Portland, Maine has a rich history, dating back to its English settlement in 1623 as part of the Massachusetts Bay Colony. It was officially incorporated as a town in 1786 and briefly served as the original state capital when Maine became a state. Today, it stands as Maine’s most populous city. Whether you’re planning to make Portland your main destination or a stop before heading to Acadia National Park, we recommend a family visit to the “Forest City.”
Our carefully crafted four-day itinerary will take you on a journey through iconic lighthouses, historic downtown areas, forts and batteries, local museums, and breathtaking parks and beaches. With our comprehensive itinerary in hand, you’ll be able to make the most of your family vacation in Portland.
Start your trip with a Portland hotel for families of 5, 6, 7, 8.
Portland Day 1, Exploring Portland with Kids: Children’s Museum & Theatre of Maine and Portland Museum of Art
Start your four-day adventure in Portland, Maine, with a day filled with culture, creativity, and fun. Your day begins with a visit to the acclaimed Children’s Museum and Theatre of Maine, a family favorite and a top destination in Portland. Recognized as one of the top 12 children’s museums in the U.S. by Forbes Magazine.
Children’s Museum & Theatre of Maine
This kid-friendly museum offers a wide range of interactive exhibits designed to engage kids of all ages. From a child-sized town featuring a grocery store and fire station to spaces for hands-on science experiments. See the museum’s website for special events or workshops.
Reserve your timed entry tickets starting the day before or up to one hour after the start of the time slot. The museum is generally closed on Tuesdays and Members only on Mondays. Plan on 2-3 hours to cover and don’t forget to pay for parking at a kiosk. Have a local children’s museum membership? Check the ACM Reciprocal Network to see if your membership earns you discounted admission to other children’s museums.
Maddy’s Theatre, the longest-running children’s theatre in the nation, celebrates 100 years. Check out their schedule of available shows. Accommodations for all abilities are available including a soundproof room, dedicated wheelchair areas and companion seats, and hearing assistance.
Situated close to the Children’s Museum is the International Cryptozoology Museum, dedicated to the study of cryptids like Bigfoot and the Loch Ness Monster. While it offers a unique and niche experience, we recommend that your family consider other attractions in the area. Our visit revealed that this quirky museum may be a brief stop and may not provide the same value as some of the other nearby attractions.
Portland Museum of Art
In the afternoon, head over to the Portland Museum of Art. The museum extends across four floors, showcasing a rich tapestry of American art, spanning from colonial eras to the mid-20th century. Additionally, it houses a European collection from the 19th and 20th centuries. Admission is free for visitors aged 21 and under. To stretch your budget further, consider visiting on a Friday from 4 to 8 PM when the museum is free including special events and activities.
Alternative first-day activities: Victoria Mansion. Step into the opulent past at the Victoria Mansion, built in 1860 the home used the most modern technologies of the era such as wall-to-wall carpeting, central heating, hot and cold running water, gas lighting, and a servant call system.
The Southworth Planetarium is located in the Science Build on the University of Southern Maine’s Portland Campus. Public shows are available every day but Tuesday and Thursday. Visit their events calendar to check for times.
Portland Day 2, Portland Family Adventure: Lighthouses, Old Port, and Eastern Promenade
Your second day in Portland is all about exploring the charm of lighthouses and the city’s waterfront. Lighthouses are first on the agenda, our itinerary includes three that are conveniently close to each other.
Fort Williams Park and Portland Head Light
Your first destination is Fort Williams Park, a historical gem that includes access to the iconic Portland Head Light. The lighthouse, initially lit in 1791 with 16 whale oil lamps, is a true symbol of Maine’s maritime heritage.
Don’t miss the scenic viewpoints north and south of the lighthouse for perfect family photos. Keep in mind that the lighthouse tower is open to the public only one day a year during Maine Open Lighthouse Day. Explore all the park’s offerings, from the Children’s Garden to five historical gun batteries and the shell of Goddard Mansion. The park also features a large grassy area, a playground, and a small sandy beach during low tide. Portable restrooms are available. While the is no fee for entering the park, parking is paid by kiosk.
Spring Point Lighthouse
Next up is Spring Point Ledge and Lighthouse, nestled near the Southern Maine Technical College campus. A small parking lot provides access to the granite breakwater leading to the lighthouse. Take your time heading out to the point, the granite stones have big gaps between them, and a bit of hopscotch walking is needed. On the way back, I stepped wrong, twisted my ankle, and in that split second worried that I had broken it and wondered what kind of show my imbalance had put on for passengers on the passing touring boat.
