Featured Land & Sea Tours
- Most Popular Cruise!
- All ages
- 1 hour and 45 minutes
- May 4 – October 20
Enjoy a 1 hour and 45 minutes, fully narrated cruise to iconic lighthouses of Portland Harbor AND the picturesque waterway Diamond Pass.
Discover Portland by Land, Sea or a Combo of Both!
LIGHTHOUSES BY TROLLEY
- 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.
SCENIC CRUISE
- Sells Out Fast!
- All ages
- 1 hour and 45 minutes
- May 24 - October 29
This 1 hour and 45 minutes cruise offers guests a chance to relax and unwind as we make our way around the inner islands and lighthouses of the bay at dusk.

Explore the historic charm and natural beauty of Portland, Maine with Portland Discovery Land & Sea Tours—the premier locally-owned tour provider offering unforgettable harbor cruises and trolley tours since 1995.
Tours depart daily, inviting you to uncover Portland’s iconic landmarks and vibrant maritime history. Enjoy engaging, narrated tours led by experienced guides who bring Portland’s stories to life with fascinating history and local insights.
Relax and take in the sights aboard our comfortable, classic vessels and trolleys, featuring:
- Scenic trolley rides highlighting local lighthouses and historic sites
- Harbor cruises showcasing lighthouses, forts, islands, and wildlife
- Friendly and knowledgeable tour guides
- Convenient departures from downtown Portland
Discover Portland and create memories that will last a lifetime!
Guests Love 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 M