Kennebunkport Things to Do: How to Spend One Perfect Day in Maine’s Charming Coastal Town

Looking for the best Kennebunkport things to do on your next coastal Maine getaway? This charming seaside town is one of New England’s most iconic summer destinations—and for good reason. From lobster rolls and boutique shopping to scenic drives and waterfront happy hours, Kennebunkport packs a lot of charm into a small, walkable town.

Whether you’re visiting as part of a Maine road trip or planning a relaxing weekend escape, it’s the kind of place where you can slow down, eat well, and soak up classic coastal vibes.

In this guide, you’ll find the best things to do in Kennebunkport, plus a one-day itinerary, local dining tips, nearby day trips, and where to stay. From beach walks to boat tours, we’re covering everything you need to plan the perfect visit—whether you’ve got one day or a few. Let’s dive into what makes Kennebunkport one of Maine’s most loved small towns.

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Is Kennebunkport Worth Visiting?

Absolutely—Kennebunkport is worth visiting, especially as part of a longer Maine road trip. While it’s a small town without a packed list of attractions, that’s exactly the charm. It’s the kind of place where you slow down, soak up the coastal views, and enjoy an unexpectedly impressive dining scene. And of course read a book or sip a glass of wine in an iconic adirondack chair.

You can easily explore the highlights in a day or two, so come ready to relax, wander, and eat well.

How to Spend a Day in Kennebunkport

If you’ve only got one day in Kennebunkport, don’t worry—it’s the perfect size for a quick visit. This itinerary blends iconic views, fresh local eats, and a little time to just… breathe. Whether you’re stopping in on a larger Maine road trip or doing a weekend coastal getaway, here’s how I’d spend the day:

Morning: Coffee, Coastal Views & Dock Square Wandering

If you’re staying at the Nonantum Resort like I did, you’ll already be starting your morning in a scenic spot with Adirondack chairs overlooking the harbor. After waking up to the fresh, Maine coastal breeze, make your way to Dock Square. This is the heart of Kennebunkport.

If it’s high season parking might be challenging but you can easily ride a bike or walk from most hotels around town.

Dock Square filled with charming local shops, art galleries, and small-town seaside energy. Start with a coffee from Dock Square Coffee House or a pastry-filled breakfast at Mornings in Paris, then spend a little time browsing before the crowds roll in.

You’ll find plenty of unique shops selling a variety of locally made handicrafts. It’s the perfect place to spend an hour or two.

Midday: Lobster Rolls, Rugosa Lobster Tour or the Trolley Museum

By midday, you’ve got two great options depending on your vibe. If you’re up for something local and hands-on, I highly recommend the Rugosa Lobster Tour. Their tour gives you an inside look at the lobster industry with a fun, scenic ride on the water.

Prefer to stay on land? Head to the Seashore Trolley Museum instead. It’s a quirky stop, but a fun one—especially if you’re into historic transportation or traveling with kids.

After your activity, grab lunch at one of Kennebunkport’s go-to spots. If you haven’t had a lobster roll yet, now’s the time. The Clam Shack is a classic for a reason—fresh, buttery lobster in a no-frills riverside setting.

For something more casual and family-friendly, Cape Pier Chowder House has solid seafood baskets and a relaxed harbor view. It’s located in Cape Porpoise, just a quick scenic drive from town.

But why choose? Join a guided food tour of Kennebunkport. You’ll get to taste some of the most incredible dishes this small town has to offer all in one place. Perfect if you just have a day or two to explore this little coastal town.

Afternoon: Hit the beach or Happy Hour with a View

After lunch (or even before, if the weather’s nice), head down to the beach for a walk or a little downtime. 

Goose Rocks Beach is a quieter option with calm water and plenty of space to spread out, while Gooch’s Beach is a bit livelier and closer to town. Both offer that quintessential Maine coastline feel—perfect for unwinding or getting in a few sandy steps.

You could also choose to drive from here down Ocean Avenue on to Walker’s Point. (This is the home of the Bush compound.) The drive is pretty scenic with some places to stop for photos and activities- like Ann’s By-The-Sea Church along the way.

If you’d rather spend your afternoon with a drink in hand, make your way to The Boathouse for happy hour (3–5 pm). The riverside setting, wrap-around deck, and high-top seating make it one of the best dining spots in town.

Their small bites, cocktails, and wine list are excellent—and you’ll save a lot compared to dinner prices.

Evening: Sunset, Sailboats & Exploring Nearby Towns

If you skipped happy hour, head to Chez Rosa. This upscale French restaurant isn’t cheap, but the food is worth the splurge. Looking for something more budget-friendly with a laid-back vibe? Try Batson River Brewing & Distilling—they serve great pub-style food along with house-made beer and cocktails.

