Portland Museum of Art

Enjoy a fully-narrated trolley tour of scenic and historic Portland and visit Maine’s oldest lighthouse, Portland Head Light, during a 30-minute stop in Cape Elizabeth. Hop onboard a trolley and journey from city streets to the rocky coast. Cruise past landmarks such as the childhood home of Henry Wadsworth Longfellow, the Victoria Mansion, the Arts District, and the bustling Old Port. With forward-facing seats and big windows, you won't miss a thing. See as your guide points out the famous sites and hidden gems of Portland and shares interesting stories behind them. Upon arrival at Cape Elizabeth, along the spectacular shores of Fort Williams Park, disembark for a 30-minute stop to explore the Portland Head Light on your own. Choose to walk around Maine's oldest lighthouse or visit the maritime museum inside.

Hop on this classic 1-hour trolley tour and explore the rich history and beautiful sights of Portland! On this fully narrated tour, you’ll learn about hundreds of years of history and pass some of Portland's most iconic landmarks. Weaving between Old Port, East Bayside, Downtown, and the Arts District, you’ll learn about places like The Portland Observatory, The Longfellow House, and Victoria Mansion. Once the tour is complete, you'll have a wealth of knowledge and recommendations for the city of Portland. Please arrive to the tour meeting point 15 minutes before the tour begins.

Take a journey through time on a duck boat, where the past comes alive in the heart of Portland. Departing from the lively piers and wharves of Commercial Street, let your guides whisk you away on a narrative-rich adventure spanning centuries of local history. Glide through cobbled streets and modern avenues, following in the footsteps of colonials and industrialists – from the majestic architecture of early New England to the revolutionary spirit of industrial progress. Learn how the city evolved from a humble trading outpost into a vibrant cultural hub, shaped by the triumphs and trials of generations past. With each stop, uncover a new chapter in Portland’s rich heritage. Explore a preserved colonial-era district where the echoes of merchants and explorers still resonate in the narrow alleyways. Marvel at the grandeur of Victorian-era monuments that stand as testaments to an era of opulence and innovation. Listen to tales of wartime courage at poignant memorials, honoring those who shaped the course of history with bravery and sacrifice. Just when you thought the experience couldn’t get any better, splash into Casco Bay on your amphibious vehicle. Embark on the maritime leg of the journey, sliding along the sparkling waters, where the brick skyline meets the horizon in a breathtaking panorama of modern architecture and historic landmarks. Admire the sleek contours of majestic sailboats and sturdy fishing vessels, all bustling with activity against a backdrop of seagulls soaring overhead. Cruise past iconic sights such as the historic lighthouses that stand sentinel over the harbor entrance. See the bustling docks where cargo ships unload treasures from distant shores. Feel the gentle sway of the boat as it passes by fortified structures, offering unique perspectives of the city’s skyline.