Sightseeing Tour of the Kennebunks

Embark on a 60-minute narrated sightseeing tour that takes you through 300 years of local history. From the stories of Native Americans and early settlers to the bustling shipbuilding era and the allure of presidential summer homes, our knowledgeable and entertaining guides bring the past to life while you enjoy breathtaking coastal views. It’s a great way to learn, explore, and appreciate Kennebunkport’s charm in a fun and engaging way. Plan your adventure now!

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Private Sightseeing Tour of the Kennebunks

You can also experience the magic of Kennebunkport with our private trolley tours, designed for groups of up to 20 passengers. Enjoy the same exceptional 60-minute sightseeing tour in a more intimate setting. Perfect for family celebrations, memorable special occasions, or group get-togethers, our private tours provide a unique way to explore Kennebunkport. Private tours are subject to availability, so be sure to check our schedule and book your experience today!

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Tour Highlights

During your sightseeing tour, you’ll see a range of captivating highlights from the comfort of the trolley, including:

  • President Bush’s Estate: Also known as Walker’s Point, this iconic site served as the summer home of President George H.W. Bush and continues to be the summer retreat for the Bush family. 
  • Saint Anthony’s Franciscan Monastery: Nestled on the western side of the Kennebunk River, this tranquil 66-acre sanctuary offers a serene environment for exploration and reflection.
  • Stunning beaches of Kennebunkport: Enjoy picturesque stretches of sandy shoreline where you can stroll, sunbathe, or simply breathe in the salty sea air.
  • Spouting Rock: A mesmerizing natural feature where you can watch the tide rush in and see the ocean spout dramatically through a sea cave.
  • Blowing Cave: Witness another spectacular water spout attraction as the tide forces waves into a rocky opening, creating impressive bursts of water.
  • Local Hotels, Shops, and Restaurants: Receive one-of-a-kind insights into the best local places to stay, shop, and dine, thanks to our knowledgeable guides.

…and much more!

Parking

Finding us is easy! While there’s no parking directly at the trolley stop, there are several convenient options nearby:

  • 30 North Street: Free parking for passenger vehicles, just a ½ mile walk to the Trolley Stop. This is typically the best spot to find available space.
  • 11 Dock Square: Pay-by-the-hour public parking is available in Dock Square, right behind Alisson’s Restaurant.
  • Street Parking: Limited street parking may be available within walking distance of the Trolley Stop. Try Chestnut Street, Pearl Street, or Green Street for potential spots.

Intown Trolley © 2025 - All rights reserved | Photos courtesy C.A.Smith Photography

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