Stuff are friendly and helpful! Great customer service! definitely recommend

Reviewed on Aug 25, 2026

Hotel Vip Praia

Hotel Vip Praia

$1,236
per person
Dec 9 - Dec 12
found 24 hours ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
8.4/10 Very Good! (290 reviews)
Hotel Vulcão

Hotel Vulcão

$1,140
per person
Dec 9 - Dec 12
found 24 hours ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
7.6/10 Good! (64 reviews)
Nothing to say

Reviewed on Jun 26, 2026

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5* Cheap vacations in Santiago

Price found within the past 48 hours. Click for updated prices.
Barceló Praia Cape Verde

Barceló Praia Cape Verde

Prainha
$1,814
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
9.4/10 Exceptional! (134 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Santiago
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3 Night Cheap vacations in Santiago

Price found within the past 48 hours. Click for updated prices.
Urban Aparth Hotel Praia Maria

Urban Aparth Hotel Praia Maria

Palmarejo
$1,583
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
No reviews
Pestana Trópico

Pestana Trópico

Prainha
$1,739
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
8.6/10 Excellent! (289 reviews)
Only resort that is handicap accessible! Stuff are friendly and helpful! Great customer service! definitely recommend

Reviewed on Aug 25, 2026

Barceló Praia Cape Verde

Barceló Praia Cape Verde

Prainha
$1,814
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
9.4/10 Exceptional! (134 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Santiago
View all trips

4 Night Cheap vacations in Santiago

Price found within the past 48 hours. Click for updated prices.
Aparthotel Palace

Aparthotel Palace

$1,204
per person
Dec 9 - Dec 12
found 24 hours ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
7.6/10 Good! (17 reviews)
Pestana Trópico

Pestana Trópico

Prainha
$1,240
per person
Dec 9 - Dec 12
found 24 hours ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
8.6/10 Excellent! (289 reviews)
Only resort that is handicap accessible! Stuff are friendly and helpful! Great customer service! definitely recommend

Reviewed on Aug 25, 2026

Hotel Vip Praia

Hotel Vip Praia

$1,236
per person
Dec 9 - Dec 12
found 24 hours ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
8.4/10 Very Good! (290 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Santiago
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Find amazing cheap vacations in Santiago

How can I find budget-friendly Santiago vacation packages on Expedia?

Playing around with the easy-to-use search wizard is one of the best ways to find affordable Santiago vacation packages on Expedia. Tap your dates in and it'll offer some of the cheapest Santiago getaways within seconds. You can also use the maximum price filter to view deals within your budget. If you're traveling during peak season dates, it's a good idea to book early to snag some of the best offers. You may score irresistible last-minute specials for travel in low season.

How to find cheap last-minute Santiago travel deals?

On Expedia's last-minute travel deals page, you'll encounter a plethora of special offers for late vacations to Santiago. Remember, you're more likely to bag savings on last-minute travel during off-peak periods. Consider checking different departure dates, too. Expedia's nifty search tool lets you compare some of the best last-minute Santiago vacation packages. The handy filters let you tailor your trip according to your preferences, including hotel star rating, amenities, and property location.

When is the best time to visit Santiago on a budget?

For some of the cheapest vacation packages to Santiago from $1,135, it's best to travel during low season dates. With fewer people traveling during these periods, flights and hotels usually have lower prices. It's also a good idea to avoid popular travel times. These include spring break, Thanksgiving, and other federal holidays. On Expedia, you'll encounter some of the best travel deals to Santiago. Best of all, vacation payment plans mean you can spread the cost of your trip over 3, 6, or 12 months.

Can I cancel my Santiago vacation package booking?

Yes, many of Expedia's cheap Santiago getaway packages allow for free cancellation in case your plans change. Follow the easy steps to cancel by logging into your Expedia account and clicking on “Trips” page'. Keep in mind, though, that each vacation package has different cancellation policies, so be sure to look over them before booking. The good news is you'll clearly see this information on Expedia when you book. There's even a free cancellation search filter that lets you view flexible vacations to Santiago.

