Tucked along the rocky coast of southern Maine, Portland is the kind of place where seaside charm meets hands-on fun for families. With its bustling working harbor, cobblestone streets, and kid-friendly attractions, it’s easy to pack a whole lot of adventure into just one day.
From hopping aboard a Casco Bay ferry to exploring island forts, and sampling fresh-out-of-the-oven whoopie pies, this coastal city blends learning, history, and indulgent treats in a way that even teens won’t mind. Add in walkable neighborhoods, scenic lighthouses, and plenty of seafood options with fries on the side, and you’ve got the recipe for a memorable day out.
Whether you’re road-tripping through New England or just escaping for a weekend, here’s how to make the most of one unforgettable day in Portland, Maine with kids—without ever hearing “I’m bored.”
Start Your Day at Becky’s Diner
Begin your day with a hearty breakfast at Becky’s Diner, a staple on Portland’s waterfront. The moment you walk in, you’re greeted by the sizzle of pancakes and the aroma of freshly brewed coffee. Families love the friendly and fast-paced atmosphere, where children can enjoy fluffy pancakes while adults sip strong coffee.
This classic diner offers something for everyone, from savory omelets to sweet stacks of syrup-drenched pancakes. The inviting vibe makes it a great place to plan the day’s adventures. With its vintage charm, Becky’s sets the perfect tone for a memorable family outing.
Ferry Ride to Peaks Island
Hop on the Casco Bay Ferry for a short 20-minute journey to Peaks Island, a delightful escape from the city. This ferry ride is an adventure in itself, offering kids the thrill of the open sea and the possibility of spotting playful seals.
The gentle ocean breeze and stunning views make this a memorable experience for everyone. As the ferry glides across the water, the Portland skyline slowly fades, leaving you with the promise of island adventures. Peaks Island invites exploration, and the ferry ride is the perfect prelude to the day’s exploration.
Explore Battery Steele
Battery Steele on Peaks Island is a hidden gem waiting to be discovered. As you wander through the massive, graffiti-adorned tunnels, kids can let their imaginations run wild. The fort’s mysterious aura, combined with the colorful graffiti, creates an exciting and slightly spooky experience.
Tucked away in the woods, Battery Steele offers an adventure off the beaten path. It’s a place where history and creativity collide, providing a unique backdrop for family exploration. The echoes of the past add intrigue, making it a captivating spot for young adventurers.
Lunch at Eventide Oyster Co.
Return to Portland for a culinary treat at Eventide Oyster Co., where seafood takes center stage. While adults indulge in succulent lobster rolls on steamed buns, kids can enjoy butter-grilled hot dogs and refreshing lemonade. The vibrant atmosphere of Eventide makes dining a fun experience for all.
This spot offers a modern twist on classic New England seafood, with flavors that please both young and mature palates. After a morning of adventuring, it’s the perfect place to relax and enjoy some of Maine’s finest cuisine. Eventide’s innovative menu is sure to delight every member of the family.
Treats at Two Fat Cats Bakery
End your adventure with a sweet stop at Two Fat Cats Bakery, where the aroma of freshly baked goods fills the air. Here, you’ll find whoopie pies that are as big as your hand, perfect for satisfying a sweet tooth.
Kids will delight in picking out their favorite treats from the bakery’s tempting selection. Whether you choose a classic whoopie pie or a giant cookie, the delicious flavors are sure to leave a lasting impression. As you savor these goodies, you’ll be cherishing not just the sweets, but the memories made throughout the day in Portland.