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18 (Awesome!) Things To Do in Portland, Maine

Portland Head Lighthouse, Fort Williams Park - Things to do in Portland, Maine

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There are so many fun things to do in Portland, Maine. I was really wowed by the city, and fell instantly in love (even though it rained most of the time!). Portland is the largest city in Maine, and I was really surprised by how charming it is.


Portland is referred to as the “city of the sea” and it has a plethora of cafés, bars, historic homes and cobblestone street. Complete with redbrick warehouse buildings and Victorian mansions, Portland is super trendy and lively. For being such a small city, it definitely does not lack in tasty eateries and boutique shops.


If you’re wondering what to do in Portland, Maine, look no further. Here’s 18 awesome things to do in Portland, Maine, enjoy! 🙂


Things to do in Portland, Maine - Congress Street


18 Awesome Things To Do in Portland, Maine


Do you need a hotel for your trip to Portland? Check hotel rates here.


1. Portland’s Head Lighthouse

Portland’s Head Lighthouse is famous, and for good reason. It is extremely picturesque. The lighthouse is located on Fort Williams Park, this is the perfect spot to set up a picnic and enjoy Maine’s gorgeous seaside views. Also, be sure to check out the ruins of a 19th century fort.


For more of a splurge, you can even charter a vintage lobster boat and see the lighthouse from the water!


If you really love lighthouses, you may be interested in this full day Maine Lighthouse Tour. One of my favorite things about visiting Portland was exploring all of the lighthouses and this tour is perfect for that. It starts in Southern New Hampshire and explores Maine’s gorgeous coastlines with an experienced guide. It even includes sampling locally made products and dining on Maine lobster, which is really awesome.  


Things to do in Portland, Maine - Portland Head Lighthouse, Fort Williams Park



2. Grab a Donut at The Holy Donut

The Holy Donut is famous in Portland! These handmade donuts are made daily with all-natural ingredients. There are at least 16 delicious flavors available a day, including maple bacon, coffee cake, and chai glazed. #yum


Things to do in Portland, Maine - The Holy Donut


3. Explore the Old Port

The Old Port is the historic heartbeat of Portland. I loved this area! Here you can expect to see 19th century red brick buildings, gas lanterns, and cobblestone streets.


There is so much to do in this area, it’s honestly best to just wander around and explore. Dive into some fresh seafood, go to a local microbrew, shop at the designer boutiques, or splurge on nautical themed clothing.


Things to do in Portland, Maine - Old Port


4. Take a Narrated Tour aboard a Vintage Fire Engine

This is possibly the most unique way to see any city! Portland offers a 1-hour sightseeing tour on a classic fire engine. With this tour you’ll see picture-perfect lighthouses, unmatched views of the coast, and a live narration of the city. The narration is really what’s amazing since you get to discover Portland’s rich history. 


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Things to do in Portland, Maine - Vintage Fire Engine Tour


5. Eat Lunch at Public Market House

The Public Market House is the perfect spot to break for lunch. The idea behind the Public Market House is to create an in-town public market by providing a community gathering place that celebrates Maine people, food and agricultural traditions. Some great spots are Maine Beer & Beverage Co.Big Sky Bread Company, and Maine Squeeze.


Things to do in Portland, Maine - The Public Market


6. Go Kayaking

Another favorite is taking a sea kayak tour around Maine’s beautiful coastline. This sea kayak tour is also located in Brunswick, Maine because the Casco Bay is perfect for sea kayaking!

Sea kayaking is an easy and fun water activity that’s perfect for all ages, no experience needed. If you’re lucky, you’ll even see a seal. ? See here for tour details and current price.


Things to do in Portland, Maine - Portland sea kayaking tour



7. Eat Clam Chowder

To be completely honest, I was expecting lobster bisque to be all the rage in Maine. It turns out, clam chowder is everywhere, and it was excellent. 🙂


I tried it (almost) every day, and I was never disappointed. 


Things to do in Portland, Maine


8. Take a Portland Bike Tour

I am honestly a sucker for a good bike tour, they’re so fun! Check out this link to find some amazing tours and routes. Some of the most enticing for me were the Lobster Roll Tour and the Lighthouse Bike Tour. 

Portland, Maine Bike Tour


If you enjoy jogging you can also go for a jog along Back Cove Loop. Back Cove Loop is one of Portland’s most popular paths, and it conveniently provides great views of the water and city.  


