Double Up

Our 5 favorite double strollers for when you’re traveling in NYC with two in tow.

Double Up

Before we had babies, we had “To-Do” lists for every NYC day. You know, get some coffee, hit the subway, pick up the beer, and so on. Inevitably during our errand-running, we’d see a gal burdened with a baby and wonder: how does she ever get anything done? And then we had babies. And then I went ahead and had another.

Luckily, we have since learned some tricks of the trade. We now know that you CAN check off every one of those items on your “To-Do” list with a baby…or two. You just need the right gear, and more specifically, the right double stroller.


We recently road-tested some fine two-seaters with our very own NYC kids -- the two-year-old redhead Libby and her new sister Elsie belong to me, and the sweet, handsome boy is Kaity’s son Oliver (yes, that’s who those kids are on our Instagram!). We chose strollers that could accommodate at least one infant and toddler, so they could be used right when the new addition arrived. But with my toddler’s busy social schedule, we also needed the doubles to do the job when the two-year-old wanted to hit the road with a friend.

So whether you’ve got a growing family, a nanny share, or just want to plan ahead, here are some of our favorite double strollers to get us through our “To-Do” lists for every NYC day.

The Coffee Run

Our first stop was the much-needed coffee run. After getting dressed and maybe putting on some makeup, there’s no better accessory (besides totally adorable kids) than the Bugaboo Donkey Twin. We’ve long coveted this beautiful ride, and we totally saw the longing mama stares when we strolled through the hood with our Andy Warhol Donkey Cars printed canopy. But looks aside, this super-smooth stroll passed the “coffee test” with flying colors -- no spills even as we navigated the bumpy sidewalks of NYC. Libby enjoyed the creative configuration, which enabled her to keep an eye on her baby sister, and we were pleasantly surprised that we could fit through the doorway of the coffee shop. Note for first-time parents: The “Twin” version of this stroller is actually a “Mono” converted with a double base, so well worth your investment on Baby #1., $1,659.00

The Subway Ride

Once my toddler became old enough to use an umbrella stroller, it quickly became our ride of choice; light, small and easy are magic words when it comes to city living. So when we learned about the Kinderwagon Hop, a tandem umbrella stroller weighing just 21.5 lbs, we had to try it, especially for our playdate that took us into the much-feared-with-stroller subway. The Hop’s infant configuration could not be easier to remove, so out came baby carseat and in went toddler #2. The stroller’s slightly raised second seat worked well for a double-date; the back-seat driver was able to see just as well as her partner in crime. And the close proximity of the seats made Goldfish-passing super easy. Most importantly, Kaity and I were able to haul this stroller up and down the subway stairs without breaking a sweat. Note on weight: The Kinderwagon is so light that Libby was able to push it around the apartment all by herself. She was devastated to learn that it was not, in fact, a toy for her bunny and blankie., $299.99

The Sidewalk Sightsee

In a city filled with so much to see, it’s a shame when we see a toddler tucked in a stroller under a hulking carseat filled with a sleeping baby. When I learned about the Graco Ready2Grow’s 12 configurations -- yes 12! -- I knew there had to be a great way for my curious two-year-old to take in the city sights with her baby sister in tow. After clicking in the Snugride Click Connect 35 carseat (easy!), we positioned Libby front-facing in the stroller and set out for the day. To our relief, there were no “I want to walk, Mama!”s to be heard; toddler was totally stimulated while safely buckled in. We could even tend to baby (who was facing us) effortlessly without ever disturbing toddler’s view, which made for a relaxed and shockingly quiet stroll. Note on price: With the money we saved by purchasing this awesomely inexpensive double stroller, we had enough cash left over to stop and buy ourselves a new pair of shoes. Yay., $219.99

The Beer Shop

For the ever-important errand of picking up some adult beverages (trust us, this becomes even more critical when you have two kids), we opted for the Joovy Caboose Too Ultralight. This tandem stroller is so narrow that it actually looks like a single when you view it straight on. While baby napped peacefully at home, we visited our notoriously narrow local beer emporium, Bierkraft, to test it out. We rejoiced as our toddlers entertained themselves in the “Choo-Choo Train” that was their stroller, while we leisurely picked through the impressive selection of bottles. And we nodded proudly when we were passed without so much as an acknowledgement: yes, our stroller is that narrow. Note on length: we were worried that stroller this narrow would have a terrible turning radius -- not so. Totally impressed with the maneuverability of this lightweight double., $299.99