Also, in this area, you can explore Fort Preble, which was involved in the Battle of Portland Harbor. During the Civil War, Confederate raiders captured the Maine fishing schooner, Archer, transferring their supplies and cargo onto it and setting fire to their ship, the Tacony, to deceive the Union Navy. The raiders disguised as fishermen entered Portland Harbor, aiming to disrupt commercial shipping, and managed to seize the USRC Caleb Cushing before escaping. Soldiers from Fort Preble, civilian volunteers, and commandeered ships captured the ship and all 25 aboard.
Bug Light
A short drive away, you’ll find Bug Light Park and Bug Light. If your morning was a bit late or you spent an extended time at Fort Williams Park, this is an ideal spot for a picnic while watching boats in the picturesque Portland Harbor. You’ll also enjoy scenic views of Portland’s Old Port downtown area across the harbor, which is the next stop of the day.
Portland Old Port District
At lunch, make your way to the Old Port District, a vibrant area of downtown Portland situated along the harbor, where you can explore the history and charm of this bustling maritime neighborhood. The main road, Commercial Street, has a rich history, built over old piers and connected to surrounding wharves. Two of the oldest structures on Commercial Street are Widgery Wharf and Union Wharf, both dating back to the late 18th century.
Look for paid street parking in the vicinity and get ready to explore the cobbled streets, brimming with charming shops, restaurants, and wharves. Stop by the Harbor Fish Market a renowned seafood market offering fresh seafood, including Maine lobster and various local specialties. You’ll wish you had rented a VRBO so you can take home something to cook that night. Don’t forget to make a pit stop at The Holy Donut for gourmet potato donuts made with all-natural ingredients. If time allows, consider taking a ride on the Maine Narrow Gauge Railroad.
Eastern Promenade Park
Your last destination for the day is the expansive 78-acre Eastern Promenade Park, which offers several activities including walking trails, a playground, East End Beach, boat watching, and opportunities for kayak rentals and lessons. While exploring, be sure not to overlook Fort Allen Park, which has a rich historical background. Initially constructed as a Revolutionary War Fort in 1775, it later played a role in guarding Portland during the War of 1812. Today, the park hosts a Civil War monument, a historic cannon recovered from the USS Maine, which sank in Havana Harbor on February 15th, 1898, and a meticulously restored ship mast from the USS Portland.
Portland Day 3: Cruise Fun – Explore Casco Bay and Beyond
Explore the waters of Casco Bay on the third day of your visit. Whether your family likes historic lighthouses, the excitement of fishing, the wonder of whale watching, or a sunset cruise to wind down the day, you’ll find a cruise, tour, or boat adventure to fit your family’s travel style. Not interested in a tour? Take a ferry to explore the islands of Casco Bay.
- Casco Bay Lines: Embark on a Casco Bay Lines cruise to discover the picturesque Casco Bay islands. Enjoy a narrated tour that provides insights into the history, wildlife, and culture of the area. The kids will love spotting seals and seabirds along the way.
- Lighthouse Lovers Cruise: Experience a lighthouse-themed cruise to view several historic lighthouses along the coast. This is a great educational opportunity for your kids to learn about maritime history and navigation.
- Whale-Watching Tours: Consider a whale-watching cruise where you can witness majestic whales in their natural habitat. These tours often include commentary about marine life and the importance of conservation.
- Sunset Cruise: Treat your family to a relaxing sunset cruise along the coastline. This is a perfect way to unwind and enjoy the breathtaking views.
- Pirate Cruise: For a fun and interactive experience, embark on a pirate-themed cruise. Your kids can dress up, participate in treasure hunts, and enjoy the lively atmosphere.
- Fishing Charters: If your family enjoys fishing, opt for a fishing charter where you can try your hand at catching some local seafood. It’s a unique and engaging way to spend the day together.
- Music and Entertainment Cruises: Some cruises offer live music and entertainment for a lively and enjoyable experience for the whole family.
- Island Aventures: Explore the islands of Casco Bay by taking a Casco Baylines ferry to one of these six islands, Peaks Island, Little Diamond Island, Great Diamond Island, Long Island, Chebeague Island, and Cliff Island.
Portland Day 4: Unwind at Local Beaches with Your Family
Schedule some downtime and hit the beach. Plan on an early arrival for parking and the best beach spots. During our trip, we spent a day at Ogunquit and Old Orchard Beaches. We found each beach had its own personality and vibe. Pack a lunch, drinks, and snacks, you’re going to want to spend the whole day at the beach!
- Old Orchard Beach: Known for its long sandy shoreline and lively atmosphere, Old Orchard Beach is a famous Maine beach. Located 20 miles south of Portland, the beach has a busy pier extending 500 feet over the water with restaurants and shopping. Check out Palace Playland, the beachfront amusement park offering carnival-type rides purchased with individual tickets or wristbands.