9. Eat a Lobster Roll

You seriously HAVE to do this. Eating a lobster roll is a must.


Like, they are a New England food staple!


There are many places to eat a lobster roll, but Portland Lobster Co. is super popular and a great place to go. The location is also perfect for tourists! You can enjoy your lobster roll with a seaside, harbor view.


Things to do in Portland, Maine - Portland Lobster Co.


10. Go Whale Watching

Whale watching is a seasonal activity, generally from end of August – Mid October. A great company to go with is Odyssey Whale Watch, however make sure you book in advance.


Things to do in Portland, Maine - Odyssey Whale Watching


11. Portland Museum of Art

For such a small city, Portland carries some big names at the Portland Museum of Art. Founded in 1882, the Portland Museum of Art has a fantastic collection of American artists. Most notable Maine artists are Winslow Homer, and Edward Hopper. They also carry Andy Warhol, Claude Monet.


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12. Take a Portland Brewery Tour

Portland also has an amazing micro-brew scene. You may have heard of some of the super popular ones like Shipyard, Allagash, and Rising Tide Brewing Company. 


You can find local brews in the restaurants and bars, however for a way more fun experience I would highly recommend taking a beer tour.


Below are some of my favorites:


13. Explore the Vintage Shops

Portland, Maine has a great collection of vintage shops! I some awesome finds such as fur coats (or coats in general), cowboy boots, and unique jewelry. Most of the vintage shops are located on Congress Street, but two favorites were Moody Lord's and Haberdashery


Things to do in Portland, Maine - Vintage Shops


14. Do an Escape Room

Wanting to do something different and exciting in Portland? Why not participate in an Escape Room! Use teamwork to solve problems, find clues, and solve a series of puzzles to escape the room.

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15. Go to the Green Elephant for Vegan Food

If you’re a vegetarian or vegan, definitely check out the Green Elephant. Here you’ll find an assortment of Asian-inspired vegetarian dishes. Some yummy dishes are rom tempeh curry and noodles with vegan duck.


16. Have a Snack at Bam Bam Bakery

Bam Bam Bakery is the perfect spot for coffee and a snack. The baked goods were created with the discerning palate in mind. Besides coffee, there is an assortment of gluten-free breads, desserts & cafe items, including vegan eats.


Things to do in Portland, Maine - Bam Bam Bakery


17. Take a Tour of the Tate House Museum

The Tate House Museum is Greater-Portland's only pre-Revolutionary home still open to the public. Come take a tour of this lovely 18th century home where an experienced guide will lead you through the home for about an hour and a half.  


Things to do in Portland, Maine - Tate House Museum Tour


18. Eat a Whoopie Pie!

Prior to my visit to Portland Maine I had no idea how popular whoopie pies were.


Honestly, they are like, a big deal in Maine.


Funny story is that they were invented in Maine, however apparently Pennsylvania also claims to have created the whoopie pie, too. #awkward


If you don’t know what a whoopie pie is, they draw comparisons to an oreo cookie...but better! But basically they are cream-filled chocolate cakes however in Maine they come in many flavors! Check out Two Fat Cats Bakery for some delicious flavors.


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Note: If you're in Freeport, definitely go to Wicked Whoopies for a vast array of flavors such as oatmeal cream, strawberry, and orange creamsicle.


Things to do in Portland, Maine - Wicked Whoopies, Whoopie Pies


I absolutely loved my visit to Portland, Maine and I know you will, too! You'll find there are lots of things to do in Portland, and I hope this post helped you plan your itinerary. 🙂

Read More

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Portland Head Lighthouse, Fort Williams Park - Things to do in Portland, Maine


What would you add to your “things to do in Portland” list? Love to know in the comments below!


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I’m Tiffany, a travel lover, small business owner, and expert-level cat cuddler. Sharing the love of Jesus is one of my favorite things ever, hence why I started this blog! You’re gonna find loads of goodies on this site, but one of my fav’s is my brand spankin’ new free ebook on your identity in Christ. Cut to the chase – Jesus thinks you’re pretty cool – but my ebook explains just how cool you really are. It’s kinda amazing.

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1 Comment

  1. Jenn

    Great suggestions. I love Portland. I also recommend taking the ferry to Peaks Island and riding around in golf carts.


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