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Vacation help — or not — from Uncle Sam

August 14, 2009

If school hasn’t started in your neck of the woods and you’re looking to squeeze in a last-minute vacation, Uncle Sam might be able to help.

Specifically, the tax code could be a good travel companion.

Suitcases_brown Robert D Flach, better known on the Internet as The Wandering Tax Pro, chose his nom de blog because between his regular tax work, he likes to hit the road. And, being a tax pro, he likes to let the feds help him pay for his journeys.

Now such tax help in covering travel costs is not without its rules. To be able to write off the expenses, make sure the travel is legitimately work-related. And you better hang onto every receipt.

But if you do have your own business (this situation produces better tax results than if you’re simply an employee) and can arrange some valid company meetings with a client in a relaxing locale, then you can tag on some personal days to the trip. That way, your transportation and part of your lodging, the two biggest expenses, will be tax deductible.

Robert has all the details in How to Enjoy a Tax Free Vacation, a guest post he wrote for our personal finance blogging colleague Jim at Bargaineering.

Don’t mix too much business and pleasure: The flip side of this business-vacation combination coin is that if you’re taking a business trip, make sure that’s primarily what you do once you arrive at your destination. Have a little too much fun, and you could lose your deductions.

Just ask Sherman Miller.

Joe Kristan, who regularly writes Tax Update Blog, recounts Miller’s story of business travel deduction drama in his article Will the IRS help pay for your vacation? It’s posted on Iowa Biz.

Here’s a quick overview of Miller’s tax issue itinerary. Miller claimed that his trips to check on a condo he bought in a Wisconsin resort town were all business. The IRS balked and the case ended up in Tax Court.

Apparently, the IRS found some golfing buddies who didn’t remember talking as much business as Miller did as they traversed from tee to green.

So the Tax Court judge teed off on Miller and disallowed his deductions.

Check out Joe’s post for tips on making sure your next business trip meets IRS deduction muster.

No travel, no tax trouble: As for me, I’m about to take a Friday afternoon staycation in my den. The popcorn is almost ready and some movies I’ve been meaning to watch are awaiting.

The best thing about this in-house interlude is that it costs me nothing and has no tax implications whatsoever!

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The More Tax Posts tab at the top of this page will take you to, well, more tax posts. You also can search below for a tax topic. 

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TAX-SAVVY WAYS 
TO WRAP UP 2026

It’s over! With October’s extended filing deadline behind us, it is now time to focus on year-end moves to reduce your 2026 tax bill. 

You’ll find ways to do just that on the Tax Tips page (see the More Tax Posts drop-down menu at the top of the blog), as well as the separate tax tip pages for each month, notably October through December. If you’re on the Tax Tips page, you’ll find a monthly list at the end of this column. If you’re on another blog page, you can head straight to the October tips; at the bottom of that tips page you’ll find links to all the other 11 months’ collections of tax advice.

Not to spoil what you’ll find in that tax advice, but it does cover such things as tax deductions for charitable donations, investment moves that could reduce tax due, and ways to max out your tax-favored retirement savings. 

Finally, as the year winds down, things get hectic. There are lots of other things to occupy our time, like the much more fun upcoming holidays. But don’t lose sight of taxes, since timing is key. To be of use, most tax moves must be made by the end of the tax year. That’s Thursday, Dec. 31, which also is the last business day of the year. 

So that you don’t miss that final tax year deadline, also keep an eye on the countdown clock below. It will keep you on top of just how much time is left to make important, tax-saving moves. (Note: I’m in the Central Time Zone, so adjust accordingly for where you live.)

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