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Kennebunkport

Small group activities

Our most recommended Kennebunkport Small group

Kennebunkport: Historic District Walking Tour

1. Kennebunkport: Historic District Walking Tour

Visit a traditional New England town and get transported back to the 18th century on a lovely leisure walk. Join a local expert on a guided stroll through the historic district to learn about the traditional homes and the many public and private gardens. Take in the quaint facades of sea captains' homes dating back to 1798 while your guide shares stories of the former residents of Kennebunkport. View the public gardens maintained by the Seacoast Garden Club as well as private gardens and hardscapes meticulously cared for by their owners. Hear stories of the past and present gardens while discussing all kinds of botanicals, shrubs, trees, and flowers. End your walk with a visit to 'Ganny's Garden', fashioned after a needlepoint carpet and dedicated to the late First Lady Barbara Bush.

Kennebunkport: 2-Hour Historical Walking Tour

2. Kennebunkport: 2-Hour Historical Walking Tour

Step into the quiet neighborhoods of the first residents during this 2-hour guided walking tour through the historic district of Kennebunkport, Maine. Learn from your local guide about the interesting history of the town as well as amusing anecdotes from the days of being a flourishing shipbuilding town. The tour begins at the Dock Square and will immediately take you back in time to the thriving shipbuilding days of Kennebunkport, Maine. Stroll along Maine Street and weave your way through side streets, seeing the homes of the shipbuilders and merchants of the late 18th and early 19th centuries. Your expert guide will tell you the fascinating history, fun stories, and interesting facts of the area. Learn how “Poor Arundel” as it was known in 1743, become one of the wealthiest towns in Maine by 1810 and what happened at the Customs House during the shipbuilding era in the 1800s.  The tour ends back at Union Square, bringing you full circle. A local treat will be provided to sweeten the rest of your day in Kennebunkport.

From Boston: Coastal Maine Small Group Day Trip

3. From Boston: Coastal Maine Small Group Day Trip

Discover Maine’s southern coast on this day trip from Boston and See highlights including York, Kennebunkport, Nubble Light, and the Bush Compound. Soak up stunning sea views and learn about local history and culture. The day begins with pickup from your downtown hotel in Boston and heads towards York, Maine. Upon arrival, stop at the impressive Cape Neddick Light Station, which dates back to 1879. Learn about this iconic landmark and hear how it got its nickname, Nubble Light. From there travel to the town of Ogunquit and enjoy a stroll along Marginal Way. Soak up stunning coastal views and see the Atlantic Ocean beat against the cliffs. End the walk at Perkins Cove, where you can enjoy free time to shop or purchase a ticket for the Lobster Boat Cruise. Arrive at Kennebunkport next and spend a few hours exploring, shopping, and grabbing some lunch. You’ll also enjoy a trolley tour, narrated by a local, and see the impressive Bush Family Compound at Walker’s Point. At the end of an unforgettable day, relax on the return journey to Boston.

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What people are saying about Kennebunkport

Date of tour: 8/18/21 Tour guide: Barbara Our experience was excellent! Barbara led our small tour group (4 people-all my immediate family) throughout Kennebunkport, providing factual information that was interesting and that closely aligned with the brochure. Barbara, a resident in the area 30+ years, was very interested in us and accommodated our requests and needs. She offered to take photos and gave recommendations for activities and restaurants. She answered many of our questions - most related to the tour, some just general - with ease and poise. Our tour lasted almost the entire 2 hours, and we covered a lot of ground! Barbara was very cognizant of road noise and often relocated our small group to a quieter area so that we could hear her. Our only recommendation would be to better clarify the meeting spot (no fault of Barbara’s) to reduce confusion, especially in a busy area with much traffic. We highly recommend this tour and Barbara! Don’t forget to tip your guide!

Guide was friendly and knowledgeable. It did not last as long as the description said it would, but I suppose they may estimate more time for stopping with questions or for photos or for walking more slowly. Our group was fit. We enjoyed all the facts and views provided. It was a nice way to start off our trip and get an idea of the history of the area we would be exploring all week. Worth the time and price is fair. We recommend this as a starting activity for your visit. Enjoy!

The old houses were amazing to walk by. Our guide knew so many details of the owners of most of the properties.

Really nice to see something of the coast and the small towns. Driver was chatty and informative.