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Portland, Maine Cruises & boat tours

Our most recommended Portland, Maine Cruises & boat tours

Portland: Schooner Tall Ship Cruise on Casco Bay

1. Portland: Schooner Tall Ship Cruise on Casco Bay

Set sail on a two-hour cruise from Portland along the rugged coast of Casco Bay. Pack a meal and your favorite wine or beer, and sit back and relax as you slip through the peaceful waters of Maine. Enjoy views of lighthouses, seals, and other coastal wildlife aboard a famous schooner tall ship. Join the crew to hoist the sails or take a turn at the ship's wheel if you feel inspired. Whether you're nine years old or 99, sailing aboard a Maine schooner is a unique adventure. Learn more about the wooden windjammers which are all listed on the National Register of Historic Places and were built in Maine.

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What people are saying about Portland, Maine

Definitely not a sailor so when the boat tilts it’s a bit disconcerting until you realize that’s what sailing is supposed to be. We apparently had real good wind on our trip so got to go out past where most end up. Very cool activity, got to see three lighthouses, some very cool houses along the coast and the rugged coast line without the drone of an engine. Captain and the other crew were knowledgeable and very cool, a nice peaceful adventure, definitely worth it in my book

This was the perfect way to end our Maine trip. Staff was friendly and knowledgeable and the boat itself was stunning. Learned A lot of history about the boat. My partner and I Loved every minute of it . Take advantage of the byob.

Was great but got charge for two people- only order for myself! Need a refund. Everything else was excellent!

Very relaxing! Lots of nice views! The crew is knowledgeable and funny!

Great sailboat rode around Casco Bay! Beautiful. Wonderful crew!