Best Of Portland & Kennebunkport

To make the most of your day in Portland, this tour combines the city highlights with a visit to historic Portland Head Light and the charming seaside town of Kennebunkport. Highlights of Portland include a scenic drive through the quaint streets of the Old Port where street lanterns highlight a gracious mix of architectural styles. Once a warehouse district, it has been transformed and offers charming restaurants, pubs, boutiques, and galleries. You’ll pass a number of historic Victorian homes and enjoy terrific views of Casco Bay. Driving through Portland, you’ll see the new art district, as well as the commercial and business districts. Continuing along the beautiful coastline of Maine, arrive at the picturesque town of Cape Elizabeth for a visit of the oldest lighthouse in Maine. First illuminated on January 10, 1791, Portland Head Light has since stood at the gateway to the harbor for mariners traveling Maine's perilous coast. A short photo stop will be made here. Located just 45 minutes from Portland, enjoy a scenic drive through Kennebunkport passing the stunning mansions built by wealthy sea captains and merchants in the 1700's and 1800's. Pass Walker's Point, the Bush compound where world leaders often gathered when George H Bush was president. A stop will be made at Dock Square to enjoy some free time for shopping and a bite on your own along the picturesque bay front streets lined with galleries, boutiques, restaurants and cafes overlooking the harbor.