48 hours in Portland, Maine

Portland, Maine has been at the top of my “to travel in the US” list due to it’s coastal view and of course, Maine Lobster.  Or, I should say, lob-STAH.  We planned a big road trip through the Northeast to Eastern Canada and it was full of delicious food, hikes, and exploration.

Road Trip

Our road trip started in this quaint, foodie town and we had the best time.  It was jammed pack of eating and activity, just how we like it!  We had less than 48 hours here, and we did as much as we could!

We arrived Thursday late afternoon and left Saturday at noon.  Here’s what we did, and my tips for your own trip!  (Find the usable map below!)

Day 1 evening:

Lobster tour with Lucky Catch Cruises

We LOVED this tour– the staff were so friendly and knowledgable and we got plenty of interaction with the lobster catching.  We were a little hesitant that this would be too “kid-tailored”, but we loved it!  With a max of ~15 people/tour, it’s a very hands-on experience and very fun.  We got to bait the lobster traps, fish out the traps, measure the lobster and hear a bit of history!  At the end of the tour, we bought 2 lobsters (around $7 each), and got them cooked next door for dinner.  Definitely make a reservation with Lucky Catch!  Cruises are $30/pp.

Lucky Catch Cruises | Portland Maine | thefreshfind.com

Lobster dinner at Portland Lobster Company

You can bring your lobsters from the tour to this restaurant and they will cook it for you!  It depends on the weight, but ours were about $10 each, and came with corn and a baked potato/fries.  We grabbed a few local beers and enjoyed our full lobsters on the deck!

Portland Lobster Company | Portland Maine | thefreshfind.com

Portland Lobster Company | Portland Maine | thefreshfind.com

Beer at Novare Res

A super chill place to grab a beer and hang on the patio.  We enjoyed a few local beers and some live music!

Dessert and drinks at Bar Chocolate

I’m not even a sweets person, and we found ourselves at this place twice.  They have delicious sweet martinis– I got the Mocha Martini (vodka, kahlua, chocolate and espresso).  It was SO good.  It was boozy, sweet and had a chocolate rim.  We also got a house coffee and a monster slice of their Chocolate Amaretto Almond cake.  The perfect place to grab one last drink after dinner and a bit of sweets!

Day 2:

Breakfast part 1 at Standard Baking Co

The next day, we went all out.  Vacation mode. Eating mode. Full force.  We had a 3-part breakfast, starting at Standard Baking Co.  The bread… THE BREAD.  Ugh SO good, I wish I could sit in a bathtub of their fresh bread.

Knowing we had a few places to eat at, we only got the morning bun and a flaxseed roll.  I could have eaten a whole dozen of those flaxseed rolls.  Extremely fresh bread and pastries are a must to start the day.

Standard Baking Co | Portland Maine | thefreshfind.com

Standard Baking Co | Portland Maine | thefreshfind.com

Standard Baking Co | Portland Maine | thefreshfind.com

Breakfast part 2 at Holy Donut

With all the hype, we couldn’t leave town without trying Holy Donut.  A little sweet for me, but my sweet-toothed boyfriend loved it. They had so many different flavors like pomegranate, sweet potato ginger, toasted coconut, and the classic maple!

Holy Donut | Portland Maine | thefreshfind.com

Breakfast part 3 at Marcy’s Diner

We needed a bit of protein for our morning, so we decided to hit Marcy’s Diner, a classic, cash only diner, we enjoyed a classic egg breakfast with their grilled blueberry muffins.

Bike ride to Allagash Brewery

After having a 3-part breakfast, some exercise was necessary.  We hopped on some bikes and rode out to Allagash Brewery.  It was a bit of an industrial bike ride, I wouldn’t recommend it for everyone, but we enjoyed the exercise.  Plus, you get free beer samples at Allagash.  That’s right, FREE!  You get a flight of 4 beers and you can buy some to go.  Unfortunately, we weren’t able to take some to-go because of our bikes, but I didn’t need anymore :)

Allagash Brewery | Portland Maine | thefreshfind.com

Allagash Brewery | Portland Maine | thefreshfind.com

Seafood at Fishermen’s Grill

On our way back to town, we stopped at Fishermen’s Grill for these monster scallops.  Fishermen’s Grill is a small joint along the road and we were a little surprised by the prices.  However, after much debate we went big.  We got the jumbo lobster roll with the grilled scallops.  $65 spent, but every bite was so so delicious.  Easily the best scallops I had on the entire trip.

Dinner at Duckfat

Duckfat was another place we couldn’t leave town without eating at.  Duckfat fries are a must (obvi), and get the truffle ketchup to go with.  Also try their sandwiches.  It’s a small joint, but not very expensive for quality food!

Duckfat| Portland Maine | thefreshfind.com

Day 3

Farmer’s Market at Deering Oaks Park

Before leaving town, we stocked up on some fruits and veggies for the road trip.  Loads of fresh veggies, fruits, and you can’t leave town without some Maine blueberries!

If you are looking for a weekend getaway, you must put Portland, ME on the list.  We couldn’t hit everything on my list, but we loved walking around the adorable city, seeing the coast, eating lobster and loving the food!


Here is a usable map of the places we visited!  If you have any questions for your upcoming trip, please contact me!

Portland ME Map

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