City Guides: Things to do While Boating in Kittery, Maine

Sandy Allen

08 Sep 2025 — 2 min read

Photo: Wikimedia/Doug Kerr/CC by SA 2.0

Blending history and naval heritage with a lively coastal atmosphere, Kittery, Maine, is a favorite stop along Maine’s southern shoreline. The oldest town in the Pine Tree State, Kittery sits alongside the Piscatagua River between Kennebunkport, Maine and Hampton Beach, Massachusetts. It makes a wonderful choice for a vacation, long weekend or day trip from a private boat slip for rent.

Fort McClary State Historic Site

Kittery’s roots run deep in American history. Fort McClary State Historic Site, overlooking the Piscataqua River, provides a glimpse into centuries of coastal defense. Sweeping ocean views are perfect for a picnic. The town’s connection to Portsmouth Naval Shipyard also highlights its longstanding maritime importance.

Shopping and Local Flavor

For bargain hunters, the Kittery Outlets are a must. Stretching along Route 1, these shops feature everything from brand-name fashion to outdoor gear. After shopping, visitors can unwind at local cafés or seafood restaurants serving Maine classics like clam chowder and lobster rolls before taking off to a private boat dock rental or a marina.

Arts and Culture

Photo: The Dance Hall, Kittery (Facebook)

Kittery has a growing arts scene that’s anchored by the Kittery Art Association and small galleries that showcase local talent. The Dance Hall, a restored 1920s-era building, brings live music, theater and community events to the heart of town.

Outdoor Adventures

Nature lovers seeking recreation from a private boat lift rental will enjoy exploring Seapoint Beach. This quiet stretch of sand is perfect for swimming, beachcombing or simply soaking up the coastal scenery. Have fun kayaking, sailing, fishing and hiking on nearby trails along the shoreline. Fort Foster is another fun beach area.

Kittery Historical and Naval Museum

The Kittery Historical and Naval Museum is an excellent way to get a glimpse into Maine’s maritime heritage. Visitors can explore exhibits on shipbuilding, naval history and local culture, including artifacts from Kittery’s shipyards and Portsmouth Naval Shipyard. The museum preserves the town’s seafaring past, making it a must-see for history and nautical enthusiasts.

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