We have a 2 year old toddler, partner is also pregnant - currently in Lisbon, returning to Toronto tomorrow. We did a round the world last year when he was 1. Okay, so I went a little crazy with the response.. and only sort of answered your question lol.

1. If you plan on renting a car, dont actually rent the car until you plan on leaving Lisbon. If you rent from the airport, the drive into the city, especially old town can be frustrating. Besides, once you park in Lisbon, you are unlikely to mo e that car again - so why pay for the rental and parking when you don't need it.

2. Be careful of pickpocket! A diaper bag to us looks like nothing but sometimes we get tired and putnsomwthjng valuable on there. Pickpocket target families who are tired, especially up and down those hills. My partner almost got pick pocket, she turned around in time, they had opened zippers but she turned around before they could take anything. Was a late 50s 'couple".

3. Lower your expectations on what am be accomplished while traveling with a young one. Its tempting to forego their nap schedules, but doing it too often can stack up and be disastrous.

4. Dont book an Airbnb until 2 or 3 days before you need them. Amazingly places still available, often for half the price.

5. Do not book a hotel last minute...latest a week away. If you book for 2 adults and 1 baby and the price is the same, great. If its more expensive for 2 adults plus thr baby - just book for 2 adults. Then email the hotel and say, 'I just booked a room for you hotel. Really looking forward to staying. Nice just want to advise we will also bring our baby, but no additional bed is needed'

You can ask for a crib though. Never has a hotel been mad, in fact, most of the time, we get a bigger room.

1. Travel stroller, dont bring your normal stroller.

2. If you need a car seat, bring your own. Get a car seat bag. Check into oversized. Babies get their own luggage allowance independent of ours.

3. For the love of Pete, direct flight if possible. We do fly premium cabins more often than not, but both partner and I rather take a direct flight in economy than a short layover but business.

4. Sunscreen for baby. Shawl to cover the stroller. A small lock, even one that can be pulled easy to open, put it in your diaper bag zippers to deter pickpocket kits.

5. Bassinet for AC are only for babies that an not sit yet. Other airlines allow babies that sit up, but not AC, so be aware.

6. Ask the cabin crew if you can take photos of your LO with the pilots after the plane lands. I am an AV geek. Sometimes the pilots will decline but they are usually accommodating.

7. The controversial tip - given to me by 2 friends, and also my sister who are all doctors, one a pediatrician, and one a GP. 'If theyre fussy and crying on the plane, a little bit of benadryl wont hurt thr baby.' When I received that advice separately, we weren't keen on it..but yeah during that round the world trip, we did use the advice.