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winter vacation

5 Tips for Booking a Cheap Winter Vacation This Year

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Want to book a sunny vacation to escape the cold this winter, but don't want to break the bank? Join the club.

Winter is here, and that means it's not too late to book your warm-weather getaway. While the summer can be the best time to book a winter vacation, it's not too late. But it's time to get started.

Follow these tips to save big on your winter getaway this year.


1. Use Google Flights' Secret Weapon 

Forget what you've heard, and forget about all those other sites. Google Flights is the best way to find cheap flights. And if you aren't picky about where you get your sunshine, its Explore tool can save you hundreds. This is the best way to find cheap flights when you're not sure where you want to go.

Want to go to the Caribbean, but don't care which island you end up on? Looking to head south of the Mason-Dixon line for a little sunshine, but are open to several cities? Google Flights Explore is the tool for you.

If you haven't met Google Flights Explore yet, consider this your formal introduction. Explore allows you to search the entire world map to see which destinations are cheapest. Pick a specific set of dates, or keep it as open as “a weekend in February.” It's all up to you. Be as specific as “Mexico,” or as broad as “Caribbean.”




Scroll to see which destinations are cheapest. Being open to more than one destination and keeping your dates flexible while you search can save you hundreds.


Ready to become a Google Flights Explore wizard? Check out our full guide to using the Explore tool and start searching for your cheap winter destination.

Thrifty Tip #1: Need some ideas for the cheapest cities to visit? These are some of our favorite affordable tropical destinations!


2. Pick the Right Time

There are several factors that determine which dates will be cheapest to travel. It can feel like a moving target.

But generally speaking, airfare will be cheaper when you choose to depart and return on Tuesdays, Wednesdays or Saturdays. If you can depart and return on these days, you can likely save yourself a chunk of change! Here's one example:

Let's say you want to go from Minneapolis-St. Paul (MSP) to Phoenix (PHX) this January. If you travel Sunday to Sunday, your prices may be in the high $200s to low $300s.


winter vacation


But if you depart and return just two days later on Tuesdays, you can save over $160. That could buy you another roundtrip ticket somewhere!




And now, Google Flights will nudge you to keep an eye out for cheaper dates to save big. You may see suggestions like this one in your Google Flights search to alter your dates:


winter vacation


Thrifty Tip #2: Check out all our tips on the cheapest times to travel to save on your winter getaway.

3. Book Before You're Miserable

We know it's hard to think ahead, but doing so can pay off big time.

Instead of waiting until you're frozen solid to book a getaway, plan ahead and book your cheap flight to a warm destination as soon as you can! It's best to book airfare at least 30-45 days in advance.

When you plan ahead for a winter getaway, you have time to search flexible dates with Google Flights Explore and can even track airfare prices with Google Flights price alerts.


4. Let Us Help!

We find flight deals for a living, and we're here to help you find your cheap winter getaway! We find cheap international (plus Hawaii, Key West, and Alaska) flight deals to destinations all over the world, but we keep an extra eye on warm-weather destinations during the winter months. Join Thrifty Traveler Premium to get instant notification of the hottest (literally!) flight deals we find, straight to your inbox.

Check out some of the flights you missed out on just this past month, and start daydreaming of your sunny getaway! And don't worry: it's not too late to take advantage of the cheap deals we find. We're still finding half-off flights to tropical destinations from this winter through next fall! Join Thrifty Traveler Premium now so you don't miss out on the crazy cheap deals we find.


winter vacation turks and caicos


Bottom Line

Booking a warm-weather getaway this winter doesn't have to cost thousands. Use these tips and tricks to save hundreds on your vacation!


Editorial Disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airlines or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.

Disclaimer: The responses below are not provided or commissioned by the bank advertiser. Responses have not been reviewed, approved or otherwise endorsed by the bank advertiser. It is not the bank advertiser’s responsibility to ensure all posts and/or questions are answered.

2 Responses

  • I see all the wonderful deals from the East Coast, i.e., like this Turks and Caicos deal for $214. Do you ever get any deals like that out of Houston, TX?

    • Hi Desiree, we do! Just in the past weeks we’ve found deals to Hawaii, Dubai, Key West, South Africa, Puerto Rico, Aruba, several European cities, and much more from Houston, Texas. Let me know if you have any other questions about our Premium international flight deal service or drop me an email at [email protected], I’m happy to help!

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