I had the bugaboo too when Ds1 was 2.5 yrs and Ds2 was born. I tried the skateboard but hated it as I had to stand to the side. I used the sling, but more after he was 6m.
I bought a $200 umbrella double (in front of each other) stroller and it was the best thing ever! Slim enough to get through the shops (only quick shops, I used the double trolleys for big shops) and awesome for trips to the local park.
It wasn't the best pram, but earlier on I did buy/sell a double pram and compared to the bugaboo, it was huge!
(I can't remember the brand of the umbrella double, but the front had a bucket seat and the back reclined from lying to sitting up for new borns onwards.
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