- Crescent Beach State Park: This state park features a scenic beach with soft sands and clear waters. It’s around 8 miles south of Portland and is home to a variety of coastal birds and wildlife. Park amenities include showers, restrooms, changing areas, picnic tables, and walking trails.
- Higgins Beach: Situated in the town of Scarborough, Higgins Beach has a laid-back atmosphere and great waves for surfing. It’s roughly 9 miles south of Portland. To fill out your day, consider nearby attractions like the Scarborough Marsh Audubon Center and the Scarborough Historical Society Museum
- Willard Beach: Found in South Portland, Willard Beach is a cozy spot with calm waters and a family-friendly vibe. It’s less than 5 miles from downtown Portland. The Willard Beach bathhouse is open each summer providing restrooms, a snack bar, and outdoor showers. Free parking is available at the 75-vehicle lot.
- Scarborough Beach State Park: This state park features two beautiful beaches: Scarborough Beach and Ferry Beach. They offer expansive sandy shores and are approximately 9 miles south of Portland.
- Ogunquit Beach: A fantastic beach. At 37 miles from Portland, you’ll want to schedule a full day to enjoy it. The beach is known for its soft sand, stunning views, and opportunities for relaxation and water activities. Rental gear including chairs and umbrellas are available to fully enjoy the sun. We loved Ogunquit Beach and could have stayed all day.
20 Fun Things to Do in Portland Maine with Kids
- Bug Light Park: Explore the charming Bug Light Park with its iconic lighthouse, scenic harbor views, and open spaces for picnics and playtime.
- Children’s Garden at Fort William: An enchanting outdoor experience where kids can discover a variety of plants and engage in hands-on gardening activities.
- Children’s Museum & Theatre: Immerse in a world of imagination and education at the Children’s Museum & Theatre, where interactive exhibits and theater performances create a fun and educational experience.
- East End Beach: Although a small beach, enjoy a day of sun and sand at East End Beach, where you can swim and take in beautiful waterfront views.
- Eastern Promenade: Take a leisurely stroll or bike ride along the Eastern Promenade’s scenic trail while enjoying picturesque views of Casco Bay.
- Fort Williams Park: Discover history and natural beauty at Fort Williams Park, home to the iconic Portland Head Light, with spacious grounds for family picnics and exploration.
- Harbor Fish Market: Take the kids on a seafood adventure at Harbor Fish Market, where you can savor the freshest catches of the day in a friendly, waterfront setting. Visitors are welcome and no purchase is necessary to enter but perhaps you’ll be interested in a shelf-stable condiment or seasoning to take home with you.
- Mackworth Island: Embark on a family-friendly nature escape to Mackworth Island, known for its scenic trails, fairy houses, and opportunities to spot wildlife.
- Maine Historical Society and the Wadsworth-Longfellow House: The house in the childhood home of Henry Wadsworth Longfellow, an American poet, and is the oldest standing brick structure on the Portland peninsula.
- Maine Narrow Gauge Railroad and Museum: All aboard for a memorable family train ride on the Maine Narrow Gauge Railroad, offering scenic views of Portland’s waterfront. The museum has a large collection of historic equipment from Maine’s narrow-gauge railways.
- Old Port District: Check out the historic Commercial Street and Waterfront District shops and places to eat along the harbor.
- Peaks Island: Take a short ferry ride to Peaks Island, where families can enjoy biking, beaches, and a relaxed island atmosphere just minutes from downtown Portland.
- Portland Head Light: Marvel at the iconic Portland Head Light, a must-visit historic lighthouse with breathtaking ocean vistas that will captivate both kids and adults.
- Portland Museum of Art: Cultivate your family’s artistic appreciation at the Portland Museum of Art, where diverse collections and interactive exhibits cater to all ages.
- Portland Observatory: Climb the Portland Observatory for panoramic views of the city and harbor, providing an educational and fun experience for the whole family.
- Public Market House: Satisfy your family’s culinary cravings at the Public Market House, featuring a variety of food vendors serving up delicious options for every palate.
- Spring Point Ledge Lighthouse: Located at the entrance of Portland Harbor, the lighthouse has been a part of the harbor since 1897.
- Southworth Planetarium: Located on the campus of USM, the planetarium offers several different shows. Check Groupon for discount ticket availability.
- The Holy Donut: With four locations in Portland, including one on Commercial Street, your family will enjoy one of the made-from-scratch daily potato donuts. The line was out the door in Portland and when we drove past the Scarborough location there was a line of 30 people. Gluten-free options are available.
- Victoria Mansion: Also known as the Morse-Libby House, a historic landmark in Portland known for its architectural and historical importance.
Portland Maine Activities with Kids Map
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