• Commercial Street - We start at historic Commercial Street, the heart of Portland’s working waterfront. See original cobblestone and brick that was laid in the 1850s.
• United States Custom House - See one of the most beautiful granite buildings in all of Portland.
• Fort Allen Park - We’ll drive through Fort Allen Park and get a majestic view of Casco Bay and its Calendar Islands. Also get up close views of memorials from the Civil War, Spanish American War, and WWII located in the park.
• Eastern Promenade Trail - You’ll see the Victorian era homes once owned by sea captains and merchants that line the Eastern Promenade, as well as Eastern Promenade Park which offers endless views of Casco Bay, islands, and forts.
• Portland Observatory - We’ll get a great view of the only remaining maritime signal tower in the U.S.
• Eastern Cemetery - Hear about the legends and lore regarding the oldest cemetery in Portland, first established in 1668.
• Congress Street - One of the busiest streets in all of Maine, we’ll see Portland’s eclectic downtown, Monument Square, and arts district.
• The Cathedral Of The Immaculate Conception - The neo-Gothic architecture of this cathedral built in 1869 dominates the skyline of Portland.
• The First Parish Portland Unitarian Universalist - This church is the oldest in Portland, and you’ll learn about its rich history.
• The Wadsworth-Longfellow House - See the home where Henry Wadsworth-Longfellow grew up and wrote his early poetry.
• Arts District - We’ll tour the center of downtown Portland, and its highly acclaimed Arts District.
• Portland Museum of Art - See one of the finest art museums in New England, and learn about its exhibits.
• One Longfellow Square - See the statue of Henry Wadsworth Longfellow, born in Portland in 1807.
• Victoria Mansion - Get an up close view of the Victoria Mansion, the finest example in the country of a 19th century Italianate brownstone.
• Fort Williams Park - We enter one of the most beautiful parks in the state, Fort Williams Park, and drive to Portland Head Light (located in the park) where you will be let off to explore.
• Portland Head Light - This iconic lighthouse located within Fort Williams Park is the most photographed lighthouse in the country. Walk right up to the lighthouse, explore Fort Williams Park, and take in the views of Maine’s rugged, rocky coastline.
• Fort Preble - Get an up close view of Fort Preble (one of the oldest forts in Casco Bay) and learn about its storied history.
• Spring Point Ledge Lighthouse - Get 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 that sits 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 - Get a photo of Portland Breakwater Light (affectionately called “Bug Light” because of its small size).
• John Ford Statue - Get an up close view of this statue dedicated to one of the most distinguished movie directors in history, and learn about his connections to his hometown of Portland.
• Old Port - See the center of the bustling downtown/waterfront district known as the Old Port. Learn the history of this vibrant area of Portland that is home to countless 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 Portland, Maine! Join an authentic 1 hour and 45 minute historical sightseeing tour of Portland and its three iconic lighthouses, led by a knowledgeable guide who is a true local, born and raised in the city.

Gain an insider’s perspective on the vibrant history and current events of Portland. The tour covers popular spots and exclusive locations that other tours miss, revealing hidden gems and little-known facts about Portland and Maine that only a local can share!

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

This is The Real Portland Tour!

Visit the website for a full schedule 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.