Portland, England Port Guide

Join a real local, born and raised in Portland, for an authentic 1-hour and 45-minute historical sightseeing tour of his hometown and three lighthouses. This insider’s look at history and current events visits popular sites and places other tours don't, where you'll see hidd.

Led by a locally-raised guide, this tour introduces you to the people of all backgrounds whose wit and grit shaped Portland through stories largely left out of history books. Broaden your sense of what Maine has been and could be with brick sidewalks beneath your feet and beautiful.

Trace the steps of Black Portlanders who moved the city, state, and country closer to ideals of freedom and equality, while learning how Maine’s earliest settlements relied on Black labor, skill, and insight. You will meet the Black Yankees who founded communities, overturned slavery statewide, drove maritime industries, gained political influence, and crossed.

This dedicated lighthouse tour skips the city to explore three iconic beacons and their rich history, architecture, and scenic surrounding. While most are not open for tours, you will get up-close views of these structures that have guided sailors for centuries.

Join a 2-hour Walk Through Time starting on Commercial Street to explore the history of Portland’s railroads, fires, wars, poets, and Hollywood producers since 1632. The tour visits the historic Old Port, downtown, and waterfront areas, potentially featuring locations like the lobster statue and the hom.

Departing at 11:00 am, this 3-hour tour follows the South Portland Greenbelt Pathway to three lighthouses, including Bug Light and Spring Point Ledge Light near historic Fort Preble. The tour also passes Willard Beach before arriving at the final stop, the famous Portland.

This 10–12 hour adventure from Portland focuses on the Acadia area and Bar Harbor, a region known for rugged shorelines, crashing waves, and sweeping over. The full-day trip includes approximately three hours of travel each way with scenic and photo stops to experience the charm of coastal Maine.

Immerse yourself in Maine's natural beauty during this all-level class where you will hike and paint on location to capture the moment. No experience is necessary, making the activity suitable for both beginner and more experienced painters.

Learn sea kayaking basics on land before launching from Mere Point for a 3-hour morning tour of Northwest Casco Bay led by a Master Maine Guide. The itinerary includes a photo op at Mere Point and an island stop for snacks and shoreline exploring before returning via a different route.

This family-friendly 50-minute tour aboard a vintage fire engine offers a unique way to see Portland’s lighthouses, Civil War forts, city parks, and buildings. A knowledgeable guide shares the city's colorful history through stories and a multimedia experience featuring historic images.

Explore the inner harbor, Diamond Pass, and the main shipping channel to see Civil War-era forts. This tour provides close-up views of as many as four lighthouses that guide mariners into Portland Harbor.

Led by friendly local guides, this tour combines social history and culinary education with the stories of artisan food and beverage entrepreneurs like bakers, brewers, and chefs. Experience Portland’s award-winning food scene where taste and creativity meet.

Relax and unwind during this fully narrated 105-minute cruise around the inner islands and lighthouses of Casco Bay at dusk. It is a great way to end a hectic day or begin a romantic evening while enjoying evening breezes and city lights.

Sample treats from the city's best donut shops and skip the line at The Holy Donut while learning about Portland’s history and Maine's connection to the invention of the donut. Your guide will also lead you to local favorites that are equally delicio.