When I first planned my trip to Kennebunkport, Maine, I expected a sleepy coastal town with a few pretty views and fresh lobster. But what I got was something much more magical—historic streets lined with flowers, sea breezes carrying the smell of salt and pine, and days filled with charm, discovery, and buttery lobster rolls. Here are the top things to do in Kennebunkport Maine based on my own dreamy experience.
Why Kennebunkport Captured My Heart
There’s something about Kennebunkport that instantly wraps you in serenity. The locals were warm, the town oozed New England charm, and every corner had a story. If you’re wondering what to do here, let me take you through my personal favorites.
Where I Stayed: Cozy Inns & Seaside Resorts
One of the best decisions I made? Booking a stay at The Nonantum Resort. This family-run gem sits right on the Kennebunk River, with postcard-perfect harbor views, white rocking chairs on the lawn, and rooms that blend modern comfort with coastal charm.
I booked directly through their site for the best rate: nonantumresort.com
Strolling Through Dock Square: The Town’s Beating Heart
Dock Square was where I spent most of my afternoons. The boutiques were a mix of nautical chic and artisan finds, and the coffee shops? Heavenly. I snagged gifts from Daytrip Society and browsed handmade goods at Minka.
Coastal Cruises That Took My Breath Away
You haven’t really seen Kennebunkport until you’ve seen it from the water.
Sunset Sailing with Pineapple Ketch
My evening aboard the Pineapple Ketch was unforgettable. With just a small group and a soft breeze, we sailed along the coast as the sun melted into the ocean. Tickets start at $75. Highly recommend you book here:
pineappleketch.com
Rugosa Lobster Boat Tour: A Hands-On Adventure
I got to pull up actual lobster traps, and our guide explained everything with humor and heart. It was both fun and educational—great for families.
Details here: rugosalobstertours.com
First Chance Whale Watch (Kylie’s Chance Tour)
For something more laid-back, I went on the scenic lobster and seal tour with First Chance. It was relaxing, with stunning views of the coastline and playful harbor seals.
Book it here: firstchancewhalewatch.com
Iconic Eats: Lobster Rolls & Local Bites
The Clam Shack had the best lobster roll of my life—served on a toasted round bun, slathered with both butter and mayo (no judgment, please). I also loved dining outdoors at Alisson’s and grabbing pastries at Boulangerie.
Beaches I Fell in Love With
Goose Rocks Beach was a wide, sandy stretch perfect for sunbathing or a quiet morning walk. Colony Beach, smaller and rockier, had a rugged beauty that made it perfect for sunset photos.
Lighthouse Moments & Ocean Views
Driving down Ocean Avenue led me to Walker’s Point, the Bush family’s summer home. While you can’t tour the house, the views were iconic. Don’t miss Goat Island Lighthouse either—best seen from a boat.
Outdoor Fun: Hiking, Kayaking & Biking Trails
I laced up for the scenic Parson’s Way Trail, which hugs the coast and passes stunning summer homes. Later, I rented a kayak from Coastal Maine Kayak and paddled the Kennebunk River—it was peaceful and just the right workout.
Museums and Unexpected Treasures
The Seashore Trolley Museum was surprisingly delightful. I rode in a vintage streetcar and wandered among historic trolleys from around the world. Tickets are $15 for adults, and totally worth it.
More info: trolleymuseum.org
Sweet Treats: Ice Cream Stops & Café Hopping
Rococo Ice Cream was the star—think Goat Cheese & Chambord or Blueberry Chipotle flavors. I grabbed coffee from Mornings in Paris and stopped by Satellite Doughnuts (you won’t regret it).
Details here: rococoicecream.com
Unique Shopping Finds: Where I Picked Up Coastal Chic
I brought home hand-poured candles, woven baskets, and beachy décor from Antiques on Nine and Spaces Kennebunkport. If you like home goods that feel like summer, don’t miss these shops.
When the Sun Sets: Romantic Things to Do at Night
One night, I walked the dock with ice cream in hand. Another, I enjoyed oysters and chilled rosé at Stripers. Whether it’s a firepit gathering at your inn or a cozy pub like Arundel Wharf, the nights here feel intimate and magical.
Family-Friendly Things to Do (My Niece Loved These!)
The Rugosa lobster tour and the trolley museum were her favorites, but she also loved building castles at Mother’s Beach and seeing crabs in the tidepools.
Hidden Gems Only Locals Told Me About
A friendly shop owner tipped me off to Cleaves Cove, a tiny secluded beach. I also found a little bookshop hidden behind Dock Square called Fine Print Booksellers—an absolute treasure.
Tips for Visiting Kennebunkport Any Time of Year
Summer is peak season for lobster and beach fun, but fall offers crisp weather and fewer crowds. Even winter brings charm—just bundle up for a snowy stroll.
How I Planned It All: Booking Tips & Trusted Resources
I booked everything directly via official websites or on Booking.com. Local tourism pages were super helpful. If you’re planning a trip, check out:
- Hotels: nonantumresort.com
- Boat tours: pineappleketch.com
- Family attractions: trolleymuseum.org
Final Thoughts: Why Kennebunkport Feels Like Home Now
There’s a rhythm to this town—a gentle pace that soothes your soul. From the salty breeze to the buttery lobster rolls and quiet beach mornings, Kennebunkport gave me a sense of peace I didn’t know I needed. If you’re looking for a coastal getaway that’s both elegant and down-to-earth, trust me: this is it.
