Portland Discovery Land and Sea Tours

Portland Discovery Land and Sea Tours Fun, informative sightseeing on trolleys and boats and unique charter opportunities! Our trolleys and boats are also available for private events!!
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Portland Discovery offers fully narrated trolleys tours of the wonderful city of Portland and narrated cruises on beautiful Casco Bay. See the best of Portland with us! Open May-October.

Bayview Lady, doing what she does best, cruising the coast 🌊📸 Megan Clouse Living
09/05/2026

Bayview Lady, doing what she does best, cruising the coast 🌊

📸 Megan Clouse Living

One of Portland’s most iconic views. No trip to Portland is complete without a stop at Portland Head Light. Come see it ...
08/29/2026

One of Portland’s most iconic views.

No trip to Portland is complete without a stop at Portland Head Light. Come see it for yourself and take in the views of the Maine coast!

🎟️ Explore Portland with us, tickets are available through the link in our bio.

Your perfect Portland day could look a little something like this… ☀️A trolley ride, coastal views, a little history, ma...
08/28/2026

Your perfect Portland day could look a little something like this… ☀️

A trolley ride, coastal views, a little history, maybe a stop for something sweet. Sounds pretty good to us!

🎟️ Plan your Portland adventure through the link in our bio.

The best way to see Casco Bay? Aboard The Islander ⛴️
08/26/2026

The best way to see Casco Bay? Aboard The Islander ⛴️

08/07/2026

Happy National Lighthouse Day! ⚓️🌊
Whether you join us by trolley or by boat, you’ll get incredible views of some of Casco Bay’s most iconic landmarks.
Visit Portland Head Light on our Portland City & Lighthouse Trolley Tour, or cruise by Portland Head Light, Spring Point Ledge Lighthouse, Bug Light, and Ram Island Ledge Light from the water on one of our scenic boat tours! ⛴️
Come explore Maine’s coastal gems with us!

Come visit our friendly team on Long Wharf to book your Portland trolley tour! Explore the city’s history, charm, and ic...
07/29/2026

Come visit our friendly team on Long Wharf to book your Portland trolley tour! Explore the city’s history, charm, and iconic sights—including a stop at Portland Head Light for an up-close view. We also do private events!

04/18/2026

Islander has shed her winter coat with help from Captains Kelton and Owen—a sneak peek at the hard work our crew has been putting in to get ready for the 2026 season, stay tuned for more—Our trips begin on 5/2 and we can’t wait for you to join us by land or sea! 🛟🦞⚓️

Join us by land, sea or BOTH as we finish out another fantastic season at Portland Discovery! We look forward to seeing ...
10/17/2025

Join us by land, sea or BOTH as we finish out another fantastic season at Portland Discovery! We look forward to seeing you and “who you share it with”.

The Casco Bay is steeped in beauty, history and wildlife. Come enjoy it all on one of our boat tours at Portland Discove...
09/19/2025

The Casco Bay is steeped in beauty, history and wildlife. Come enjoy it all on one of our boat tours at Portland Discovery this fall season 🍁

📷:

Cruise into the sunset with us🌅Book your tour today and enjoy the unforgettable views–and picture perfect moments! ...
08/18/2025

Cruise into the sunset with us🌅
Book your tour today and enjoy the unforgettable views–and picture perfect moments!

Address

170 Commercial Street
Portland, ME
04101

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