Boston Dates - Romance in Boston - Dates With Kids in Tow - Boston Moms Blog

OK. I know you probably read that title and are rolling your eyes right now about this crazy Boston lady who’s telling you to get romantic with your kids along for the ride. But hear me out. As a mom of three, I know that romance is a lofty goal, and that the best laid plans can sometimes go wrong. Like tantrum/blowout/vomit wrong. But sometimes, just sometimes, the stars above Fenway align, the sun shines on the South End, and you manage to sneak in a little Beantown love — even while parenting. Here are a few of the family-friendly dates my husband and I have managed, along with a few more that we’ll be attempting soon.

(Disclaimer: Please note that no date with children should be attempted without the requisite tools listed below.)

Boston Dates - Romance in Boston - Dates With Kids in Tow - Boston Moms Blog

DATE: The Romantic Boston Stroll

TOOL: Stroller. Also maybe child-sized binoculars. And snacks. Lots of snacks.

DETAILS: Boston is a walker’s delight, and there are plenty of neighborhoods ideal for slowing down and enjoying the company of your special someone — especially when other certain someones are strapped into their stroller. Wheel your double along the wide pathways of the Public Garden or waterfront, or navigate a single or tandem stroller over the cobblestones of the South End or Charlestown. Bring some binoculars for the kids and let them count the number of dogs/mailboxes/Patriots jerseys they can spot along the way.

Boston Dates - Romance in Boston - Dates With Kids in Tow - Boston Moms Blog
Solas Pub

DATE: A Cozy Boston Pub

TOOL: Kids’ menus and crayons. Maybe a tablet or phone to buy you an extra 10 minutes at the end of the meal (no judgment!).

DETAILS: While out strolling Boston, you might just get hungry. So get the whole fam a bite to eat at one of this city’s many amazing pubs, and don’t forget to wink at your date as you cut up the kids’ chicken fingers. Solas in Back Bay, 21st Amendment in Beacon Hill, and the Warren Tavern in Charlestown are good bets.

Boston Dates - Romance in Boston - Dates With Kids in Tow - Boston Moms Blog
The ICA

DATE: The MFA, ICA, or Isabella Stewart Gardner Museum 

TOOL: A treasure hunt or sketch pad. Kid camera.

DETAILS: While we Boston parents love us some Children’s Museum and Museum of Science, we tend to overlook our city’s great grown-up institutions. So why not visit one and get cultured with your cutie while encouraging older kids to search for different colors or objects in paintings, sketch what they see, or record it on film.

Boston Dates - Romance in Boston - Dates With Kids in Tow - Boston Moms Blog

DATE: A Movie

TOOL: A family-sized popcorn (bring paper cups or plastic bowls so everyone gets their own)

DETAILS: This one’s pretty simple. But we’ve tried it recently and had so much fun, I had to include it on this list. Snag a seat next to your sweetie, and hold hands with him the entire time — you’ll still have one hand left for your little one. Or for popcorn.

Boston Dates - Romance in Boston - Dates With Kids in Tow - Boston Moms Blog

DATE: A Horse and Carriage Ride in Faneuil Hall

TOOL: Small flags. Blankets.

DETAILS: Why should Boston’s tourists have all the fun? Turn the tables, and the next time you’re in Faneuil, surprise the whole family with a horse and carriage ride. Snuggle up under blankets, and pass out little flags to wave at the people you pass. As the kids delight at every smile and wave they meet, fix your smile on your hot date. 

Boston Dates - Romance in Boston - Dates With Kids in Tow - Boston Moms Blog
Loews Hotel’s Precinct Kitchen + Bar

DATE: A Hotel Lounge

TOOL: Kid “mocktails” and bar bites. Activity books from home.

DETAILS: In the mood for a cocktail in a swankier spot? As long as it’s outside of prime hours, bring your brood to one of Boston’s romantic hotel lounges. RumBa at the InterContinental, City Bar at the Lenox, and Loews Hotel’s Precinct are all fantastic. Order Shirley Temples — or any juice with an umbrella and maraschino cherry — to thrill the kids, and of course, the real thing for you and your better half. Then raise a glass and toast to this great city, to your fantastic family, and of course, to each other. As you clink glasses, you might just remember how you ended up making all these kids (wink, wink).

 

Jessie Keppeler
A Maine native, Jessie migrated down the coast to Boston after college, and it’s been home ever since. She has lived in various corners of the city — from Allston and Brighton to Newbury Street and then Jamaica Plain — before settling in Brookline with her husband and three daughters. As much as she loves home now, she also likes to leave occasionally: recent family travels include Italy, Belize, and Washington D.C. Jessie writes with a cat curled up nearby and a dog at her feet. And a cup of coffee. Always.