Kennebunkport, Maine Things To Do
- May 15, 2025
- 6 min read
Updated: Jul 6
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Read our article to learn about the most relaxing and romantic Kennebunkport Maine things to do. The town is built at a juncture where the Atlantic Ocean meets the Kennebunk River. Once a ship building center and summer resort for the wealthy, the village is seeped in tradition and charm.
Today, Kennebunkport continues to thrive. Along the river, warehouses that used to produce schooners are now busy marinas. Gilded-Age mansions have been transformed into elegant inns. The one-time fishing port is presently known for its luxurious and laid-back beach living.
Things to do in Kennebunkport Maine include superb shopping, restaurants, and opportunities to enjoy the rugged Maine coast. Only 1.5-hours north of Boston and 30-minutes south of Portland, Maine, its central location is easy to get to - and hard to leave!
MAINE TOURS
KENNEBUNKPORT MAINE HOTELS
With all of the wonderful things to do In Kennebunkport Maine, you will likely want to spend at least one night. Check out Kennebunkport hotels here. Here are a few long-time favorites:
Kennebunkport Inn - Casually elegant guest rooms in the heart of Kennebunkport
Nonantum Resort - tradtional Maine waterfront resort
Kennebunkport Captains Collection - historic hotel in prime location
Colony Hotel - overlooks Kennebunk River & Atlantic Ocean
Click here for information on car rentals to the region.
THINGS TO DO IN KENNEBUNKPORT MAINE
As New England residents, Randy and I have traveled to the southern Maine coast many times. Here is a list of some of our favorite things to do in Kennebunkport Maine:
Explore Kennebunkport’s Dock Square
Dock Square and Union Street are Kennebunkport’s main tourist hubs. In the area, you will find a high concentration of boutiques, art galleries, antique shops, and inns. As you stroll the narrow streets, you will see sailboats in the nearby water. The walkable area is a foodie’s delight with take-out shacks, restaurants, wine bars, breweries, and cafes to enjoy.
Join a Historical Walking Tour of Kennebunkport
The neighborhoods abutting the river and harbor are full of sea captain houses and the summer cottages of Gilded-Age industrialists. Wander through the neighborhoods of Kennebunkport’s historic district to see evidence of the village’s colonial and ship-building glory days. In the day time; try a Kennebunkport Historic walking tour, in the evening, try a Ghost Walking Tour.
Drive Ocean Avenue with Stops at St. Ann’s Church and Walker Point
Ocean Avenue is a twisty 2-mile stretch of road that runs between Dock Square and Cape Porpoise. The road is famous for its palatial summer homes and stunning ocean vistas.
Mid-way on the drive is the beautiful St. Ann’s Episcopal Church. This stone church sits on gorgeous lawns overlooking a magnificent rocky shore. There is an outside alter, and the church may be visited if not in use. The grounds are open to the public.
Further along Kennebunkport’s Ocean Avenue is the Walker Point (the Bush Compound Kennebunkport). The estate is the Bush family summer compound. There is a memorial to George “H” at one of the lookouts (See photo of memorial above).
TRIP ESSENTIALS
In Maine, and almost every travel destination, I find myself reaching for my Eddie Bauer Rainfoil Jacket, Frogg Toggs Hat, and Crocs Strappy Sandals (wear to dinner or the pool).
Other items I rely on include my Huk Sunglasses and Contigo Autoseal Water Bottle (no spills in the backpack).
But by far, my number one can’t-do-without essential is my Sony RX100 Compact Camera. It fits perfectly into a pocket. Or, mounted on a Mini-Tripod it slips into my Travelon Sling Bag.
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Discover the Fishing Village of Cape Porpoise
The fishing village of Cape Porpoise is about 3-miles outside of Kennebunkport. The small port has a working pier with views of the Goat Island Lighthouse. In the quiet town, there is a grocery store selling gourmet products, a chowder house, and the fabulous Pier 77 Restaurant. It is fun to explore the rustic village and the surrounding country roads.
