Portland City and Portland Head Light Lighthouse Trolley Tour
by Portland Discovery Land Sea Tours
Choose from 1 available option
How do you want to book?
✓Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.
Book on Viator Confirmed right away, but you pay full price.$122Overview
This 105-minute trolley tour covers major sights on the Portland peninsula with a fully narrated guide. The route includes stops at historic landmarks such as the Portland Observatory, built in 1807 as a maritime signal tower and the only one of its kind remaining in the U.S., and the Wadsworth-Longfellow House, the oldest building on the peninsula and childhood home of poet Henry Wadsworth Longfellow. Visitors also pass by Victoria Mansion, an 1860 Italianate brownstone, and the Portland Museum of Art, which holds over 18,000 works by artists including Andy Warhol, Winslow Homer, and Claude Monet. The tour concludes with a 20 to 30-minute stop at Portland Head Light in Cape Elizabeth, commissioned by George Washington and Maine’s oldest active lighthouse. On the way back, the trolley passes the Eastern Promenade, featuring Fort Allen Park and views of Casco Bay, as well as the Old Port district, known for its cobblestone streets and independent shops and cafes. The fully narrated tour provides historical context and details throughout the journey.
Highlights
What's included
Itinerary
Portland Observatory
Built in 1807, this maritime signal tower is the only surviving structure of its type in the United States.
The Wadsworth-Longfellow House
Located on Congress Street, this is the oldest standing building on the Portland peninsula and was the childhood home of poet Henry Wadsworth Longfellow.
Victoria Mansion
Constructed in 1860, this building is one of the finest examples of Italianate brownstone architecture in the U.S.
Portland Museum of Art
Maine’s largest and oldest public art museum, with a collection exceeding 18,000 works by artists such as Andy Warhol, Winslow Homer, and Claude Monet.
Portland Head Light
Commissioned by George Washington, this is the oldest lighthouse in Maine and remains operational; the stop lasts 20 to 30 minutes.
30 min
Eastern Promenade
Area including Fort Allen Park with expansive views over Casco Bay.
Old Port
Main shopping district featuring cobblestone streets lined with independent boutiques and cafes.
Meeting point
The middle window in a blue and white building marked Long Wharf.
End point
The middle window in a blue and white building marked Long Wharf.
Languages
Cancellation policy
- Cancel at least 24 hours before start for a full refund.
Additional info
Portland City and Portland Head Light Lighthouse Trolley Tour
by Portland Discovery Land Sea Tours
Choose from 1 available option
How do you want to book?
✓Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.
Book on Viator Confirmed right away, but you pay full price.$122Overview
This 105-minute trolley tour covers major sights on the Portland peninsula with a fully narrated guide. The route includes stops at historic landmarks such as the Portland Observatory, built in 1807 as a maritime signal tower and the only one of its kind remaining in the U.S., and the Wadsworth-Longfellow House, the oldest building on the peninsula and childhood home of poet Henry Wadsworth Longfellow. Visitors also pass by Victoria Mansion, an 1860 Italianate brownstone, and the Portland Museum of Art, which holds over 18,000 works by artists including Andy Warhol, Winslow Homer, and Claude Monet. The tour concludes with a 20 to 30-minute stop at Portland Head Light in Cape Elizabeth, commissioned by George Washington and Maine’s oldest active lighthouse. On the way back, the trolley passes the Eastern Promenade, featuring Fort Allen Park and views of Casco Bay, as well as the Old Port district, known for its cobblestone streets and independent shops and cafes. The fully narrated tour provides historical context and details throughout the journey.
Highlights
What's included
Itinerary
Portland Observatory
Built in 1807, this maritime signal tower is the only surviving structure of its type in the United States.
The Wadsworth-Longfellow House
Located on Congress Street, this is the oldest standing building on the Portland peninsula and was the childhood home of poet Henry Wadsworth Longfellow.
Victoria Mansion
Constructed in 1860, this building is one of the finest examples of Italianate brownstone architecture in the U.S.
Portland Museum of Art
Maine’s largest and oldest public art museum, with a collection exceeding 18,000 works by artists such as Andy Warhol, Winslow Homer, and Claude Monet.
Portland Head Light
Commissioned by George Washington, this is the oldest lighthouse in Maine and remains operational; the stop lasts 20 to 30 minutes.
30 min
Eastern Promenade
Area including Fort Allen Park with expansive views over Casco Bay.
Old Port
Main shopping district featuring cobblestone streets lined with independent boutiques and cafes.
Meeting point
The middle window in a blue and white building marked Long Wharf.
End point
The middle window in a blue and white building marked Long Wharf.
Languages
Cancellation policy
- Cancel at least 24 hours before start for a full refund.