Live on the east coast and you need a super fun, quick getaway (if you don't mind flying)? The Boston area is excellent. We had been to Boston before but not with a toddler. So this trip was focused on family fun. We flew JetBlue, hoping to make our trip as comfortable as possible. Carry-on with a toddler that is not an easy option. We checked bags so we would not have to do a juggling act. Don't forget your car seat or your stroller (JetBlue checked it for free).

Our trip to Boston took us on an adventure of fun. Well, first off, into horrible traffic… then fun. Here is a quick rundown of our trip.

Boston, Massachusetts


Oh the city, after living in Seattle for ten years, I was missing the hustle, noise, and robust public transit. It was refreshing to be in the mix with all the Bostonians. First off, grab a CharlieCard so you can ride the T (subway) or bus. Our first stop was the Boston Public Garden for the little one to burn off some energy. A short time on the playground, a splash in the Boston Common Frog Pond. Note: Always carry an extra outfit for the little ones. We saw multiple splash parks around the city.


We also took a ride the Swan Boats, a must, especially if you have read Make Way for Ducklings by John Robert McCloskey. Next, we visited the Faneuil Hall Marketplace (Quincy Market) which leads me to one of my favorite shoe companies John Fluevog. My minimalist mode was in full effect as I cruised through the store, and I managed to avoid making a purchase.

Andover, Massachusetts


Oh my, we had such a lovely time in Andover away from the city.

Two awesome stops for breakfast or coffee is Shawsheen Luncheonette and Cafe Nero. If you have time to sit down for a meal, the Shawsheen Luncheonette is great. It’s a busy small town diner, so expect a wait. Staff was friendly, and the food was excellent. Cafe Nero is a great place to grab a quick breakfast. I had a yummy ham & cheese croissant and a Cortado, which were delicious. Then, we visited a cute farmers market, explored the shops and found a charming bookstore called Hugo Bookstore. Great selection, and a room filled with children books.


Another find in Andover with a family-friendly atmosphere was Oak & Iron, a brewery with a great selection of beer and fresh hot pretzels on the menu. Around the corner from the brewery, don't miss the neat little shop called Mak & CO., an excellent place to find something special for the home or your wardrobe. They carried a small selection of clothes from Femme Boutique, which produces super cute clothes at reasonable prices. My minimalist mode was still in full effect, for I did not open my wallet to purchase one clothing item.

Both locations are located in a historic mill (Abbott Mill) overlooking the Shawsheen River. A great place to get some cool photos.

Ogunquit, Maine


We took a short road trip up to Maine, to a cute little town, with lots of character on the coast: Ogunquit. We took a walk on Marginal Way to the beach and back for lunch in Perkins Cove. We had lunch (of course Lobster Rolls) and rested. Then off to explore shops, have ice cream, and people watch. Next time, I plan on venturing further north to Portland, Maine.

So that wraps up the trip. We got to the airport early to grab a bite to eat and have a beer before the flight to calm my nerves. Flying is not my favorite form of transportation. We decided to end the trip with a burger from Wahlburgers.

This was definitely fun, and we will be back. Maybe next time, I’ll leave the little one with family. Let me know on twitter if you found something fun in this area that I should check out next time.

*This site does not use affiliate links, which means no commission is earned if you make a purchase via the link go directly to the vendor’s website. All the items on this blog post were purchased with my own money and are not sponsored. Just sharing our family vacation experience and hope you will be inspired to start planning your family vacation.*