Scarborough Family Adventure 5 Days Itinerary

Begin your second day with a visit to Fort Williams Park in nearby Cape Elizabeth. The park is home to the famous Portland Head Light, one of the most photographed lighthouses in America. Kids will enjoy exploring the fort ruins and playing on the expansive lawns. For breakfast, stop by Scratch Baking Co for freshly baked pastries and coffee.

After exploring Fort Williams Park, take part in Portland: Sightseeing Cruise to Portland Head Light. This cruise provides a different perspective of Portland Head Light from the water and includes informative commentary about its history. Have lunch at Eventide Oyster Co, known for its fresh oysters and seafood dishes that are sure to please both adults and children.

In the evening, head back to Scarborough for some fun at Len Libby Candies where you can see Lenny, the life-sized chocolate moose! It’s a sweet treat that kids will adore. For dinner, dine at The Clambake Restaurant, which offers casual dining with classic New England seafood dishes.

Kick off your third day with a visit to Higgins Beach in Scarborough. Known for its surf-friendly waves and picturesque setting, it’s a great spot for families who enjoy beach activities like shell collecting or even trying out surfing lessons together! Grab breakfast at Higgins Beach Market, which offers quick bites perfect for starting your day.

In the afternoon, join Portland: Schooner Tall Ship Cruise on Casco Bay. This family-friendly tour lets you experience sailing on an authentic tall ship while enjoying breathtaking views of Casco Bay's islands and coastline. Afterward, have lunch at Gilbert's Chowder House, famous for its hearty clam chowder that both kids and adults will enjoy.

Conclude your day with a visit to Pine Point Beach where you can relax or take an evening stroll along this serene stretch of sand as you watch the sunset over Saco Bay. For dinner, try out Rising Tide Restaurant, which offers delicious meals made from locally sourced ingredients in a cozy atmosphere.

Start your day with a visit to the Spring Point Ledge Lighthouse in South Portland. This lighthouse is unique because you can walk right up to it on a breakwater. It's a great spot for photos and offers beautiful views of Casco Bay. For breakfast, stop by The Cookie Jar, a local favorite known for its delicious pastries and cookies that kids will love.

In the afternoon, enjoy Portland: Trolley City Tour with Portland Head Light Stop. This tour is perfect for families as it combines a fun trolley ride with informative stops at key landmarks, including the iconic Portland Head Light. The kids will enjoy the ride and the stories shared by the guide. Have lunch at Flatbread Company, which offers wood-fired pizzas made with organic ingredients.

Spend your evening exploring Bug Light Park in South Portland. The park features the charming Bug Light Lighthouse and offers plenty of space for kids to run around and play. It’s also a great spot for kite flying if you bring one along! For dinner, visit Sea Glass Restaurant, which provides family-friendly dining with stunning ocean views.

Begin your final day with a visit to Ferry Beach State Park in Saco, just a short drive from Scarborough. This park offers beautiful sandy beaches, nature trails, and picnic areas – perfect for a family outing. For breakfast, head to Bayley's Lobster Pound, where you can enjoy fresh seafood right by the water.

In the afternoon, embark on Portland: Casco Bay Afternoon Lighthouse Cruise. This relaxing cruise is ideal for families as it provides scenic views of several lighthouses along Casco Bay while offering interesting historical insights. After the cruise, have lunch at Becky's Diner, known for its hearty meals and friendly atmosphere.

Conclude your trip with an evening at Old Orchard Beach Pier. The pier features arcades, shops, and eateries that are sure to entertain both kids and adults alike. Enjoy some classic boardwalk treats like cotton candy or fried dough as you stroll along the pier. For dinner, dine at Joseph's by the Sea, which offers delicious meals with oceanfront views – a perfect way to end your Scarborough adventure.