Kennebunkport Travel Guide

USA  #3 in Best Relaxing Getaways in the USA

Best Things To Do in Kennebunkport

Kennebunkport is your typical coastal New England town where watery activities reign supreme. Hang out by the shore for a taste of the local water sports -- like fishing, sailing and sunbathing. Or make your way to Dock Square to sample the area's fresh seafood. After you've had your fill of the village, head down Ocean Drive for some Bush chasing at Walker's Point. But remember to be polite and mind the secret service the ex-presidents are on vacation too.

How we rank Things to Do
  • #1
    Boat tours
    View all Photos
    #1 in Kennebunkport
    Sightseeing, Tours
    TYPE
    1 to 2 hours
    TIME TO SPEND
    Sightseeing, Tours
    TYPE
    1 to 2 hours
    TIME TO SPEND

    One of the best ways to see the quaint coastal town of Kennebunkport is from the water. From kayaking and stand-up paddleboarding to lobster boat tours and sailboat tours, there are ample ways to enjoy this city from the sea. Rugosa Lobster Tours is a popular family-friendly option that takes travelers on about an hourlong ride aboard a classic New England wooden lobster boat. You'll enjoy views of the land and sea and watch the workers haul in lobster traps; visitors said it was a highlight to see the lobsters up close. The Schooner Eleanor offers two-hour tours aboard a traditional gaff rigged schooner with an experienced captain of more than 25 years. Recent travelers loved the relaxing tour and knowledgeable and friendly crew members. Meanwhile, Coastal Maine Kayak & Bike offers kayak and stand-up paddleboard rentals in Kennebunkport.

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  • #2
    Dock Square
    View all Photos
    #2 in Kennebunkport
    Shopping, Free, Neighborhood/Area
    TYPE
    2 hours to Half Day
    TIME TO SPEND
    Shopping, Free, Neighborhood/Area
    TYPE
    2 hours to Half Day
    TIME TO SPEND

    To get a feel for Kennebunkport's personality, spend an afternoon in Dock Square. This neighborhood – nestled in the center of town – bustles with boutique shoppers and art gallery-hoppers during the summer months. And the plentiful patio cafes offer perfect people-watching perches as well as succulent lobster rolls and other fresh dishes.

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  • #3
    St. Anthony's Monastery and Franciscan Guest House
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    #3 in Kennebunkport
    Churches/Religious Sites, Parks and Gardens, Free
    TYPE
    2 hours to Half Day
    TIME TO SPEND
    Churches/Religious Sites, Parks and Gardens, Free
    TYPE
    2 hours to Half Day
    TIME TO SPEND

    An active monastery, St. Anthony's serves as a popular rest stop for travelers, as well as a religious retreat for the devout. More than 66 acres of lush gardens and walking paths are open to the public year-round. And visitors are welcome to stay overnight in St. Anthony's Franciscan Guest House next door. Art fans can find a collection stunning pieces here as well, including a few slabs of stained glass created by Lithuanian architect and artist Vytautas K. Jonynas in the chapel. There's even a saltwater pool by the guest house if you're up for a dip.

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  • #4
    Gooch's Beach
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    #4 in Kennebunkport
    Beaches, Free
    TYPE
    2 hours to Half Day
    TIME TO SPEND
    Beaches, Free
    TYPE
    2 hours to Half Day
    TIME TO SPEND

    It's not hard to understand why Gooch's Beach would be one of Kennebunkport's most popular (read: crowded) stretches of sand. Its gorgeous vistas are celebrated in all of Maine and it's the closest beach to the downtown area. Travelers say it's a great beach to bring your family and dogs are allowed on the beach as well. Recent visitors warn that when the tide comes in, the beach disappears, so check the tide schedule before visiting and be prepared to pick up and move your stuff should the waves rush in far.

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  • #5
    St. Ann's Church
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    #5 in Kennebunkport
    Churches/Religious Sites, Free
    TYPE
    Less than 1 hour
    TIME TO SPEND
    Churches/Religious Sites, Free
    TYPE
    Less than 1 hour
    TIME TO SPEND

    This historic stone chapel was built in 1887 and overlooks the Atlantic Ocean. It's a Kennebunkport staple that's lauded for its stone facade, its stained-glass windows and its surrounding gardens. The church is also popular for wedding ceremonies. Recent visitors said the grounds are peaceful, the structure is unique and the colorful stained-glass windows inside are beautiful. Many say you don't have to spend much time here, but it's a quick "must-see" spot.

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  • #6
    Walker's Point
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    #6 in Kennebunkport
    Historic Homes/Mansions, Sightseeing, Free
    TYPE
    Less than 1 hour
    TIME TO SPEND
    Historic Homes/Mansions, Sightseeing, Free
    TYPE
    Less than 1 hour
    TIME TO SPEND

    Travelers looking to play paparazzi should head out on Ocean Avenue to Walker's Point, home to the Bush family compound. While in office, George H.W. Bush and George W. Bush hosted a variety of influential heads-of-state at their family summer home, including former British Prime Minister Margaret Thatcher and Russian politico Vladimir Putin. The Bush family still spends their summer vacations on the picturesque property. Visitors love the breathtaking vistas on the aptly named Ocean Avenue and suggest stopping at the lookout point to get a photo with the Bush compound in the background. That being said, there isn't much else to do at Walker's Point – and the secret service doesn't let you get too close – so a brief visit is best.

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  • #7
    Seashore Trolley Museum
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    #7 in Kennebunkport
    Museums
    TYPE
    1 to 2 hours
    TIME TO SPEND
    Museums
    TYPE
    1 to 2 hours
    TIME TO SPEND

    A visit to this quirky museum is a good choice for railroad fans and young families. Founded in 1939, the Seashore Trolley Museum has amassed more than 250 trolleys, buses and subway cars from around the globe. Visitors can learn about the history of public transportation and even take a ride in a few select cars.

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  • #8
    Kittery Outlets
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    #8 in Kennebunkport
    Shopping
    TYPE
    2 hours to Half Day
    TIME TO SPEND
    Shopping
    TYPE
    2 hours to Half Day
    TIME TO SPEND

    A little removed from Kennebunkport, the Kittery Outlets are a solid rainy day option for travelers and popular with shoppers looking for deals. The open-air shopping complex is home to stores like Banana Republic, Calvin Klein, Eddie Bauer, J. Crew, Nike, Old Navy and more, plus fast-food eateries like McDonald's and Starbucks. Recent visitors said the shops offer decent discounts and noted that you could spend the entire day here. However, some were disappointed with the spread out design of the shopping hub and said you may need to drive your car to reach different sections. To make things more efficient, use the Kittery Outlets map to see what shops you'd like to visit and plan the best route before you go.

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