One of the reasons why I started this blog is because I wanted to share stories about destinations, culture, and food/drink. Being from Philadelphia, I have many options when it comes to beautiful cities to visit. One of which is Portland, Maine.

If you’ve never been to Portland, I implore you to put it on your list of places to visit. The food, culture, and scenery is top notch and the people are incredibly friendly.

Here are some highlights from my trip.


As I mentioned, the people of Maine are some of the nicest you’ll come across. Everyone is very hospitable and genuinely wants you to enjoy your time in their town. I found myself asking “where’s the best lobster” way more than I should have (Tip: Everyone has their own favorite and it just complicates the decision-making process. Pick one and go with it.)

The culture in Portland also seemed super relaxed. I was there over the Labor Day holiday and I felt like I was on vacation — which doesn’t happen enough! Portland is a small city and a port city, which means when the cruise ship is in town you’ll run into crowds everywhere you look.

Allow me to recommend a side excursion that you can do in a day — Peak’s Island. This small island is just about 20 minutes by ferry from Portland and is used as a vacation spot for many New Englanders. It’s quiet and relaxing. There are a couple of ways to get around — bicycle and golf cart. Be warned, if you’re renting a golf cart, book in advance! We did bicycles and it wasn’t bad at all. Helped us burn off the beer 🙂

Downtown Portland is nice, but there isn’t much to do. Nice architecture though!
Gorgeous views like this are abundant in Portland.
If you have some time, visit Peak’s Island — just a short ferry ride from Portland!

Food / Drink

You’re obviously going to want to get yourself some seafood when you’re in Portland. I recommend going early, like in line at 10-10:30 AM.

My girlfriend and I had a great lobster lunch at J’s Oyster right on the main strip. We chose this spot because it was close to our hotel and the line wasn’t as long. However, multiple locals told me that Eventide Oyster is the place to go.

Be sure to sit outside at J’s. The view is quintessential Maine!
Huge lobster dinner!

If the lobster lines are way too long and you don’t mind eating something non-traditional Maine, we absolutely loved a cozy restaurant/bar called The East Ender located just off the main strip of Portland.

John Patriquin /Staff Photographer; Wed., 4/6/11. East Ender on Middle St. in Portland.

Honorable Mentions

We were only in Portland for two nights so we had to fit in as much as we could. Because of our short time there we weren’t able to hit all of the places we had hoped. Here are a couple of others you should check out:

Have you ever been to Maine? What are some of your favorite Portland tips and tricks?

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Must go places: Holy Donuts–potato donuts that are unbelievable and the best coffee, Sur Lie for dinner, Beal’s for Ice Cream, Fuji for Sushi, and Nosh for burgers.

Stay at the Press Hotel; it’s awesome.


Salvage BBQ, Nosh, Holy Donut, Back Bay Grill, and Flatbread Pizza were all excellent meal choices. Honestly haven’t had a bad meal there as there are so many good restaurants. Take an Uber over to Bissell Brothers to get much better beer than Shipyard.


Next time you should absolutely stop by Standard Baking Company to grab a croissant! Nice and crispy/flaky on the outside and perfectly fluffy on the inside. Their other items are pretty good too. It’s right next to the Hilton Garden Inn – Waterfront but not as noticable from the street since there’s a parking lot in front. Also, if you stop by Fort Williams Park, the lobster rolls at the food truck Bite into Maine are pretty good.


Any hotel suggestions, where we can redeem points?