PORTLAND · MAINE
Portland's standouts, both coasts.
The 10 standout casco bay boat cruises a Portland traveller will actually book. What each one covers, who runs it, and what it costs from the dock or the trailhead.
A 1 hour 45 minute Portland Harbor cruise with Casco Bay lighthouses, Civil War forts, and big water views for $54.
“Very informative. Great way to learn about the general area and history. Crew was friendly and knowledgeable. Beautiful views of lighthouses and city.”
One hour on Portland Harbor seeing four lighthouses and Fort Gorges, with onboard snacks, restrooms, and fun, clear history for $39.
“Honestly I bet it would have been a great experience. I drove up from RI and got there about a minute late. Coming from out of town I wasn’t sure about parking and then found the parking lot. Then I had to try figuring out which ship was the one I was supposed to be…”
Sail Casco Bay from Portland on a historic Maine windjammer. Bring snacks and drinks, enjoy 2 calm hours, and maybe help with sails.
“Lovely experience wandering the harbor. Had a mid afternoon flight. Do the perfect am activity. Staff was lovely”
2-hour Windjammer sail in Casco Bay from Portland Maine. BYO snacks and drinks on a historic schooner, see lighthouses and seals.
“The experience of sailing the waters of Portland as they did centuries ago was truly amazing. Sailing the water was so relaxing to the soul. Taking in the beauty of the harbor and bay from aboard the Timberwind can not be topped. The Captain and his crew were professional and polite. The check in tea”
Casco Bay sunset from Portland. See Maine lighthouses, hear WWII shipyard stories, and watch for seals and dolphins. 1h45, $56.
“This was an amazing experience. All that we previously learned/experienced via land was great, but experiencing Portland from the water at sunset was truly unforgettable. Tour guide/captain very knowledge and personable. I would do this again in a heartbeat!”
Sail a historic schooner through Casco Bay on a Portland, Maine sunset cruise. Bring your own snacks and drinks for 2 hours.
“Even though it was a very foggy night, the sun still peaked through and we really enjoyed the views on the sailboat. We made some friends along the way and really enjoyed talking to the crew! Highly recommend you do this awesome experience.”
Sunset sea kayaking on Casco Bay from Portland: small-group tour with gear and dry bag, seals, wharves, and distant lighthouses.
“This was a wonderful, memorable trip. We are not kayakers, but our guide, Joe’s, love of the the water was infectious. He shared many interesting stories regarding the history of Portland’s harbor. The staff provides all the gear, and you will get a quick lesson and tips. Then you are on the water. Great fun.”
Private 2-hour charter on a vintage lobster boat in Portland Harbor with four lighthouses, Casco Bay islands, and drinks.
“Fun adventure with a fantastic captain and crew! A wonderful overview of Portland’s coastline, lighthouses, and neighborhoods from the comfort of your private luxury boat!”
Boat cruise to House Island for a guided tour of Fort Scammel, with underground passages, views, and one included local drink.
“Pete was extremely informative and fun. We learned a lot and the fort was impressive. Highly recommend”
Paddle Portland’s Casco Bay on a guided half-day sea kayak. Spot seals and seabirds, pass forts and lighthouses, and snack on a beach.
“Suzanne was an amazing guide! We paddled to an island and saw seals along the way. Would highly recommend!”
