Top Portland Water Tours

Half maritime adventure, half sightseeing exploration, the best way to catch Portland’s history is from the water. Gliding along Diamond Pass, you’ll catch views of Civil War–era forts, historic lighthouses, and likely some lobster boats bobbing in the breeze. Perfect for all ages, you’ll get to know the city and its maritime heritage, all while taking in its most scenic side.

Experience Portland's rich history from its most impressive vantage point: the water. Adventuring along Diamond Pass, you'll glimpse a Civil War–era fort, old-school lobster boats, and all the lighthouses Portland is so famous for, including Portland Head Light, Maine’s oldest. Suitable for all ages, this excursion is both a dive into Portland's past and a sightseeing adventure, a two-fer that’s leisurely, scenic, and fun.

See a new vantage on Portland and the Maine coast—and enjoy a relaxing excursion out on the water—on this sailing tour. Make your own way to the Maine State Pier, and hop aboard a traditional, Maine-built windjammer. Once you set sail, soak up the sea breezes, look out for seals, and even take a turn at hoisting the sails or behind the ship’s wheel.

Spend three hours kayaking through Casco Bay with this small-group tour led by a professional guide. You'll launch from Mere Point in Brunswick and paddle over to a couple of different islands, with the opportunity to see all sorts of marine birds, and maybe even a seal or two, along the way.

Enjoy a relaxing morning paddleboarding along Portland's Casco Bay. After a brief instruction, set out for a stand-up tour of the area—searching out native wildlife such as great blue herons and osprey as you slowly explore the waters. Learn about the area's fascinating history, from ways Native Americans used the land to how lobsters play a big part in the local economy. This leisurely and informative 2-hour tour includes an on-shore snack break before making your way back to Mere Point.