Trolley at Portland Head Light, Photo Credits: Joe Faragalli

Portland City and Lighthouse Tour

Experience the perfect blend of Portland’s urban charm and coastal beauty in one comprehensive tour. Journey through the historic Portland peninsula aboard our comfortable trolley before visiting Maine’s most celebrated lighthouse.

Events > Portland City and Lighthouse Tour
Portland Discovery Land & Sea Tours
170 Commercial St,
Portland, ME 04101 United States
(207) 774-0808
About the Event
Presented by
Portland Discovery Land & Sea
(207) 774-0808
April 27, 2026 through October 27, 2026

This 1-hour and 45-minute adventure showcases the best of Portland’s historic treasures, vibrant neighborhoods, and spectacular coastal vistas with expert narration throughout.

Tour Highlights

  • Historic Old Port
  • Coastal Scenery
  • Harbor Views
  • Iconic Lighthouses
  • Photo Opportunities
  • Narrated Stories

 

What to Expect

Embark on a fully narrated 1 hour and 45-minute trolley tour through Portland’s most scenic and historic districts.

Your knowledgeable guide will share fascinating stories about the city’s maritime heritage, literary connections, and architectural significance.

After exploring the peninsula, we’ll continue to the crown jewel of Maine’s coast – Portland Head Light – where you’ll enjoy a 30-minute stop to explore and capture unforgettable photos.

Maine Landmarks

 

  • Portland Observatory – America’s last remaining historic maritime signal tower
  • Wadsworth-Longfellow House – Childhood home of the celebrated poet
  • Victoria Mansion – Spectacular pre-Civil War Victorian residence
  • Portland Museum of Art – Maine’s oldest and largest public art institution
  • Eastern Promenade – Stunning waterfront park with panoramic bay views
  • Portland Head Light – Maine’s oldest lighthouse, commissioned by George Washington
  • Old Port District – Cobblestone streets lined with boutiques and restaurants
  • Commercial Street – Historic working waterfront with fishing pier
...