Don’t just see Portland- Discover it! Hop onboard the “Discovery” trolley or, one of our classic cruise boats for a fun, entertaining and informative tour of the city or the bay. On our open air trolley we’ll tour the charming downtown, the stately West End and the cobblestone streets of the Old Port as we make our way to Portland Head Light-Maine’s oldest and most photographed lighthouse. On both the Harbor Cruise and our Sunset Cruise we’ll travel the gentle waters of Casco Bay while enjoying views of the inner bay islands, historical forts, scenic lighthouses, seals and sea birds. Maximize your time in Portland and combine a trolley and boat tour for a memorable Land and Sea adventure! Our fully narrated tours depart daily from Long Wharf in the heart of the Old Port from May through October.