Walk Kennebunkport’s historic district with a local guide
2 hours
Guided walking tour
Explore Kennebunkport on a 2-hour guided walking tour that starts and ends in Dock Square. Stroll along Maine Street as your guide shares stories from the 18th and 19th centuries and the town’s shipbuilding past.
Gratuity is not included; the industry standard is 15–20%.
ALL tickets without tour insurance are non-refundable and tours run rain, snow or shine.
Wear comfortable walking shoes and bring layers. Bring a bottle of water, and use the restrooms before the tour starts.
Arrive at least 10 minutes early for check-in, and give yourself extra time to get there.
You can park at the Community Parking Lot (free) or the Dock Square Parking Lot (pay per hour).
Dock Square in Kennebunkport
The guides here really make or break the experience, and fortunately most travelers rave about their personalities and expertise. Tyler brings Portland's history to life on walking tours, while AJ wins people over with her humor and local recommendations. Ray and Timothy both get praise for their knowledge and storytelling abilities, though opinions vary on pacing. The oyster and bubbles boat tour sounds particularly special, with a master shucker guiding you through Portland's oyster scene. Tours cover both Portland and Bar Harbor locations, with options ranging from history walks to culinary experiences. Food portions generally satisfy guests, with most leaving pleasantly full from stops featuring lobster rolls, chowder, and other Maine staples. A few travelers felt the tours spent too much time on guide monologues rather than diving into building histories or meeting restaurant owners. The occasional complaint surfaces about pacing or wanting more variety in stops. Overall though, visitors appreciate getting a solid introduction to Portland's food scene and Old Port area, especially from guides who clearly love their city and know where locals actually eat.
Marlene was wonderful and truly felt like we had the best food at each restaurant along the way! Would recommend for anyone + girls trips!
Emma Horath
May 20, 2026
Marlene was wonderful and truly felt like we had the best food at each restaurant along the way! Would recommend for anyone + girls trips!
Emma Horath
May 20, 2026