Peaks Island You can easily take the ferry to Peaks Island on your own. You’ll be able to pick your own ferry times, and travel as you want. As far as things to do on Peak’s Island, it is not as abundant as if you stayed in Portland. The island is a small neighborhood with an ice cream shop, inn, and walking trails. It is a fun trip if you’re looking to explore on foot. I would not recommend bringing a car as the island is small and there will be nowhere for you to park. You can also check out a few of the beaches on the island and tide pool hop.
Shop, Eat, Drink and Adventure Commercial Street is famous for its shops and restaurants. It was once a commercial fishing street that had bars for the fishermen after their long days. It has turned into a tourism area and a bustling street of business. You’ll still be intermingling with the commercial area with the wharfs and boats on one side, and the shops and restaurants up the hill on the other side. You won’t have to go far to find local seafood that will beat your expectations.
Rent bicycles Having a bike opens up your exploration window in Portland. I must note that the cruise port that you will be dropped at is at the bottom of a hill, and businesses are aligned going up the hill. If you’re looking to bike the Greenbelt or cross over the bay to South Portland bikes are a good idea.
Museums There are several great spots to museum hop in Portland, and you won’t need to uber or take a bus from the cruise port. If you have limited mobility you may want to hop an uber but they all are walkable. Some of the best museums are the Portland Museum of Art, Maine Narrow Gauge Railroad, Portland Observatory, Children’s Museum, and the Maine Historical Society and Wadsworth-Longfellow House.
Uber to a Beach The beaches surrounding Portland are a great place to spend a sunny afternoon. There are several ways that you can get to the beaches, but if you are on a limited time schedule ubering will be the fastest and most time efficient option. The closest and most enjoyable beaches are Higgins Beach and Willard Beach, with Crescent, Ferry, and Scarborough Beach being farther away.
Lighthouses Lighthouses are a major attraction in Maine, and there are a few to view in Portland and South Portland. It would be hard to believe that Portland Headlight is actually in Cape Elizabeth. If you have a cheap excursion opportunity that will bus you to all of the lighthouses that may be your best option. If you’re looking to just see Portland Headlight and have a full car of people, ubering could be cheaper. The lighthouses in the local area are Spring Point, Bug Light, Portland Headlight and Ram Island Ledge. Ram Island Ledge is one that you’ll need to view from Portland Headlight on shore.
Maine Narrow Gauge Railroad Directly outside of the cruise port is the Maine Narrow Gauge Railroad museum and the opportunity to take a ride on the train. The trains run frequently on weekends in the summer and sporadically throughout the week.
DIY Brewery Tour You can grab a beer just about anywhere in Portland, but what makes the area quite special is the amount of breweries in the immediate area. You don’t have to pay extra fees to take yourself on an afternoon tour of the pubs.