Top Kennebunkport How to Get Around in 2026

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.

Explore the rich maritime history of Kennebunkport, Maine, on this small group walking tour. Discover how this charming seaside town evolved from a humble shipbuilding settlement to a renowned summer destination. As you stroll through Dock Square and the picturesque streets, experience the fascinating stories behind the town's bustling shipyards, the people who lived here, and the rise of present day Kennebunkport. Perfect for history enthusiasts and curious travelers alike, this tour provides an insider’s perspective on the cultural heritage of Kennebunkport. - Walk through the scenic streets of Kennebunkport and hear captivating tales - Learn about the town's transformation from shipbuilding to a tourist haven - Ideal for history buffs, families, and those seeking local insights - Tours available from May to October, offering a unique view of the town's past

(For guests 16 and older) Long sandy beaches, rocky coastal crags, sprawling seaside mansions, classic New England countryside, stunning historical architecture — this tour is for intrepid spirits who want to go the distance and see everything. Along this 17-mile loop you'll venture a little bit farther afield than most while still visiting the must-see highlights of the Kennebunks. And don't worry; this isn't a whirlwind tour. Your guide will make sure to allow plenty of time to stop, learn about local history, dip your toes in the ocean, and take pictures. This is a true e-bike adventure, traversing a variety of environments with lots of opportunities to cruise and enjoy the ride. Your well-maintained class 2 e-bikes make it possible without working up too much of a sweat. Never ridden an e-bike before? No worries. If you can ride a regular bicycle, you'll be fine. Your patient and personable guide will demonstrate everything you need to know before the tour begins.

Get to know Kennebunkport better through a fun scavenger hunt activity. Grab a group of family, friends, or co-workers and work together to solve clues and collect objects that are scattered around Kennebunkport. You’ll be supported along the way by a live remote host. See Kennebunkport’s sights, learn more about the town, and get active while having fun.

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.

(For guests 16 and older) 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!

Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of six guests, this exclusive journey allows you to soak in the stunning scenery while learning about the rich history of the area, including the iconic Wood Island Lighthouse and Biddeford Pool. Perfect for all ages, this charter offers a relaxing atmosphere where you can create lasting memories with family and friends amidst the beautiful Maine coastline. Alternative Biddeford Pickup - From Kennebunkport area this location will save 40 minutes of driving.

Every December, Kennebunkport transforms into a coastal holiday wonderland filled with twinkling lights, pine garlands, lobster-trap trees, and merry carolers. Experience the magic firsthand on our relaxed Prelude walking tour through Dock Square, Ocean Avenue, and historic seaside streets. Along the way, you'll hear centuries of holiday lore, local traditions, and stories of sea captains, shipbuilders, and Walker's Point. It’s slow-paced, cozy, and loaded with insider tips and top photo ops.