I’ll be honest – Kennebunkport totally surprised me. You might think “Oh, it’s just another fancy New England beach town,” but this place has so much personality! The moment I walked through Dock Square and saw that iconic red building, I knew this wasn’t your average coastal spot. Even cooler? I got to peek at the Bush family compound at Walker’s Point (yep, that Bush family).
After a few amazing days checking out all the best things to do in Kennebunkport, I was hooked. Between devouring what might be the world’s best lobster roll at The Clam Shack and watching the sunset paint the sky over Goose Rocks Beach, this town kept surprising me. Let me show you why this slice of Maine stole my heart.
Best Things to See in Kennebunkport
Ready to explore the best of Kennebunkport? Stroll along Goose Rocks Beach, take a scenic cruise along the Kennebunk River, and indulge in fresh lobster rolls at a classic New England seafood shack. Wander through the Dock Square boutiques, kayak through serene coastal waters, or explore the area’s rich maritime history at the Seashore Trolley Museum. Whether you’re seeking relaxation by the water, outdoor adventures, or charming small-town experiences, this coastal Maine gem has something for everyone.
1. Dock Square
Dock Square is the heart of Kennebunkport, filled with boutique shops, art galleries, and some of the best seafood spots in town. The cobblestone streets and historic buildings give it that classic New England charm, making it a great place to explore on foot. I stopped by The Clam Shack for a lobster roll, and it lived up to the hype—fresh, buttery, and packed with flavor. Whether you’re shopping for local crafts, browsing coastal artwork, or just soaking in the lively atmosphere, there’s always something happening here.
As the sun sets, Dock Square transforms into a vibrant social hub with live music and waterfront dining. You can grab a drink at Old Vines Wine Bar or enjoy a fresh seafood dinner with a view at Alisson’s Restaurant. It’s the perfect place to start or end your Kennebunkport adventure, offering a little bit of everything in one scenic location.
2. Goose Rocks Beach
If you’re looking for a peaceful stretch of sand away from the crowds, Goose Rocks Beach is the perfect spot. This three-mile-long beach has soft, powdery sand and calm waters, making it ideal for a relaxing day by the ocean. I took a morning walk here, and the quiet atmosphere, paired with the sound of gentle waves, made it one of my favorite moments in Kennebunkport. The beach is backed by charming summer cottages, giving it a classic Maine coastal feel.
Low tide reveals sandbars and tidal pools, which are great for kids to explore. If you’re into water activities, kayaking and paddleboarding are popular, with rentals available nearby. There’s limited parking, so arriving early is a good idea. Whether you’re sunbathing, collecting seashells, or simply enjoying the view, Goose Rocks Beach is a must-visit for a laid-back coastal experience.
3. Cape Porpoise Harbor
Cape Porpoise Harbor is a working fishing village that feels like stepping into an authentic slice of Maine coastal life. Colorful lobster boats bob in the harbor, and stacks of lobster traps line the docks, giving you a firsthand look at the town’s maritime heritage. I grabbed a bowl of clam chowder from The Ramp Bar & Grill, and sitting by the water while watching the fishermen at work made it even better. It’s a quiet, no-frills spot that lets you experience Kennebunkport beyond the tourist areas.
For a little adventure, take a short boat ride to Goat Island Lighthouse, one of Maine’s historic lighthouses still in operation. The views from the water are incredible, especially at sunset. If you love fresh seafood, stop by Nunan’s Lobster Hut for a classic Maine lobster dinner. Cape Porpoise may be small, but it offers a genuine and unforgettable taste of coastal Maine.
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4. Kennebunkport River Walk
A stroll along the Kennebunkport River Walk is one of the best ways to enjoy the town’s scenic beauty at a relaxed pace. The wooden boardwalk follows the Kennebunk River, offering peaceful views of boats drifting by and birds gliding over the water. I found a quiet bench along the way and just sat there for a while, soaking in the atmosphere. It’s a great place for photography, especially during sunset, when the sky turns shades of pink and orange.
The walk connects to Dock Square, making it easy to pair with a stop at local shops or restaurants. Along the way, you’ll find art installations and historic markers that share stories of the town’s past. Whether you’re out for a romantic evening stroll or a morning coffee walk, the Kennebunkport River Walk is a simple but beautiful way to experience the town.
5. The Seashore Trolley Museum
Step back in time at the Seashore Trolley Museum, the world’s oldest and largest museum dedicated to mass transit history. Located just outside Kennebunkport, this museum houses a vast collection of restored trolleys, buses, and subway cars from around the world. I hopped on a fully restored electric streetcar for a scenic ride through the Maine countryside, and it felt like traveling through history. The knowledgeable staff shares fascinating stories about how public transit shaped cities over the decades.
Beyond the rides, the museum offers hands-on exhibits, restoration workshops, and special events throughout the year. Kids and history lovers alike will enjoy climbing aboard vintage vehicles and exploring how transportation has evolved. Whether you’re a train enthusiast or just looking for something unique to do in Kennebunkport, the Seashore Trolley Museum is worth the visit.
6. Rachel Carson National Wildlife Refuge
For nature lovers, the Rachel Carson National Wildlife Refuge is a must-visit. This 9,125-acre sanctuary protects salt marshes, coastal forests, and tidal estuaries, making it a haven for wildlife. The 1-mile Carson Trail is an easy, scenic loop with stunning views of the marshlands, and I was lucky enough to spot an osprey soaring overhead. It’s a peaceful spot to disconnect from the busier parts of town and just enjoy the sounds of nature.
