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!

Share:

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. 

Latest Posts
6 tax moves to consider this June

June 3, 2026

Definitely take a break this June. But taxes don’t take vacations. So, you also should…

Read More
Tax Season 2026 Continues!

We made it. Tax Day 2025 is finally over. For most of us. When the filing season started on Jan. 26, millions who were expecting refunds filed immediately. Most of us got our returns to the Internal Revenue Service by April 15. But plenty of taxpayers also got extensions. They are looking at an Oct. 15 filing deadline.

Those procrastinating filers aren’t a problem. In fact, the IRS appreciates taxpayers who take time to fill out their 1040 forms correctly. It also is grateful that tax submissions are spread out a bit, especially now that the IRS is a leaner agency. Processing returns is easier when they arrive throughout the year instead of in massive bunches.

But enough about Uncle Sam’s tax collection issues. The focus now is on all y’all who filed for extensions, giving you another six months to complete your return. Since your new mid-October due date will be here before you know it, let’s get started now on meeting it.

The ol’ blog is here to help you finish up your extended Form 1040. You can start with January’s tax tips page, which has links to the rest of the year’s tips by-month collections. You also can peruse various tax categories for more tailored advice by clicking on the More Tax Posts drop-down menu at the top of this (and every) page.

And to make sure you don’t miss your new filing deadline, the count-down clock below will let you know just how much time you to file by Oct. 15. At the latest.e. (Note: I’m in the Central Time Zone, so adjust accordingly for where you live.)

Comments

Comments are closed.