Why should I book my Santiago vacation with Expedia?

A multitude of exclusive travel deals you won't find anywhere else is one of the top reasons to book your cheap Santiago vacation package with Expedia. And with one of the widest choices of flights and hotels available, you'll easily find the right trip for you. The handy search wizard and filters let you compare hundreds of great deals in seconds, too. It's not only the cheap prices either: Expedia's booking protection and 24/7 support give you peace of mind before and during your 2026 trip.

How to find cheap Santiago vacation packages on Expedia?

When searching for budget vacations to Santiago, look out for the green savings label. This indicates you've snagged a deal only available on Expedia. Another popular way of getting money off your 2026Santiago vacation is by joining One Key. Expedia's amazing reward program gives you access to hundreds of member-only discounts on select hotels. Keep a look out for the blue savings label in the search results. Best of all, One Key is free to join.

Why should I book a package to Santiago?

You'll often snag package savings on your Santiago vacation when bundling together your flights and accommodation. Expedia even shows you how much you're saving by booking a package. It's not just cheaper prices, either. Packages often have more flexible booking conditions, meaning you're more likely to get a refund in case your 2026 plans change. While booking flights and hotels separately usually requires full payment, Santiago vacation packages often let you pay a small upfront deposit to confirm.

How to plan a cheap vacation to Santiago?

Settling on your dates is usually the first step to planning an affordable Santiago getaway. If you're traveling during peak season dates, it's a good idea to book your trip in advance. This way, you're more likely to bag early-bird deals. Don't rule out a last-minute travel deal for low season dates, though. Once you've picked your dates, tap them into the search wizard to see some of the best Santiago vacation package deals. Hop over to Expedia's vacation planning page for more tips for your dream vacation.

Top Cheap Santiago Hotels

Turimar Guest House!!

Turimar Guest House!!

Rua dos Pescadores 54 Praia
  • 11 min walk from Prainha Beach
Stay at this hostel in Praia. Enjoy free WiFi, free parking, and 3 beach bars. Popular attractions Quebra Canela Beach and Centro Cultural Português are located ...
8.4/10 Very Good! (22 reviews)
"It’s alright for a short stay but the area felt unsafe."

Reviewed on Aug 18, 2025

Turimar Guest House!!
Meeting Point- Tarrafal Center

Meeting Point- Tarrafal Center

Rua do Liceu Tarrafal ilha do Santiago
  • 1 hour drive from Prainha Beach
Stay at this hostel in Tarrafal. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Tarrafal Beach and Tarrafal Camp are located ...
9.4/10 Exceptional! (6 reviews)
nice location - funcional rooms- friendly team
"I was staying at Meeting Point for 4 nights and is in a great location to enjoy the town. The hostel is clean, the staff is attentive and the room was confortable. I really recomend this place and I look forward to come back :)"

Reviewed on Jan 31, 2021

Meeting Point- Tarrafal Center
CUBICO TOTA

CUBICO TOTA

Praia Praia
  • 4 min drive from Prainha Beach
Stay at this hostel in Praia. Popular attractions Museu Etnográfico de Praia and Alexandre Albuquerque Square are located nearby.
CUBICO TOTA
See all 316 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.

Things to do

From Praia: Discover Santiago Island in 1 Day

From Praia: Discover Santiago Island in 1 Day

$92
per adult
From Praia: Discover Santiago Island in 1 Day
Hiking to Gongon Valley

Hiking to Vale de Gongon – Sierra Malagueta Trail

$105
per adult
Hiking to Vale de Gongon – Sierra Malagueta Trail
Old Town: Private historical tour with meals and admissions included

Old Town: Private historical tour with meals and admissions included

$233
per traveler
Old Town: Private historical tour with meals and admissions included
See all activities in Santiago

More vacations you might like

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