How to Truly Experience Kennebunkport & Other Local Spots in 7 Days

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Advisor - Sara Sandman
Curated By

Sara Sandman

  • Off-the-Beaten-Path Travel

  • Nature Escapes

  • Food & Wine

  • Maine

  • Beaches

  • Local Culture

  • Shopping

Advisor - How to Truly Experience Kennebunkport & Other Local Spots in 7 Days
Curator’s statement

In just a quick drive from Boston Logan International Airport, you will be transported to the historic, waterfront of Kennebunkport and beachside of Kennebunk. You will instantly be at home and will be able to immerse yourself into the local lifestyle. With a few short-day trips out of the quaint seaside and fishing village of the Kennebunks, you will get off-the-beaten path experiences to remember for a lifetime.

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Day 1: An arrival that gets to the point

A beach view at daytime.

After arriving at Boston Logan International Airport, you will have an hour and a half drive to Kennebunk. However, these stops along the way will get your seaside vacation started immediately.

First Stop: Tuna Striker Pub on Seabrook Harbor, NH. The clam chowder is just as amazing as the views!

Second Stop: Seabrook Beach, NH. Just across the street, you must take a short stroll onto the beach. Truly unique!

Third Stop: North Hampton Beach, NH. A few miles north, you will find yourself in the bustle of North Hampton Beach where you can see a beautiful combination of rock and sand. Stop by Mrs. Mitchell's Country Shop for a perfect souvenir.

Fourth Stop: Arrive at your stay. Get settled and wander to the waterfront for a spectacular view of the sunset.

Day 2: Enjoy the Atlantic Coast beaches

A beach view in daytime.

Spend the day on Gooch's, Middle and Mother's Beaches. All are connected by a paved sidewalk path. Walk along the path and see how the rocky and sandy beach transforms. There are great spots to sit for sunrise, to swim or to rent a paddle board or kayak. If you want to travel north a bit, you can even have a fire on the beach at Goose's Rock Beach. You do need to obtain a fire permit from Kennebunk Fire Department ahead of time.

Day 3: Dock Square

A boat at the dock in daytime

Head through Kennebunkport to the Rugosa Lobster Boat that is waiting to take you on a lobster tour. Arrive early and be ready to see lobstering in action. Bob Danzio is the amazing captain and educator who makes the interactive trip memorable. You will also love the view of Walker's Point and President George H. W. Bush and Barbara's summer home.

Lunch at the Clam Shack in the heart of Kennebunkport is a must! Enjoy your lobster roll on one of the picnic tables overlooking the river. Don't forget your "With Butter" pin.

Stroll the streets of historic Dock Square in Kennebunkport. Stop in the many quaint shops and at Batson River Brewing & Distillery's upper deck for a local drink or at Rococo's Ice Cream that offers many unique flavors.

Dinner at Hurricane's is a fantastic choice. They offer local seafood, fresh and local produce, and an extensive wine list while you dine riverfront.

Day 4: Making memories in Arundel

A lobster served on a plate.

Arundel is only about 20 minutes from Kennebunk, but it offers a local vibe you must check out. While here, play some mini golf at Raptor Fall's Mini Golf. Then head to Sebago Brewery for a flight of local beers and a great lunch.

Vinegar Hill Music Theater is a great evening option for an intimate setting. The music theater is in a historic barn that has been refurbished. A bar in the outdoor garden is a great way to wait for the main show to start.

Day 5: Whale watching is a must in the Kennebunks

A whale in the sea

New England Eco Adventure Tour offers a small group, more personal whale watching trip. There is not a bad view from anywhere on the boat and the captains are the best in town!

The excitement of seeing whales breach out of the water will leave you hungry. Walk a few steps from the marina to the Pilot House. This is where you will find all the locals and can enjoy live music with some of the best fresh seafood in the area, the fried clams are a favorite!

Ending the day with a sunset view is much deserved!

Day 6: Portland & Peaks Island

rocky coast

Your day will start with a half-hour drive to Portland. Park at Casco Bay Lines to catch the ferry to the unforgettable Peaks Island. This may be the highlight of your trip!

Once arriving on Peaks Island, I highly recommend renting bikes from Brad's Bike Rental, which is just a few minutes walk from the ferry. The island is framed by rocky formations and gorgeous views with plenty of places to stop along the way. Be sure to check out Carin Beach, where you can walk out on the rocky boulders for even more spectacular views. Walking inland, you can explore Battery Steele, a World War II military fort. Finally, stop at Centennial's sandy beach for a swim. After returning your bikes, check out the famous Umbrella Cover Museum, the Take a Peak Gift Shop and then enjoy fresh lobster at Peaks Island Lobster Company.

Day 7: Relax & visit Cape Porpoise

colorful boueys hung on a wall

Your last day is reserved for some time to relax on one of the many beaches or to stroll Dock Square one more time. But when evening hits, head to nearby Cape Porpoise, a small, traditional fishing village. Here you can watch local fishermen come in for the day and enjoy sunset over the harbor. Enjoy a local outdoor meal at Cape Pier Chowder House.

Need to Know

Looking for more travel inspiration? Check out my guide, Experiencing Anna Maria Island, Florida.

Advisor - Sara Sandman

Travel Advisor

Sara Sandman

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This guide is part of our ongoing series on travel to Maine.