For some evening entertainment, check out One Dock. They feature live music Thursday through Sunday nights and make a fun spot to cap off the day.

Spend the evening back at your hotel or take a short walk near the harbor. One of the best parts of staying at Nonantum Resort was being able to just sit outside with a drink and watch sailboats float by.

It’s exactly the kind of peaceful moment that makes Kennebunkport worth visiting.

Visit Dock Square for Shopping and local Art

This is the heart of town and where Kennebunkport’s charm really shows. Spend a little time wandering the boutiques, peeking into local galleries, and picking up a souvenir that isn’t totally cheesy. It’s walkable, photogenic, and a great spot to start your day.

A few standout stops:

• The Copper Candle – classic Kennebunkport shop known for Maine-made gifts and seasonal decor.
• Daytrip Society – beautifully curated home goods, books, and gifts with a coastal New England vibe.
• Maine Art Hill – a collection of galleries showcasing regional artists, including landscape paintings and sculpture.
• Sea Love – hand-poured candle bar where you can even make your own.

Learn More with a 2-Hour Historic Walking Tour

Want to go deeper than the surface-level charm? A guided walking tour will take you through the town’s maritime history, hidden backstreets, and iconic homes with stories you’d never get on your own. It’s a great way to learn while you explore.

Eat Everything on a Food Tour

Not sure where to start with the food scene? Let someone else guide you. Food tours in Kennebunkport often include local seafood, sweets, and history along the way—basically a walking lunch with better stories.

Enjoy Happy hour at The Boathouse

This is one of my top picks in town. Their happy hour (3–5 pm) includes small plates, wine, beer, and cocktails—with a view of the river to top it off. Go for a high-top table on the deck and thank me later.

Drive or bike along Ocean Avenue

This is the scenic drive to do in town. Ocean Avenue winds along the coast, passing seaside mansions, rocky shorelines, and ends with a great view of Walker’s Point. You can easily bike it too if you’re looking for something more active.

Check Out a Local Brewery

Batson River Brewing & Distilling is the go-to spot here. It has a cozy, modern lodge vibe with rotating craft beers, cocktails, and solid food. Whether you’re a beer person or not, it’s a great place to hang out.

Take to the Streets With a Haunted Ghost Tour

If you’re here in the evening and want something a little different, consider joining a haunted ghost tour. You’ll explore Kennebunkport’s older buildings and hear stories that are more eerie than cheesy.

Take in the Sites at Goose Rocks Beach or Gooch’s Beach

Two great beach options, depending on your mood. Goose Rocks is quieter and family-friendly, while Gooch’s has more action and people-watching. Both are great for a walk, a beach read, or just putting your feet in the (cold) water.

Tour St. Ann’s By-The-Sea Church and Walkers Point Overlook

St. Ann’s is a beautiful stone chapel with views of the ocean and peaceful grounds. It’s a quick stop, but worth it. From there, head down to the Walker’s Point overlook to catch a glimpse of the Bush family’s summer home.

Take a Lobster Boat Tour

If you’re visiting May–October, you’ve got options for getting on the water. I personally loved the Rugosa Lobster Tour—a hands-on experience that gives you an inside look at Maine’s most iconic industry.

Cool Off with Ice Cream from Rococo

You can’t visit Kennebunkport without stopping at Rococo Ice Cream. This isn’t your average scoop shop—they’re known for creative, small-batch flavors like goat cheese & blackberry Chambord or Maine whoopie pie. It’s right near Dock Square, so it’s the perfect stop while wandering town or after dinner by the water.

Look Around the Seashore Trolley museum

This is the world’s largest electric railway museum—and yes, it’s more fun than it sounds. Great for kids or anyone curious about old trolleys. You can even ride one through the woods.

Go kayaking or paddleboarding on the Kennebunk River

Plenty of rental shops make it easy to grab a kayak or paddleboard for a few hours. The river is calm and scenic, so it’s beginner-friendly and a peaceful way to explore the town from the water. Kayak Excursions is a great place to rent boards and get information on the best places nearby.

Where to Stay in Kennebunkport

It can be harder to find true budget accommodations right in the heart of Kennebunkport, but if you have a rental car, you’ll find more affordable options just outside of town. Whether you’re after water views, walkability, or value, here are a few great places to stay:

More Maine Travel Tips + Inspiration

• 3 Days in Bar Harbor – A laid-back itinerary that includes Acadia National Park highlights, coastal eats, and scenic drives.
• 7-Day Maine Road Trip Itinerary – My full weeklong route through coastal towns, national parks, and hidden gems.
• 5-Day Coastal Maine Itinerary – A perfect route if you’re short on time but still want a mix of food, views, and small-town charm.
• One Day in Portland, Maine – From the best coffee shops to coastal walks and can’t-miss restaurants, here’s how to spend a full day in Maine’s coolest little city.