Portland – Kennebunkport Private Escorted Tours

Portland & Kennebunkport Tours

Something for Everyone

~ See and hear about Portland's historic landmarks. ~ Photograph the rocky coast of Maine at Portland Head Light. ~ Enjoy the best New England clam chowder along with the best Maine lobster available ~ Shop in Maine's best quintessential areas - Old Port, Portland and Dock Square, Kennebunkport. ~ Private cruise ship Portland shore excursions available for individuals, couples and large groups.

Historic Landmarks

Learn about early Portland and its historic and unique landmarks on our driving tour: Fort Allen Park, Portland Observatory, Eastern Cemetery, First Parish Church, Wadsworth-Longfellow House, Victoria Mansion and more.

Portland Observatory
Portland Observatory
Professional Guide

Enjoy spending time with our experienced local guides who will make sure you have a comfortable, fun and memorable experience.

Acadia Sand Beach
Rocky Coast

Photograph the glaciated rocky coast of Maine and its iconic lighthouses.

Portland Head Light
Portland Head Light
Pickup & Drop-off

We pick you up at your location, ship pier or train station to start your day trip in the most comfortable way. Private and customized Portland cruise ship shore excursions available for individuals, couples and large groups.

Old Port Custom House
Portland Old Port
"I cannot give enough praise for the tour we received from Leigh. Before going with Leigh, we told her what we were most interested in seeing and doing, and she designed the perfect tour! (For those who are unsure what they want to see, she’ll also design a tour on the fly.) We asked to see lighthouses and buildings and areas of historical significance. Since we’d never been to Maine before, we wanted to get a taste of everything possible. Her knowledge of the area and its history was exceptional. We immensely enjoyed everything about the tour, including her. By the end of the day we felt like we’d made a new friend. I highly recommend Leigh and these tours. They are well worth the money."
Babb's Covered Bridge
Janis L.
"We loved this fantastic service that Maine Day Trip Tours provides. The tour was fabulous as well as educational. Norm knew a great deal about the history of Maine. I can honestly say I had so much fun."
Babb's Covered Bridge
Doris W.

Create Your Own Itinerary

Do you have something special in mind? We can’t wait to show you around!