Trolley Tours of Portland
Learn about Portland, Maine's rich history on our award-winning land tours.
Full Land Tour Schedule
Featured Trolley Tours
- New in 2025!
- All ages
- 2 Hours and 30 Minutes
Hop on the “Guardians of the Harbor” trolley tour, a narrated journey with three lighthouse stops. Explore Portland’s maritime history, disembarking at each location.
Unforgettable Tours with Portland Discovery Tours!

Had a spectacular tour!
Our operators (thanks Bill!) were refreshingly knowledgeable and did a great job conveying the history and sights of Portland. Walking away with a wealth of new knowledge.
– Marko P
Highly recommend!
Do the sunset tour! We had a wonderful time touring the bay and learning about Portland. Saw some wildlife, lighthouses, and awesome sunset colors. The boat experience itself was calm and enjoyable.
– Jeremy Y
Great experience!
Had a great experience with these guys and gals! They provided a wonderful Lighthouse Sunset Tour. It was so enjoyable for our whole family. We will do this again the next time we are in Portland!
– Matt P
Definitely worth it!
Well executed tour that shows you most of the areas attractions and tells you about the history and how people live here. No motion sickness. They sell have a bar and sell basic snacks.
– Pieter R • Google
Fantastic tour guide!
So knowledgeable and the history of Portland and all the views were amazing. We are glad we came in early may right before the busy season because to tour was small and intimate. A must do activity while visiting!
– Danielle MMore To Do in Maine!
Whale Watch & Puffin Combo Cruise
Distance from Portland, ME: 1 hr & 11 mins
Price: Adults – $99 • Youth (2-12) – $89
Duration: Approx. 4+ hrs
This special cruise is designed for the nature lover that wants it all in just one afternoon! Cruise aboard the Harbor Princess, Mid Coast Maine’s largest and fastest vessel! Powered by brand new, green, clean burning tier 3 diesel engines.
Audubon Puffin & Scenic Cruise
Distance from Portland, ME: 1 hr & 11 mins
Price: Adults – $65 • Youth (2-12) – $55
Duration: 2 hrs & 30 mins
See firsthand the National Audubon Society’s success in reestablishing a puffin colony on Eastern Egg Rock. Truly a magnificent “Seafari” for all nature lovers with seals, blue heron, an occasional whale, and other coastal wildlife along the way.
Monhegan Island Ferry Service
Distance from Portland, ME: 1 hr & 20 mins
Price: Adults – $32 • Youth (2-12) – $30
Duration: 1 – 1 hr & 15 minutes
Enjoy the beautiful waters and scenery of Bristol with our ferry services between New Harbor and Monhegan Island!