Step back in time and immerse yourself in the rich history of Portland, Maine, with this engaging walking tour through the heart of the city. Your expert guide will lead you through Portland’s charming streets, sharing stories o... More

Trace the steps of the Black Portlanders who moved our city, state, and country closer to the ideals of freedom, democracy, opportunity, and equality. Maine’s earliest settlements couldn’t have existed without Black labor, ski... More

Join us for an exciting **Private Coastal Tour from Portland to Camden**, exploring the beauty and history of Maine’s coastline! Start with Bath, home to the towering USS Wyoming sculpture and rich shipbuilding heritage. In Wi... More

Step into the shadows of Portland’s past on this thrilling true crime tour, where secrets lurk behind historic facades and cobblestone streets whisper tales of corruption, violence, and vice. From ruthless mobsters and bootlegge... More

On this smartphone-guided adventure, you'll see Portland’s historic streets and discover its stories. Go at your own pace, anytime. The tour never expires. The tour is professionally produced with pro narration and music. It's... More

Experience historic architecture, harbor views, and rich seaside culture with this driving tour of Portland, Maine! Cross the cobbled streets of Old Port, chock full of shops, restaurants, and bars, all complemented by the sparkli... More

Hop on the “Guardians of the Harbor” trolley tour, a narrated journey with three lighthouse stops. Explore Portland’s maritime history and scenic beauty, disembarking at each location. First, visit Bug Light Park and the Li... More

Explore the charm, history, and vibrant culture of Portland, Maine with this self-guided walking tour! Immerse yourself in the sights and sounds of this picturesque coastal city as you traverse the cobblestone streets of Old Port ... More

Discover the best of Portland’s vibrant wine scene with the Portland Walking Wine Tour. Perfect for wine lovers and curious explorers alike, this leisurely walking tour takes you through the city’s charming streets to three ha... More

Explore the beauty and history of Portland with this combo of a walking and driving tour. Dig deep into the city’s history as you stroll down cobblestone streets and admire old brick architecture by the waterfront. Visit bustlin... More

Embarking on a private exclusive tour from Portland, Maine, offers a thrilling experience that highlights the region’s iconic attractions in just 6 to 8 hours. Perfect for cruise ship passengers or anyone with evening plans, thi... More

Embark on an exclusive private tour of Maine's enchanting central coast and starting in the vibrant city of Portland. In just one day, immerse yourself in the region's finest highlights. Led by knowledgeable local guides, our priv... More

Discover the charm of New England’s coast with a private tour from Portland, Maine, to Cape Ann and the North Shore of Massachusetts. This journey takes you to the stunning Castle on Crane Hill in Ipswich, offering views across ... More

Discover the rich history and stunning architecture of the Portland peninsula. Only 3.5 miles long and 3/4 miles wide the Portland peninsula is packed full of food, history and culture. This 2.5-hour tour will show you the best of... More

Step into the world of Let’s Roam, the undisputed champion of app-led scavenger hunts! Imagine strolling through city streets, hunting down top landmarks and uncovering secret gems, all while tackling brain-teasing trivia and th... More

Embark on an unforgettable day trip from Portland, Maine, where history and coastal beauty converge in an adventure that promises both excitement and intrigue. Begin your journey at majestic historical York where legends and tales... More

It is the only regularly operating pedicab in Portland. Portland Pedicab creates the feeling of joy for all by allowing passengers to spend the time viewing Portlands scenery while heading to their destination. This is a great mod... More

Immerse yourself in Portland’s rich maritime culture on this scenic walking tour through the city’s historic wharfs. As you stroll along the bustling waterfront, indulge in a delicious seafood snack at an iconic local spot whi... More

All our tours take place in a comfortable vehicle with a local driver-guide and can be tailored to your pace. This private tour is done in our larger passenger van that can take up to 12 passengers. We’re happy to customize the ... More