Travel Tips

How to Be a Weekend Jetsetter

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While traveling the world full-time is beyond most of our means, being a “weekend jetsetter” is more of an option than you might think. Even if you hold down a full time job, it’s possible to take several weekend trips a month without feeling exhausted or completely impoverished.

1. Let airfare determine your destination

Don’t give up on your dream trips but choose your weekend destination based on what is on sale. Many of the places I’ve been were never on my top 10, but I’m glad I went! When OmahaPensacola, and Sicily came up at ridiculously good prices I jumped on them and had more fun than I dreamed.

How to find cheap fares:

  • Scan Airfarewatchdog’s daily email of the cheapest fares from your home airport
  • Use Google Flights or Kayak Explore to see at a glance the cheapest destinations for your dates
  • Sign up for the airlines last minute deals emails to see the best fares for the next two weekends.

2. Master the art of cheap hotel stays

You may get a killer fare somewhere only to discover hotel prices are through the roof. Start collecting hotel points as a way of scoring free or discounted rooms. Get familiar with Hotwire and Priceline and enjoy the thrill of a mystery stay. Make friends through AirBnB which will help cut costs in areas without many chains.

3. Book first, double check later

Really good airfares don’t last long. By the time you’ve tracked down your friends and made a decision, it could be gone. If you see a flight you want to take, book it. You’ll typically have 24 hours to cancel for free, plenty of time to check your work schedule, confer with friends, etc.

4. Don’t try to see everything in a weekend

If you’re taking one or two weekend trips a year then you can afford to run yourself ragged getting to everywhere on your list. But if you’re traveling a couple of times a month you don’t want to show up at work jetlagged every Monday morning. Choose a few things you want to see and set a leisurely pace. Sleep in or stay up watching your favorite TV show. The point of travel is to enjoy yourself, not win the prize for being the most thorough tourist. Besides, if you like the place, you can always come back.

5. Break out of your comfort zone

Be willing to try new situations (big cities, hot climates) and definitely be willing, at least occasionally, to travel solo. You’ll find a world of unexpected opportunities opening up — some bad, but many will be amazing.


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Living for the little (and big things) that make life so fun, especially mistake deals and crazy last minute weekend mileage runs across the world.


  1. Arthur H

    August 7, 2015 at 3:25 am

    I do random weekend trips frequently. I’m heading to ANC this weekend and I’ve done long weekends to CPT, JNB, OSL, HKG … and many others (from DC).

    Most people think I should be institutionalized, but I just try to maximize my fun away from home.

  2. HGA

    August 10, 2015 at 6:15 pm

    I fly (out of MIA or FLL) most weekends on weekend trips to wherever it is cheap and usually stay with the hotel chain that gives me the most points towards a future stay (vs price of course) I work in education which means when I have least disposable income available is when I have most travel time available (summer), I save most of my points for summer travel. I do mostly domestic for regular weekends (wherever the cheapest fare is to is how I discover our beautiful country) and have done mostly Europe on long weekends (Norway 3 times last year and 1 time to Denmark on 450 usd fares on Delta – thank you Norwegian Air!). My girlfriend thinks I’m a nut (fortunately she likes nuts of my type and even comes along sometimes!) and at work some are amazed as to how I do it and others simply think I’m crazy. Some think I’m a wizard at finding cheap fares and ask me to book for them. I tell them I search by price not by location! My boss just tells me to keep doing it (he travels through me some times) as those who think I’m crazy, he says, wish they could be doing the same thing! Currently in Tokyo and returning to work very soon to do my part in preparing our new generations for a future in which they can also make their dreams come true!

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