At the beginning of the summer, before I headed to Boston for the weekend, I posted on the Dinner with the Smileys’ Facebook page, “Have babysitter; will travel.” Halfway across the world, my husband, Dustin, whose military training has afforded him far more etiquette than even my Southern background gave me, saw the post and sent me an email.
That sounds tacky, he wrote. You’re lucky to be able to take a babysitter with you. Most people could not.
I removed the post, picked up my teenage babysitter, Kara, and thought about Dustin’s advice as we drove south with my three boys.
For the record, I ended up doing two trips this summer with two different babysitters who are sisters, and I didn’t pay either of them for it. I gave them a roll-away bed in the hotel room and I bought them lunch and dinner.
But this isn’t about money. And it’s not about me not being able to take care of the boys by myself, either. It’s about being lonely. While the boys fought in the backseat or played tic-tack-toe at the restaurant, I had someone to talk to. Ordinarily, on family vacations past, that person would have been Dustin. This summer, it was first Kara, and then her older sister Becca.
But the boys, who don’t have cousins or extended family in the area, benefited as well. It was as if we were traveling with their aunt or sister or cousin — someone willing to go to the hotel pool at 11 p.m. or stay up late watching movies when I was already ready for bed.
In other words: Dustin didn’t know what he was talking about!
I highly recommend this setup to military spouses dealing with a deployment. Although, it need not be a babysitter; any traveling companion will do. It’s a win-win situation. The babysitter or friend gets a free vacation (plus another bonus — keep reading), you are less lonely and the kids are happy. My trips this summer with Kara and Becca are ones I will never forget. I don’t think they will, either. (My apologies to their future spouses. More on this in a minute.)
Before I get too far, however, I should stop and tell you that when my husband and I travel, he is the adult. Dustin is much more worldly than I am. He knows about tipping and hailing cabs, and, most importantly, he knows that the water inside the in-room refrigerator isn’t free. Perhaps this is partly why he worried about my summer vacations with young babysitters. Kara, Becca and I were like puppies whose backyard gate had been left open. We ate at the breakfast “buffet” which ended up not being “all you can eat,” and we chose valet parking because — well, because when we pulled up to the hotel, a guy came along and told us he’d park the car for us.
Using a GPS, we circled Boston’s Back Bay more times than necessary (channeling Chevy Chase: “Hey, look kids, there’s Boston University! Fenway! Boston University again!”), but our dilemma did not lead, as it does with Dustin, to an argument about who’s better with directions and who lost the television remote two months ago. My sitters’ had a free vacation; of course they deferred to me. I mean …
It was yet another lesson in community: who says family vacations have to be “just family”? I didn’t necessarily need to take a babysitter with me; I wanted to take one. And throughout our trips, we all learned some valuable lessons about humanity, kindness and generosity. A hotel in Boston spontaneously upgraded our room and delighted in our responses: the boys dancing in the lobby, screaming “Oh, yeah! Oh, yeah!” and the babysitter awing over the special key for the elevator. A toll booth operator in New Hampshire patiently (never mind the traffic) gave us directions when we were headed the wrong way. At Aloft, in Lexington, Mass., an employee gave the boys Matchbox cars, then smiled at me and said, “I see how hard you’re working.”
The point is, had these been ordinary family vacations, I might have been in a Smiley bubble, hyper-focused on my husband and boys. We would have retreated to our room as if we were taking a holiday from the rest of the world. But my family of five was not together this summer, so the boys and I took a trip with and among the community. We were open to the possibility that people around us — even strangers — could make our vacation something better. And over and over again, they did.
After so much generosity and kindness, it’s only fair that I give something back. And, boy, did I! Free food and lodging weren’t the only things my young babysitters received this summer. They also got an education in traveling with three children. My gift to humanity: two fewer females at risk for unwed, teenage pregnancy.
Maine author and columnist Sarah Smiley’s writing is syndicated weekly to publications across the country. She and her husband, Dustin, live with their three sons in Bangor. She may be reached at www.Facebook.com/Sarah.is.Smiley.



Wow….I can’t believe you didn’t pay the babysitters. I am embarrassed for you that you put this article out to the public!!!!!
She did pay them. With a free vacation. I am quite sure she made sure the girls were not expecting money. Good grief!
Several years ago I was fortunate to be chosen to be a nanny for a family traveling for work to Crete (Greece) and England. I received a little spending money and had my airfare, accommodations and meals paid for. I was grateful for the opportunity and would never have expected to be paid! Given that many of my students have never been out of the state of Maine I think this was a wonderful chance for a couple of young ladies to travel and possibly enjoy experiences that would not have been available otherwise. And if the deal that was agreed to before the car left the driveway was acceptable to both parties why are you upset about it?
The girls were paid. It just wasn’t with cash. They provided help with the boys, and in return were provided a vacation and an experience they wouldn’t have otherwise had.
Besides, if the girls, their parents, and the author are all ok with the agreement what business is it of yours if cash changed hands?
Good grief, BrownEyedGirl. You obviously did not read the whole story … or walked in Sarah Smiley’s shoes … or any other person’s shoes who is alone in raising children … obviously!
I was 13 years old when my mother’s friend took me to Disney with them. They paid my food and lodging and my parents paid for my ticket into Disney. They really just wanted a companion for their daughter, an only child, and I was more than willing to oblige. It was a wonderful experience to be away from my parents, to help another family and spread my wings a bit. I had a great time.