
Joolz
Aer+
Travel-friendly, city-nimble, but tiny storage and struggles off-pavement.

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Agreed! Maybe walking is your child's preference, but it will not always be yours! My oldest daughter is 2.5 and even still if she wants to walk it is slow as mud trying to get from place to place. Toddlers dilly dally and if you need to get some place fast you will want the option to contain them. As far as what I'd recommend as someone who sees a LOT of double strollers: Side by side: Zoe Twin, Bombi Bebee Twin, or Valco Trend Duo or Valco Slim Twin (more of a splurge) For in-line strollers: Mockingbird, Thule Sleek (more of a splurge) I also personally haven't tested these yet but the MomCozy stroller and the new Gladly Grasshopper look really versatile! By the way, I work at GoodBuy Gear where we sell open box and secondhand strollers, and I'm writing from this account. Holler with any other questions!
We had the Thule Sleek Double and LOVED IT! Well made, durable, fairly lightweight. There’s a ton of different configurations, including option to use a seat + car seat for baby.
20 month age gap and absolutely love my Thule sleek
We have the thule sleek that works well in almost anything. We did get the Osprey Poco Plus backpack and my daughter loves that. We also have a couple of baby carriers that we used.
I have the thule sleek and the chicco attachment for it! We've owned it for 3 years and it has been nice. You can probably find one used for fairly cheap.
Love the double Thule. I can’t live without the handbrake now!
That’s similar to mine. 47” and closer to 50lbs, but also 3 and 5. We have the double Thule. It’s very similar to the Bob, with the three wheels. It pushes so nicely (though can be a tiny bit hard to get going at first with the weight of my older one).
The 3-wheel strollers are great for tall kiddos. If you can find a single bob, Thule, or guava for your kiddo on marketplace I’d pick it up, or you can rent one. Renting is harder if you’re not staying for a longer trip. You could also just rent a double from the park so he has someplace to sit. He’ll fit in a double, it just won’t be super comfortable, but it’ll give him a place to rest.

Joolz
Aer+
Travel-friendly, city-nimble, but tiny storage and struggles off-pavement.

Bugaboo
Butterfly Series
Durable, compact for city travel, good storage, but expensive.

UPPAbaby
Cruz V2 Stroller
Durable workhorse with massive storage, but heavy and bulky.

UPPAbaby
Minu V3 Stroller
Compact travel, decent storage, but pricey, seat not upright.

UPPAbaby
Cruz V3
Durable, massive storage, great service, but heavy and bulky.

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