Commercial Street
(Pass by)
We start at historic Commercial Street, the heart of Portland's working waterfront. See original cobblestone and brick that was laid in the 1850s.
Commercial Street
(Pass by)
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
(Pass by)
See one of the most beautiful granite buildings in all of Portland.
Fort Allen Park
(Pass by)
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
(Pass by)
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
(Pass by)
We'll get a great view of the only remaining maritime signal tower in the U.S.
Eastern Cemetery
(Pass by)
Hear about the legends and lore regarding the oldest cemetery in Portland, first established in 1668.
Congress Street
(Pass by)
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
(Pass by)
The neo-Gothic architecture of this cathedral built in 1869 dominates the skyline of Portland.
The First Parish Portland Unitarian Universalist
(Pass by)
This church is the oldest in Portland, and you'll learn about its rich history.
The Wadsworth-Longfellow House
(Pass by)
See the home where Henry Wadsworth-Longfellow grew up and wrote his early poetry.
Arts District
(Pass by)
We'll tour the center of downtown Portland, and its highly acclaimed Arts District.
Portland Museum of Art
(Pass by)
See one of the finest art museums in New England, and learn about its exhibits.
One Longfellow Square
(Pass by)
See the statue of Henry Wadsworth Longfellow, born in Portland in 1807.
Victoria Mansion
(Pass by)
Get an up close view of the Victoria Mansion, the finest example in the country of a 19th century Italianate brownstone.
Fort Williams Park
(Pass by)
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
(Pass by)
Enjoy panoramic views of the Portland skyline from this beautiful park that sits directly across the bay from Portland.
Liberty Ship Memorial
(Pass by)
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
(Pass by)
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
(Pass by)
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.
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