Earlier this summer, we visited Portland Maine for the first time. I made of list of things to do in Portland Maine with teens and kids this summer. I fell in love with the state of Maine a few years ago on our first trip to Ogunquit and it’s been our summer New England vacation spot since. There is just something about Maine in the summertime that I find to be beyond quaint and charming. It is one of the most peaceful and relaxing vacations I’ve ever experienced.
Earlier this year, I was invited to visit Portland Maine and experience all that Portland has to offer but as many of you remember, I fell the week before I was supposed to fly out. I savagely dislocated my elbow and flying was not an option. Luckily, my family was headed to our annual Boston trip in June so I knew I had to get to Portland check it out. I was not disappointed.
Disclosure: I was hosted by Visit Portland for some of this trip so that I could experience some of the local flavor of Portland Maine but all opinions are my own.
We stayed in our first ever Holiday Inn By the Bay. It was right in the heart of Portland with a breathtaking view of the Casco Bay from our rooms. Yes, rooms, for the first time ever we got adjoining rooms with the girls and, parents (if you haven’t tried this yet) GAME CHANGER!!!
READ ALSO: Everything You Need to Know about the Disney Dream Cruise
Here we were with this beautiful room, with a gorgeous view and the most comfortable bed I’ve ever slept in (and I’ve slept in a lot of hotels over the years through my travels) and my girls are safely right next door. We left the door open (mostly) but there was the option to close it. Best of all, no sharing the television or listening to bickering. It had to be one of the most relaxing stays we’ve ever had in a hotel.
Also, though we were only a short walking distance from old Portland ( a quaint and fun walking area full of shops and restaurants) the Holiday Inn Express offered free shuttle rides to and from any Portland area destinations we wanted to visit. Mostly we walked but having the option at night after dinner, when the girls were exhausted, to be picked up and taken back to our hotel was awesome. It was also nice to get that time to chat with the driver, a local, and get recommendations for places to eat and things to do. He was super helpful and kind, as were all the staff at the Holiday Inn Express.
Here is my list of things I think everyone who visits Portland Maine should check out
These schooners are a part of history and they are so quaint and charming. I had never been on one before. Seeing the sunset over the water is breathtaking. The crew is kind, engaging and entertaining. The ride is smooth and it’s hard not to feel relaxed and free on this sail. I recommend for anyone who wants to enjoy life and be present in the moment. You definitely don’t want to miss this moment. We went with our tween and teen girls, I would definitely suggest taking a small picnic to eat and if you want to make it a romantic evening with your favorite guy or lady bring along a cheese plate and some wine or champagne and watch the sunset with your favorite person.
So much awesome information and history. You get a complete historical tour of the entire town and bonus, you get to take a bus into the cove. My favorite part was learning all about Portland from our knowledgeable and good-humored tour guide. It was especially nice because it was our very first trip to Portland and we didn’t know a lot about the area. It was interactive and a lot of fun going through the town as the tour engaged with the people of the Portland. My only suggestion would be to make sure that you wear the provided life vests when you enter the cove as a safety measure in case of bad weather. The day we took our tour the weather was calm.
I love lighthouses. If I’m near a coast, you can be sure I’ll find the lighthouses. Cape Elizabeth is the home of Portland Head Light. Situated along the spectacular shores of Fort Williams Park. The Park is open year-round from sunrise to sunset. Aside from being cool to look at the Portland Head Lighthouse is surrounded by beautiful trails, cliffs and photo ops galore.
Holy ish batman! Who knew potato donuts could be this delicious? Who knew there was such a thing as potato donuts? They are definitely worth the wait. They are delicious. If you ever find yourself in Portland Maine, you must get yourself a hoy donut. Your taste buds will thank you.
The Porthole Restaurant and Pub
Fish and Chips and live music. The staff is friendly and helpful. They have the best fish and chips I have ever tasted and on Friday nights, it’s bottomless fish and chips. Also, live music on most nights. We loved it so much we had it twice.
Maine blueberry pancakes and the charm of old Portland is what I ordered and exactly what I got! Becky’s Diner was featured on Guy Fieri’s Diner’s, Drive-ins and Dives. I had heard that Becky’s was a local must and when I showed up, the line didn’t lie. Thankfully, the staff at Becky’s is not only great at making delicious food, they are on the ball. They have great personalities and know how to get people in and out of booths with great customer service.
I am a pizza connoisseur and the pizza at Flatbread Company is next level. Made with all organic and locally sourced ingredients, this is definitely farm to table pizza. And you can taste the difference. They know food and they put twists on old favorites that I was pleasantly surprised by. I am a green pepper on my pizza kind of gal. When I tried to order it, I was informed that there was no such thing available there but they do put red pepper on pizzas so I tried it. OMG, so much sweeter than regular green peppers. Took my pizza experience to a new level. Also, they have a summer salad that is out of this world.
Oh EMM GEEEE! My girls ( and the Big Guy and I) love ice cream., frozen custard and gelato. Frozen treats are our weakness. In fact, if you have followed the TRUTH for any amount of time, you will realize I almost always seek out and find the best pizza and ice cream/frozen custard/gelato place in every single vacation destination we visit…ever. We try them all, I just tell you about the best. Gorgeous gelato in Portland Maine is an authentic and delicious gelato destination that offers a large variety of flavors to try.
Did I mention that Portland is a foodie heaven??? So many great food options and lobster to be eaten any way your heart desires.
READ ALSO: Vacation 101: We’re not the Griswolds but We Play them on Vacation
There was so much to see and do that we definitely did not get to see and do it all in 4 days but I look forward to visiting again soon with my family and exploring some more. There were so many delicious nooks and crannies, corners to turn and cobblestone roads to explore to this quaint and adorable coastal town. When you are in Portland Maine, the people are so friendly that you truly feel welcome and relaxed. It’s the perfect place for a summer getaway with your family, your teens or just you and your partner. Portland offers something for everyone.
Have you been to Portland Maine?
What are your favorite things to do in Portland Maine this Summer?