Take a Lobster Boat Tour, Whale Watch, or Sailing Excursion
Kennebunkport has a rich seafaring history and flourishing harbor. The marinas along the river bob with yachts and leisure boats. There are many types of tours to book such as lobster boat tours, sailing excursions, whale watches, and fishing charters. Try a luxury catamaran sailing charter or golden hour sunset cruise.
Join a Kennebunkport Lunchtime Culinary Walking Tour
Explore Kennebunkport’s renowned culinary scene with a guided lunch time culinary tour. The tour guide provides a colorful history of the area between stops for foods such as fresh “lobstah,” donuts, “chowdah,” and craft brewed ales. Enjoy meeting the shop keepers, gourmet chefs, and craft brewers of Kennebunkport.
NEW ENGLAND TOURS & EXCURSIONS
Enjoy the Kennebunkport Beaches
The main Kennebunkport beaches are Kennebunk Beach and Goose Rocks Beach.
Kennebunk Beach is comprised three beaches: Gooche’s, Middle, and Mother’s Beach. Gooche’s and Middle Beach are nice swimming/sunbathing beaches. Mother’s Beach is fun for tide pooling, and there is a playground. In season, visitor permits are sold by the day or week at kiosks on the beaches.
Goose Rocks Beach is located about 6-miles out of Kennebunkport. The 3-miles white sand beach has gentle surf, and is popular with families. There are no facilities at the beach. In season, a parking sticker can be purchased at the Goose Rocks Beach General Store.
Visit Kennebunk’s Shops
The town of Kennebunk is located 5-miles away from Kennebunkport. Kennebunk has a pretty little Main Street full of shops and cafes. Like “K-Port,” Kennebunk’s historic streets offer great shopping, historic inns, and 5-star restaurants.
Hike or Kayak the Kennebunk River and Coast
Kennebunkport’s Parsons Way Shore Walk is a 2-mile scenic path hugging the coast of Cape Arundel. The free trail is considered ‘easy’ for most people. The hike begins at Arundel (Colony) Beach and passes by Sprouting Rock and Blowing Cave, St. Ann’s Church, Walker Point, grand summer “cottages,” and the cliffs of the rocky coast.
Another popular way to enjoy the outdoors is to rent a kayak and paddle the coast and Kennebunk River. There are several outfitters in Kennebunkport that rent by the hour or day. Guided and self-guided adventures tours are available.
PACKING ESSENTIALS
We rely on a combination of bags: Our Level-8 28” and Level-8 20” spinners are fun and stylish. Our Delsey Helium 28” hardshell is a workhorse. Our Tomtoc Backpack is great for short trips.
Randy doesn’t use them, but I swear by segregating items into Compression Packing Cubes and Wet Bags.
For security, we place an Apple Air Tag in each bag, and keep a supply of RFID Blocking Sleeves on hand.
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Take a Kennebunkport Trolley Tour or Visit the Nearby Trolley Museum
Get an overview of the Kennebunkport area by taking a 45-minute trolley ride. Kennebunkport Trolley Tours offers guided sightseeing tours that take in the highlights of the area including the Franciscan Monastery, Gooch’s Beach, and other historic sites.
For history and transportation buffs, a visit to Kennebunkport’s Seashore Trolley Museum is a great choice. Wander the museum’s collection of trolley cars, ride on a vintage trolley, and visit the restoration shop. Open seasonally.
Visit Kennebunkport’s Christmas Prelude During the Holidays
Every year Kennebunkport’ Christmas Prelude draws thousands of visitors throughout the holiday season. The celebration includes tree lighting ceremonies, caroling at the Franciscan Monastery, and visits from Santa. The village is decorated with a nautical theme making holiday shopping fun.
We hope you enjoyed learning about all the great things to do in Kennebunkport Maine. Be on the lookout for Laura and George (Bush that is!). Have fun! Laura and Randy
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