• Commercial Street - Begin at the historic Commercial Street, the vibrant core of Portland’s working waterfront. Discover the original cobblestone and brickwork dating back to the 1850s.
• United States Custom House - Admire one of Portland’s most stunning granite structures.
• Fort Allen Park - Drive through Fort Allen Park for a breathtaking view of Casco Bay and its Calendar Islands. Also, enjoy close-up views of memorials from the Civil War, Spanish American War, and WWII located within the park.
• Eastern Promenade Trail - Marvel at the Victorian-era homes once owned by sea captains and merchants along the Eastern Promenade, and enjoy the endless vistas of Casco Bay, islands, and forts from Eastern Promenade Park.
• Portland Observatory - Experience a fantastic view of the only remaining maritime signal tower in the United States.
• Eastern Cemetery - Discover the legends and stories surrounding Portland’s oldest cemetery, established in 1668.
• Congress Street - Explore one of Maine’s busiest streets, featuring Portland’s eclectic downtown, Monument Square, and arts district.
• The Cathedral Of The Immaculate Conception - The neo-Gothic architecture of this 1869 cathedral dominates Portland’s skyline.
• The First Parish Portland Unitarian Universalist - Learn about the rich history of Portland’s oldest church.
• The Wadsworth-Longfellow House - Visit the home where Henry Wadsworth-Longfellow grew up and penned his early poetry.
• Arts District - Tour the heart of downtown Portland and its renowned Arts District.
• Portland Museum of Art - Explore one of New England’s finest art museums and discover its exhibits.
• One Longfellow Square - View the statue of Henry Wadsworth Longfellow, born in Portland in 1807.
• Victoria Mansion - Get an up-close look at Victoria Mansion, the nation’s finest example of a 19th-century Italianate brownstone.
• Fort Williams Park - Enter one of the state’s most beautiful parks, Fort Williams Park, and drive to Portland Head Light, where you can explore.
• Portland Head Light - This iconic lighthouse within Fort Williams Park is the most photographed in the country. Walk up to the lighthouse, explore Fort Williams Park, and enjoy the views of Maine’s rugged coastline.
• Fort Preble - Get an up-close view of Fort Preble, one of Casco Bay’s oldest forts, and learn about its rich history.
• Spring Point Ledge Lighthouse - Step out for a photo of Spring Point Ledge Lighthouse and its 900-foot-long breakwater connecting it to the shore.
• Bug Light Park - Enjoy panoramic views of the Portland skyline from this beautiful park directly across the bay from Portland.
• Liberty Ship Memorial - Get an up-close view of the Liberty Ship Memorial and learn about the thousands of shipbuilders who worked here during WWII.
• Portland Breakwater Lighthouse - Capture a photo of Portland Breakwater Light, affectionately known as “Bug Light” due to its small size.
• John Ford Statue - View this statue dedicated to one of history’s most distinguished movie directors and learn about his connections to his hometown of Portland.
• Old Port - Discover the bustling downtown/waterfront district known as the Old Port. Learn the history of this vibrant area, home to numerous eclectic shops, businesses, and world-class restaurants and bars.

• Knowledgeable, entertaining guide with 20 years experience giving tours of his hometown of Portland
• In-vehicle air conditioning

Welcome to the hometown! Join an authentic 1 hour and 45-minute historical sightseeing tour of Portland, Maine, and explore 3 lighthouses with a knowledgeable guide who is a true local, born and raised in Portland, Maine.

Gain an insider’s perspective on the current events and rich history of this hometown. The tour will cover popular spots, and then venture to unique locations that other tours miss - uncover hidden gems and learn fascinating facts about Portland and the great state of Maine that only a true local can share!

As a college librarian, the guide is always researching Portland’s hidden history while staying updated on the latest happenings and visiting numerous local establishments. The guide takes pride in representing this city and providing an informative and entertaining tour, delivered with an authentic Mainer’s sense of humor.

This is The Real Portland Tour!

Visit the website for a complete listing of tour days, times, and availability.

• The tour is in Portland, MAINE. Unfortunately no pets/animals of any kind can be accommodated on board.
• The tour does not pickup/drop off at hotels, and it does not pickup/drop off at the cruise ship terminal. Everyone has to be at the tour starting point ready to board at least 10-15 minutes prior to the scheduled tour time.
• Wheelchairs, walkers, and luggage do not fit in the van.
• This is not a private tour. The tour vehicle is a 13 passenger, high roof Ford Transit van. The tour often sells out, so you will be riding with a total of 13 people in the van.
• Please double check the month, day, and time of your booking to make sure it is accurate, as some folks make mistakes when booking online and choose the wrong date.

For a full refund, cancel at least 24 hours before the scheduled departure time.