Portland, Maine


Recommended hotel in Portland: Hilton Garden Inn – Jetport.

We flew in to Portland on the southern edge of Hurricane Dorian. Dorian had turned away from the coast of Maine and headed for Nova Scotia. Fortunate for us, but not fortunate for Nova Scotia. The skies were dark and dreary as we approached the Portland International Jetport. Luckily, the clouds cleared by the time we picked up our rental car, and the weather turned out perfect.

Remnants of Hurricane Dorian and islands off the coast of Portland

This was our second visit to a New England state, however, it was our first visit to Maine. What an incredibly beautiful state! Hop on board as we start our latest road trip with a few of the sights in Portland.

Taken from the dirty window of our plane. The brown and white yacht located in the upper center-left of the picture was for sale. We were told that it costs $45,000.00 just to fill its gas tank!
Another dirty plane window picture: cruise ships. Port of Call, Portland, Maine. (Keep scrolling. We promise the photos get better.)

Our first stop was the Old Port section of Portland. As we found with other ports in Maine, this one was alive with throngs of people (we even saw a wedding!) and parking was limited and costly. There happened to be three cruise ships in port on our first evening in Portland. When the cruise ships are in port, there are large crowds, but we didn’t let that stop us.

Long Wharf

IMG_7000 (1)At the end of Long Wharf is a restaurant called DiMillo’s on the Water. We loved DiMillo’s so much that we ate there on our first night in Maine (fresh sea food, of course) and on our last night, too. Originally a car ferry, the floating restaurant has been beautifully redone and is anchored next to the marina. They have THE BEST clam chowder we have ever tasted. We even asked if they could ship to Texas! (Sadly, they couldn’t.) The other food we had there was excellent, too. 

The Old Port area has lots of restaurants and shops that stay open a little later to accommodate the cruise ship passengers and other tourists.

Old Port Street View

Note the cobblestone street in the image above. The first permanent settlement here was established in 1633! Obviously, there is a lot of history in Portland, but we will let you delve into the research yourself.

Another Old Port street view

One unlikely bit of history sits right on Long Wharf…

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Three panels of the Berlin Wall
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Portland Lobster Company and some of the buildings on Commercial Street along the waterfront
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Watery Reflections

Portland is also home to the Portland Head Light, located on Cape Elizabeth which is on Casco Bay in the Gulf of Maine. (Quite an address, huh?) The Portland Head Light was commissioned by George Washington and first lit in January of 1791. It is the oldest lighthouse in Maine.


Today, the light is still an important beacon and also utilizes a (loud) foghorn to warn ships away from the rocky coastline. The US Coast Guard maintains and operates the light, while the grounds and light keeper’s house are owned by the town of Cape Elizabeth. A small museum is also located on the property, which sits next to a park where the remains of Fort Williams can be seen.

Portland Head Light
Commemorative plaque on the side of the keeper’s house (1965)
Cape Elizabeth’s rocky shoreline and a view of South Portland

In addition to the rocky coast, the entrance to Casco Bay also has several rocky ledges that sometimes are visible and sometimes are covered by shallow water. One of these ledges, Ram Island Ledge, is the home to another lighthouse that is just a few hundred yards from the Portland Head Light.

Ram Island Ledge Light

(Note the lobster trap buoys dotting the water in the background.)

The Ram Island Ledge Light was first lit in 1905, and was in use for about 100 years. It was added to the National Register of Historic Places in 1988. In 2010, the defunct light was put up for public auction. We believe the light is now the private property of an area doctor. Interestingly, this light supposedly has a twin that is located near Boston.

That’s going to do it for our highlights of Portland, Maine. Come back again for more exciting destinations, road trips, and RVing tips and tricks. We will be covering more of our 1,200 mile, three state, New England road trip in future posts, so stay tuned!

Until the next trip…

Travel safe, travel smart, and we will see you down the road!

Mike and Kellye

Badwater Basin

As always, we strive to be as accurate with our information as possible. If we made a mistake, it was unintentional. (Hey, we’re only human!) We aren’t paid for our recommendations, and we only recommend our own tried and true vendors and venues. Our suggestions are for places that we’ve heard good things about but haven’t visited personally, and our opinions are our own.