08/11/2026
The Pitts do Portland! This was our second family vacation to Maine, and although it was hotter than usual, we had a great time exploring The Pine Tree State. 20 pictures in a carousel just doesn’t cover it, but here are the highlights:
-A day trip via ferry to the sparsely populated Chebeague Island with Dave’s sisters and Brady’s adorable cousins. We had lunch at the Chebeague Island Inn, hitched a truck ride with a local and even did some hermit-crab hunting. Such a special time catching up with our sweet Northeastern-based family.
-A day trip via ferry to popular Peaks Island, complete with a delicious lobster roll lunch at Island Lobster Company and revisiting the beach where Dave proposed to me almost 15 years ago (we call that our Maine-gagement).
-A 2-night outdoor Guster Guster’s On The Ocean Weekend music festival at Thompson's Point, where we had the best family-friendly live-music experience under the stars. We took turns helping Brady see the action on stage, and we sang our hearts out.
-So many delicious meals all over Portland, like DiMillo's On the Water, The Highroller Lobster Co., Solo Italiano and standardbakingco, Bom Dia Cafe | Portland, ME and more. The food in Portland is SOLID!
-Riding the historical and peaceful Narrow Gauge Railway along the Portland coast and learning fun facts about the city’s development, while soaking up scenic views.
-Souvenir shopping all over Old Port, Portland and picking up cute mementos.
-Hanging out at Shipyard Brewing Company and seeing Dave’s childhood bestie.
-Keeping it a low-key, nothing-fancy, good old-quality vacation, before we close out summer in a couple weeks.
We’re so grateful for these little getaways and love creating some core family memories we’ll hold onto for a while. And now, it’s back to real life in Charlotte tomorrow!
