Boston · COASTAL MAINE AND KENNEBUNKPORT DAY TRIPS
23 tours
Good coastal maine and kennebunkport day trips fill up fast around Boston, and the great ones fill up first. The 15 best are below, with current prices and what separates them, so you can book before the calendar closes.
Boston hotel pickup to the Kancamagus Highway, North Conway lunch, Mount Washington views, and Old Man on the Mountain photos.
“Matt was a great guide! He knows the area well and made the trip fun and informative for everyone in the group!”
Boston to Kennebunkport day trip with Nubble Light and Marginal Way, plus optional Kennebunkport trolley for waterfront views.
“We loved it. Lucia was our driver/guide. Lot of ground covered. She gave us a lot of information . Some of the stops we wish we had more time. Trolley tour was great. Wish there was better map in Kennebunkport.”
Walk 200+ years of Kennebunkport history on a small-group tour, visit historic homes including Knott House, and learn with expert guides.
“Great tour guide! Easy to understand and hear. Tour was great as well! We enjoyed going into two homes and the chocolate was a bonus!”
2-hour catamaran sail from Saco with Captain Nils, lighthouses, wildlife spotting, and a small group. Bring snacks for easy comfort.
“Terrific morning with friends. The captain and crew were welcoming and knowledgeable. The cat is terrific. We went out on the ocean and then on the river. Highly recommend it.”
Boston to Kennebunkport with scenic NH and Maine stops, a Portsmouth break, and optional lobster tour, plus hotel pickup.
“This was a great tour , mostly because of our guide , Matt. Very informative and added lots of color to the stories. I enjoyed the ride along the coast and the stops to Kennebunkport. I was underwhelmed by the town . But was glad I took the tour”
Escape Boston for a full-day Maine coast route with Nubble Light, Marginal Way views, Kennebunkport time, and an optional trolley for Walker’s Point.
“Going to more than one area of Maine and having the additional Trolley tour included was really helpful. Our first stop was a little rushed but this was a new stop so I guess we were Guinea pigs… but as the tour started at 7:30 no one is gonna only want a cake we all need a proper breakfast by 9 definitely…. So maybe add another 10 minutes on that stop …”
2-hour sail from Saco to Wood Island Lighthouse, Saco River, island stops, and Old Orchard Beach for sand and tides.
“They canceled at the last minute and didn’t call or text so we drove an hour to the dock without reason. Because they canceled so late, we were not able to book an alternative experience.”
Join a small-group Kennebunkport walking tour from Dock Square to Union Square, with shipbuilding stories and a sweet treat at the end.
“It was very enjoyable, a lovely relatively easy walk through town. So much interesting history about people, shipbuilding, and architecture. Our group of 5 thought it was a great way to explore Kennebunkport! Beth was a wonderful ambassador!”
Kennebunkport’s haunted ghost walking tour blends coastal Maine legends with eerie maritime tales, guided for $34 and 90 minutes.
“The guide was colorful and gave lots of detailed stories. We thought we could visit some haunted places, would have been nice.”
Kennebunkport lunchtime food walk with Marlene, Maine chowder, lobster, whoopie pie, craft beer, and waterfront views in 2.5 hours.
“Marlene was an excellent guide. She was passionate and knowledgeable about her town and state.”
A 90-minute Kennebunkport ghost walk mixing local history, paranormal lore, and standout storytelling along oceanfront streets and landmarks.
“Be prepared to marvel at the stunning buildings and homes while learning some interesting details from their past’s!”
Golden Hour Escape is a private 2-hour Maine sunset sail near Kennebunkport, with wildlife, lighthouse sights, and Old Orchard Bay views.
“They were so professional, made us feel safe and spoiled! Highly recommend this company and trip! A must-do if visiting Maine!”
A private 7-hour day trip from Boston combining Hammond Castle Museum and Salem’s best witch-trial stops, with guided insight and easy transport.
“A great tour of the Hammond Castle and Salem. Our guide was phenomenal and told us many wonderful stories. Overall highly recommended.”
Private 6-hour Salem and North Shore day trip from Boston with scenic Gloucester and Rockport stops, flexible guide, and hotel pickup.
“Martin was our incredible host for this day long tour. Our family learned so much and had a great time on this tour of Salem and the North Shore. After visiting the Salem Witch Museum, Martin gave us even more history about this time period. We also bought a few chocolates and candies from the country's oldest candy shop. Martin shared a local seafood place for lunch and we enjoyed chowder and crab cakes. We finished up with seeing some beatiful sites with some local shops. Side note: We had a place picked out for dinner. Martin shared that due to current tunnel construction, it would be very difficult to…”
A 2 to 3 hour Kennebunkport food walk with smoothies, clam chowder, lobster sliders, beer samples and macaroons, with lunch included.
“Great experience overall and ALOT of food. Definitely go on the tour hungry. Nice sprinkling of town history so would note suggest doing BOTH the history walking tour and the foodie tour. One will suffice”
