Day Trips from Boston to Kennebunkport

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Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal Way in Ogunquit, a cliffside coastal path that winds along the Atlantic with uninterrupted ocean views and classic New England scenery. Continue to Kennebunkport, a postcard-perfect harbor town known for its historic homes, local boutiques, and working waterfront. Arrive in Portland in time for lunch in the Old Port district, where cobblestone streets, 19th-century brick buildings, and fishing piers set the scene for some of Maine's best seafood — this is the spot to try fresh, locally caught lobster on your own. Finish at Portland Head Light, Maine's oldest and most iconic lighthouse, perched dramatically above the rocky shoreline within Fort Williams Park, with sweeping Atlantic views to close out the day.

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Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston

7 to 9 hoursFree Cancellation

4.5

(2)

from $118

Likely to Sell Out

Maine's lighthouses, lobsters, and coastal scenery are just a day trip away from Boston, and this private, full-day excursion explores highlights of the state's southern coast. You can enjoy the view as a driver takes care of the details: try a traditional Maine lobster bake, sample blueberry pie, see picture-perfect Nubble Lighthouse, or shop the Kittery Premium Outlets. Trips are priced per-vehicle for up to four or six people, with your choice of a comfortable sedan or SUV.

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Boston to Coastal Maine Private Day Trip

10 hoursFree Cancellation

4.1

(10)

from $1,200

Per group

Special Offer

Spend a day away from Boston and experience southern Maine's picture-perfect coastline without transportation headaches and the benefit of a guide to provide insights and history on the region you'd miss otherwise. Drink in the ocean views as you head north to the Nubble Light lighthouse and Ogunquit's Marginal Way before visiting idyllic Kennebunkport. Here, enjoy a narrated trolley tour and time to shop and eat (own expense) before your return trip. Hotel pickup and drop-off are included for ease.

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Boston to Kennebunkport Day Trip with Optional Trolley Tour

11 hoursFree Cancellation

Discover the New Hampshire and Maine coasts, plus the highlights of Kennebunkport, all in one day: this private, full-day tour from Boston makes exploring easy. Meet your guide in the morning at your departure point, and hop aboard your private van. You'll stop in the historic town of Portsmouth, will discover the Cape Neddick Nubble Lighthouse, can tour the President Bush Compound at Kennebunkport, and upgrade to add on a lobster tour.

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Boston to Kennebunkport with Optional Lobster Tour

8 to 10 hoursFree Cancellation

4.8

(44)

from $125

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Head north for a day trip from Boston to Kennebunkport, Maine, and discover scenic coastal towns without the hassle of driving yourself. Most itineraries take you along Maine’s southern coast, where you’ll see the Nubble Lighthouse and Ogunquit’s coastal footpath, the Marginal Way. In Kennebunkport itself, enjoy time to take a narrated trolley tour, explore the President Bush Compound, and even shop or sample local food. Some tours even offer the chance to taste a traditional Maine lobster bake.

Day Trips from Boston to Kennebunkport

4 results

Things to do near Kennebunkport

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