Whether on a trolley by land, or on a boat by sea, Portland Discovery has charter options for groups from 10 - 149! Our boats Harbor Queen, Islander and Bay View Lady are available to groups for private tours, island transportation, and functions. Company parties, corporate events, weddings, rehearsal dinners, family reunions, birthdays, anniversaries, etc. are always more fun while cruising Casco Bay! All of our charters have a variety of catering, bar service and entertainment options to suit practically any budget. Our boats are U.S. Coast Guard certified. Traveling on land? Go in style…go by trolley! Portland Discovery has a fleet of classically-styled trolleys that are available for private charter. Comfortable, spacious, and safe, our trolleys have helped make many weddings, rehearsal dinners and other events memorable and fun! Each trolley can accommodate up to 30-34 people. Perfect for a wide variety of transportation needs, including dinner transfers, shuttle service, private tours, weddings and rehearsal dinners.