Boat Tour. Photo Credit: Bill Frappier
Trolley at PHL. Photo Credit: Portland Discovery Land & Sea Tours
Tour Boat by PHL. Photo Credit: Portland Discovery Land & Sea Tours
Spring Point Ledge Light. Photo Credit: Portland Discovery Land & Sea Tours
Trolley at PHL. Photo Credit: Joe Faragalli
Boat. Photo Credit: Jack McCabe
Passengers on Boat. Photo Credit: Joe Faragalli
Trolley in the Old Port. Photo Credit: Joe Faragalli
Trolley. Photo Credit: Joe Faragalli

Portland Discovery Land & Sea Tours

Don’t just see Portland- Discover it! Hop onboard the “Discovery” trolley or, one of our classic cruise boats for a fun, entertaining and informative tour of the city or the bay.

About Us

On our open-air trolley, we’ll tour the charming downtown, the stately West End and the cobblestone streets of the Old Port as we make our way to Portland Head Light-Maine’s oldest and most photographed lighthouse. On both the Harbor Cruise and our Sunset Cruise we’ll travel the gentle waters of Casco Bay while enjoying views of the inner bay islands, historical forts, scenic lighthouses, seals and sea birds. Maximize your time in Portland and combine a trolley and boat tour for a memorable Land and Sea adventure! Our fully narrated tours depart daily from Long Wharf in the heart of the Old Port from April through October. View Full Schedule Online: portlanddiscovery.com
  • Providing tours of Portland and Casco Bay for over 20 years!
  • Winner of Trip Advisor Certificate of Excellence 5 years in a row Friendly, attentive staff consistently provides service excellence.
  • Group tours and private charters available by land and sea. Convenient location in the heart of the Old Port!
  • Find us at 170 Commercial Street (Look for the blue and white building that says “Long Wharf” on top)

Upcoming Events

More Events

Apr 27, 2026 - Nov 3, 2026

Presented by Portland Discovery Land & Sea

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…

Portland

Trolley at Portland Head Light, Photo Credits: Joe Faragalli