1. Choose an easy destination.
For us, the two big factors were wanting to be still relatively close to a hospital where insurance and quality of care wouldn't even be a question, and not wanting to spend longer traveling than we did at the destination.
At first we were looking at Hawaii which would be lovely, but from where we live in Maryland it would have been a longer flight than our time there over the weekend.
Instead we chose one of our favorite cities Charleston, and explored a new one Atlanta to fly home out of. We love road tripping so it gave us a chance to chat in the car like old days and see Final Cut, which I've aways wanted to check out. Final Cut Georgia is located in Martinez, around two hours from Charleston and two hours from Atlanta. Urban Outfitters, Anthropologie, and Free People send their slightly damaged wares (or just stuff that didn't sell?) to this huge warehouse. I had heard about it when wedding dress searching back in the day, and was so happy we found a bunch of things for the house, my wardrobe, and baby.
Going to the same restaurant we went to on our mini honeymoon in Charleston, and visiting some of our favorite haunts also meant a lot!
If there's a place you've always wanted to go, you can plug the location into Skyscanner or similar apps, to watch flights and make your dream real, for the best price!
2. Pay to upgrade.
The last thing you want to be is the stressed out pregnant person in line at the airport. There are so many chances for things to not go right, that whatever you can do to remain comfortable, I recommend. We flew Southwest, and because we were a little late doing pre check-in, we would've been one of the last to board our first departing flight. Out of 143 people I think we would've been 122? To watch all those other passengers board while I stood waiting would've made the start of our trip awful, and there's probably no chance my husband and I would've sat together. Paying $30 to upgrade made a huge difference. We were in the first row of the plane, and were able to get off our flight super fast and get to relaxing!
This goes for hotel upgrades too! When we checked in, because we'd made an account beforehand and were members, Mark and I got a better room with patio, and a free drink without asking!
3. Look at alternate transportation options.
The line to get a rental car where we'd reserved was crazy. So many people were lined up at Avis even though we were one of the first from our flight to get there. I think we would've been waiting an hour at least. But because I hadn't paid with my credit card yet (it would've been at pickup) I was able to cancel on the spot without getting charged and Mark found us a cheaper rental for the same distance and dates, at the company next door.
Some cities also have unique ways to get around labeled as excursions. Carriage rides, bikes, or scooters can be really romantic and get you in the most quality time (make each moment count!) before baby comes.
4. Bring clothes for any weather.
I'd looked up weather conditions beforehand, but God will surprise you! A sweater I didn't think I'd need became a staple for overly conditioned airplane interiors and one day it wasn't supposed to get cold but did. If I could recommend one nice outfit, one very comfy maternity outfit, and layering piece set at least, I think you'll be fine.
