Top Kennebunkport Historical Tours

Planning your first day in the Kennebunks? As you cruise along this 10- to 12-mile loop, you'll stop to visit all the can't-miss scenic and historic sites in town — and a few lesser-known gems, as well. Your local guide will entertain you with larger-than-life tales and fascinating historical facts while allowing plenty of time to snap photos and absorb the breathtaking coastal Maine vistas. From start to finish, this tour is pure, effortless joy aboard our well-maintained class 2 e-bikes. Four pedal assist options tailor the experience to your physical ability level, with an optional throttle for those moments when you would rather not pedal at all. If you've never ridden an e-bike before, no worries. Your patient and personable guide will demonstrate everything you need to know before the tour begins and will continue to check in on you throughout the experience. The vibe on this tour is relaxed, informative, and, most of all, fun!

Strange tales from haunted homes and hotels abound as does mysterious maritime history. The supernatural stories of this community feature roaming spirits, Spiritualist seances, and a poltergeist. You'll also see the supernatural side of celebrities who summered in the Kennebunks, including Booth Tarkington and Margaret Deland, and fathom the seafaring yarns of haunted lighthouses, dire premonitions, ghost ships, and sea serpents.

Your local guides are home gardeners sharing their passion for plants, and eager to share a wealth of information on their hometown. We will begin and end in Dock Square and walk approximately 2 miles over 1.5 to 2 hours on flat terrain. There are benches to sit for a spell along the route and a little garden gift for all as we finish. This tour is entirely outside and we will seek shade during hot days wherever possible.

This 10-mile non-electric bicycle tour includes stops at all the scenic and historical highlights of the Kennebunk and Kennebunkport areas. You’ll get up close to a 19th-Century shipbuilder’s home, view breathtaking seascapes, tour a stunning seaside chapel, marvel at the sweeping compound of two American presidents, and gaze at a classic Maine lighthouse — among many other points of interest. The route itself is worth the ride: one of the most iconic coastal byways in Southern Maine. All your guides are locals, with deep knowledge of the region’s history and culture and a gift for storytelling. We love talking about this area, and we will be happy to answer any questions you might have along the way. The bikes themselves offer pure, human-powered, eco-friendly enjoyment — maintained to the highest standards by expert mechanics. You can choose from an 8-speed cruiser bike with swept-back handlebars or a sportier hybrid. Smaller bikes are available for younger participants.