The Apartment Hallway

The true measure of a great city stroller is not always what it does outside on the streets, but rather in our narrow – shared -- hallways. Our holy grail was finding a double stroller that fit neatly outside our apartment door…and sometimes even inside our space-challenged apartment. The Britax B-Agile is as spacious and accommodating as double-strollers come, but has the best fold in the double-stroller business. Not only is the folding action quick and easy (we could do it with one hand, seriously), but its narrow frame takes up so little space that you could barely see it next to our door. The indoor test was equally impressive. With Britax’s chic new hues (the Peacock is pictured here), it almost looked like apartment décor. Almost. Finally, at a width of just 30 inches, we could stroll it right out the door. Note on configuration: This simple side-by-side configuration may not be the most creative, but it is classic -- and loved. Also the carseat adapter has enabled my girls to sit side by side since Day 1., $449.99

Photography by Evan Gubernick of 485 Creative.

In This Article

    14 toys that will keep your kids entertained inside *and* outside

    They transition seamlessly for indoor play.

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    From sunny backyard afternoons to rainy mornings stuck inside, these toys are sure to keep little ones engaged and entertained.

    Wooden doll stroller

    Janod wooden doll stroller

    Take their charges on a stroll around the block with this classic doll stroller. With the same versatility they're used to in their own ride, this heirloom quality carriage allows their doll or stuffy to face them or face the world.


    Detective set

    Plan Toys detective set

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    Sand play set

    Plan Toys sand set

    Whether you're hitting the beach or the backyard sandbox, this adorable wooden sand set is ready for action. Each scoop has an embossed pattern that's perfect for sand stamping. They're also totally suitable for water play in the wild or the bathtub.


    Water play set

    Plan Toys water play set

    Filled with sand or water, this tabletop sized activity set keeps little ones busy, quiet and happy. (A mama's ideal trifecta 😉). It's big enough to satisfy their play needs but not so big it's going to flood your floors if you bring the fun inside on a rainy day.


    Mini golf set

    Plan Toys mini golf set

    Fore! This mini golf set is lawn and living room ready. Set up a backyard competition or incorporate into homeschooling brain breaks that shift focus and build concentration.


    Vintage scooter balance bike

    Janod retro scooter balance bike

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    Wooden rocking pegasus

    plan toys wooden rocking pegasus

    Your little will be ready to take flight on this fun pegasus. It gently rocks back and forth, but doesn't skimp on safety—its winged saddle, footrests and backrest ensure kids won't fall off whether they're rocking inside or outside.


    Croquet set

    Plan Toys croquet set

    The cutest croquet set we've ever seen! With adorable animal face wooden balls and a canvas bag for easy clean up, it's also crafted to stick around awhile. Round after round, it's great for teaching kiddos math and problem-solving skills as well.


    Wooden digital camera

    fathers factory wooden digital camera

    Kids get the chance to assemble the camera on their own then can adventure anywhere to capture the best moments. With two detachable magnetic lenses, four built-in filters and video recorder, your little photographer can tap into their creativity from summertime to the holidays.


    Wooden bulldozer toy

    plan toys wooden bulldozer toy

    Whether they're digging up sand in the backyad or picking up toys inside, kids can get as creative as they want picking up and moving things around. Even better? Its wooden structure means it's not an eye sore to look at wherever your digger drops it.


    Pull-along hippo

    janod toys pull along hippo toy

    There's just something so fun about a classic pull-along toy and we love that they seamlessly transition between indoor and outdoor play. Crafted from solid cherry and beechwood, it's tough enough to endure outdoor spaces your toddler takes it on.


    Baby forest fox ride-on

    janod toys baby fox ride on

    Toddlers will love zooming around on this fox ride-on, and it's a great transition toy into traditional balance bikes. If you take it for a driveway adventure, simply use a damp cloth to wipe down the wheels before bringing back inside.


    Balance board

    Plan Toys balance board

    Balance boards are a fabulous way to get the wiggles out. This one comes with a rope attachment, making it suitable for even the youngest wigglers. From practicing their balance and building core strength to working on skills that translate to skateboarding and snowboarding, it's a year-round physical activity that's easy to bring inside and use between Zoom classes, too!


    Meadow ring toss game

    Plan Toys meadow ring toss game

    Besides offering a fantastic opportunity to hone focus, coordination, determination and taking turns, lawn games are just plain fun. Set them up close together for the littles and spread them out when Mom and Dad get in on the action. With their low profile and rope rings, they're great for indoors as well.


    We independently select and share the products we love—and may receive a commission if you choose to buy. You've got this.


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