Kennebunkport Travel Guides (Updated September 2026)

Dawn is an EXCELLENT tour guide. Her knowledge on the history of Kennebunkport and the "how it was" pictures she shared were great. Very interactive with us and answered all questions. Enjoyed the tour very much and would highly recommend it.

Our first sailing experience on the ocean will not be our last. The captain and co-captain were friendly and knowledgeable. Felt very comfortable and the views were amazing.

We enjoyed our sailing trip. The captain and his first mate were wonderful guides and the boat was a fine and clean sailing vessel. I would recommend the experience to all. I was particularly excited to see Mount Washington, which is in New Hampshire and maybe 150 miles away in land, from the sea, what great view.

Paula was an excellent tour guide. Very informative and entertaining! Well worth it!

The guide was very knowledgeable of the area and invited questions from the group. The tour lasted about 2 and a half hours and was an easy walking tour.

So much fun and even though it was 3 hours long, it was interesting and the guides were just so friendly and really knew the area. Loved seeing the Bush compound and then the whole area is just simply beautiful. The e-bikes were dependable and had great power.

The experience was wonderful. They took time to make sure the bikes fit us properly and we understood and practiced how to use the e-bikes (our first time on e-bikes). Matt, our guide, was friendly, knowledgeable, and very patient. His narrative was detailed and warm. He offered to take our picture at all the scenic stops. It was a perfect way to get to know the area and enjoy the lovely Maine coast.

Matt was very informative and entertaining with a great sense of humor!

Julie did a terrific job narrating the story’s of the “ Captain Collections” homes in Kennebunkport. She kept the groups interest and shared amusing tales of the past.

Koby and Matt did an OUTSTANDING job showing the sights of Kennebunkport to our group. Excellent historical information along with a good sense of humor and wit! The views were amazing and the e-bikes were so much fun to ride-super easy with a lot of power! We did not want the tour to end! Give it a try!!!

We really enjoyed seeing the city by bike, Alyssa was very knowledgeable about the beautiful city and plenty of fun facts.

We had the best sailing trip with Captain Bob! We were the only couple who ended up signing up and they still took us out on the boat and we just had the best time. Captain Bob taught my husband the basics of sailing and let him steer. It’s a great way to relax and spend time on the water. Two hours isn’t quite long enough to venture very far out of the bay, so if you’re wanting to see more, book a longer trip. We thought two hours was perfect to enjoy the water and spend time on the boat. Highly recommend!!

Great experience! Excellent historical perspective of the community. We lucked out and had an absolutely beautiful day to walk the town.

Wonderful time!!! Bob and Chloe were fantastic!! It was a memorable experience on our girls’ trip!!!

Our foodie tour in Kennebunkport was outstanding. Our guide Craig was extremely knowledgeable, friendly and added so many extra little things about Kennebunkport. The food tastings were delicious.

We had the most amazing time our tour guide was the best, she kind friendly knowledgeable and fun would highly recommend this company ❤️