The refuge is home to deer, foxes, and dozens of bird species, making it a great stop for photographers and birdwatchers. If you visit in the fall, the changing leaves create a breathtaking backdrop. There are no entrance fees, and parking is easy, making this an accessible and worthwhile stop. Whether you’re hiking, birdwatching, or simply looking for a quiet place to unwind, Rachel Carson National Wildlife Refuge offers a refreshing escape.
7. Biddeford Pool
Just a short drive from Kennebunkport, Biddeford Pool is a hidden gem known for its tidal pools, coastal beauty, and birdwatching opportunities. This peaceful area features a mix of sandy beach and rocky shoreline, creating a perfect setting for a relaxing day by the water. I visited early in the morning and had the place almost to myself, with only the sound of seagulls and waves filling the air.
For history buffs, the Wood Island Lighthouse sits just offshore and is accessible by boat. It’s one of the oldest lighthouses in Maine and offers breathtaking panoramic views of the Atlantic. The area is also a hotspot for kayaking, paddleboarding, and fishing, with rental shops nearby. If you’re looking to escape the more crowded beaches and experience a quieter side of Maine’s coast, Biddeford Pool is a fantastic choice.
8. Arundel Barn Playhouse
For a night of live entertainment, the Arundel Barn Playhouse offers a unique theater experience in a beautifully converted 19th-century barn. Just minutes from Kennebunkport, this intimate venue hosts a variety of Broadway-style musicals, comedies, and concerts throughout the summer season. I caught a performance of a classic musical here, and the energy and talent of the cast were truly impressive. The rustic charm of the barn adds a cozy, small-town feel that makes the experience even more special.
The theater is deeply connected to the community, often featuring local talent and young up-and-coming performers. Seating is limited, so booking tickets in advance is a smart move. Before the show, grab dinner in town or enjoy a drink at the playhouse’s wine and beer bar. Whether you’re a theater fan or just looking for a fun evening activity, the Arundel Barn Playhouse is a must-visit for live entertainment lovers.
9. Kennebunkport Brewing Company
For craft beer lovers, Kennebunkport Brewing Company is the perfect place to kick back and enjoy a cold pint. Located inside Federal Jack’s, one of Kennebunkport’s most well-known pubs, this brewery offers a rotating selection of house-brewed ales and lagers. I tried their signature Shipyard Export Ale, and it had the perfect balance of malt and hops—smooth, crisp, and full of flavor. The waterfront views from the pub make it an even better spot to relax after a day of exploring.
Brewery tours are available for those interested in learning about the brewing process and the history behind the Shipyard Brewing Company, which started here. If you’re feeling hungry, the pub serves classic Maine seafood, including a great fish and chips. Whether you’re a craft beer enthusiast or just looking for a laid-back place to grab a drink, Kennebunkport Brewing Company is a solid choice.
10. Wicked Tuna Fishing Charters
If you’ve ever wanted to try deep-sea fishing, Wicked Tuna Fishing Charters offers an exciting way to get out on the water. Departing from Kennebunkport Harbor, these charters take you into the Atlantic to fish for striped bass, bluefish, and even giant tuna. I joined a half-day trip and was thrilled to reel in a decent-sized cod—it was a battle, but totally worth it! The experienced crew helps with everything, from baiting hooks to giving pro tips on reeling in your catch.
No fishing experience? No problem. These charters cater to both beginners and seasoned anglers, providing all the gear you need. The best part? You get to take home whatever you catch, making for a fresh seafood dinner. If you’re looking for a mix of adventure and relaxation on the water, Wicked Tuna Fishing Charters is a must-try experience in Kennebunkport.
11. Ocean Avenue
For one of the most scenic drives in Kennebunkport, take a cruise down Ocean Avenue. This coastal route offers breathtaking views of rocky cliffs, crashing waves, and grand seaside homes. I stopped at a few pull-off points to snap photos of the Atlantic coastline, and each spot felt more picturesque than the last. One of the highlights is Walker’s Point, home to the Bush family compound, where you can admire the property from a distance.
The drive is short, but there are plenty of places to stop and explore. Saint Ann’s Episcopal Church, with its historic stone architecture and oceanfront setting, is worth a visit. If you’re up for a walk, there are trails leading to hidden coves and scenic overlooks. Whether you drive it at sunrise or sunset, Ocean Avenue is a simple yet unforgettable way to experience Kennebunkport’s coastal beauty.
12. The Colony Hotel
Staying at or even just visiting The Colony Hotel is like stepping into classic New England elegance. This historic oceanfront hotel, dating back to 1914, offers sweeping views of the Atlantic and a charming, old-world atmosphere. I stopped by for a sunset drink on their iconic wraparound porch, and the combination of ocean breezes and a perfectly mixed cocktail made for a memorable evening. The hotel is also one of the most eco-friendly in Maine, focusing on sustainability and conservation.
Even if you’re not staying overnight, the private beach and saltwater pool are accessible to guests, making it a great place to unwind. Their on-site restaurant serves fresh seafood and farm-to-table dishes, perfect for a special dinner with a view. Whether you book a stay or just drop in for a drink, The Colony Hotel is a must-visit spot to soak in Kennebunkport’s timeless charm.
