We spend so much time in Maine outdoors. It helps that BBH is rated one of the top most dog friendly towns, too. Barrett's Park - not much of a hike, but a nice walk from downtown Boothbay. Great place to get right up along the edge of the water. Frankie loves looking for little sea critters at low tide. Ocean Walk - a bit of a drive away over in East Boothbay, but full of the most picturesque rocky beach lines. Boothbay Regional Land Trust - You cannot go wrong with any of the trails maintained by Boothbay Regional Land Trust. They are well maintained, well marked and vary in difficulty. Looking for something easy? Sam and Rachel love the Oak Point Farm Trail in all seasons. Looking for a bit more of a hike? Check out the Linekin River and Burley Loop.
Walking the streets of Boothbay Harbor and popping from shop to shop is one of the best ways to pass time in Boothbay. You can’t go wrong stopping into any of the shops, but here are some of our top ones. Sherman’s Bookstore: Souvenirs, puzzles, games and books on books on books. Sam and Rachel cannot go to Boothbay Harbor and not go to Sherman’s. Life is Good Store: Chances are you have seen Sam and Rachel in their matching Boothbay Harbor Life is Good hats, pop in, grab one for yourself and join in on the fun. Salty Dog - your pup deserves a souvenir too. Pop into Salty Dog! Frankie’s recommendation for this list! Eventide - Fun fact, Sam had never sampled olive oil at a shop pre meeting Rachel. Now he understands the delicacies in life. While it wasn’t at this shop, it was in Maine on the way to Boothbay Harbor. We love this little shop. Filled with olive oil, snacks and treats, kitchen goods and wine.
Sam and Rachel’s favorite place to wait out a coastal Maine rainstorm. Many games of Bananagrams have been played at Footbridge Brewing, and the beer is pretty good too.
Hop on this free trolley for a full tour of the Boothbay Harbor region. The tour takes about an hour, and you will get to see landmarks and learn more about the history of the town.
Hop on Capt’n Fish’s cruises and explore the waters of Maine. Ranging from puffin or whale tours to lighthouse tours to trips to Squirrel Island on the mail boat, you truly can experience so much. Sam and Rachel’s tip is to sit next to the speaker so you can hear all the fun facts! Note: there are a few other companies in town that offer the ability to get out on the water including sailing, private fishing charters and more.