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Top attractions in Maine

Our most recommended Maine Sailing Trips & Tours

  • Penobscot Bay: Historic Schooner Day Sailing Trip

    1. Penobscot Bay: Historic Schooner Day Sailing Trip

    Experience one of the top things to do in Camden sailing along Maine's magnificent rocky coastline. Climb aboard the elegant Appledore II, a historic schooner. Feel like an adventurer from the 19th-century while enjoying state-of-the-art accommodations onboard a modern windjammer. Stroll along the wide decks as you take in the sights without needing to duck beneath the rigging. With a capacity of only 49 passengers, there is abundant seating to make yourself comfortable for this intimate sailing trip. Enjoy the chance to sail your own wooden ship as the crew welcomes your participation. Offer to help raise the sails and take a turn at the wheel of this hard-working, seaworthy schooner. Ask your crew about the history of the boat which has sailed around the world, docking at many harbors along the way. Twice a year, she still sails the Eastern seaboard between her 2 home ports of Camden,...

    We went out near the end of the season so the boat was less than half full which made for a great experience. The captain and crew were all awesome! Excellent interaction and service. Loved it!

  • Camden: Sunset Sailing Cruise Aboard Appledore II

    2. Camden: Sunset Sailing Cruise Aboard Appledore II

    Board the Appledore II in Bayview Landing in Camden, and enjoy a 2-hour sunset cruise. Admire the beautiful harbor, framed by mountains, and appreciate the views from the wide decks. Help to raise the sails, take a turn at the wheel, and experience captaining a traditional wooden ship. Cruise past Curtis Island Light and into Penobscot Bay. Sail along the rugged coastline, take in the majestic mountains, and look out for local wildlife such as seals, porpoises, and eagles. Cocktails, beer, wine, and soft drinks are available for purchase as you enjoy the sunset over Mount Battie.

    An enjoyable experience. The crew was professional and friendly. Highly recommend.

  • Portland: Schooner Tall Ship Cruise on Casco Bay

    3. 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.

  • From Bar Harbor: Tall Ship Cruise on Frenchman Bay

    4. From Bar Harbor: Tall Ship Cruise on Frenchman Bay

    Set sail on a stunning tall ship and cruise around Bar Harbor and Frenchman Bay. Experience Maine's outstanding coastline, its wildlife, and its sea views, from your vantage point on the waves.

    Embark on a nautical adventure to remember aboard one of the few operational tall ships on the East Coast. Feel the crisp, salty air on your face, and smell the fresh lobster as you take in the scenic delights of the Maine coast. Immerse yourself in a seafaring experience as you absorb the sights of the famous Acadia National Park. Sail past islands and down narrow passages as you head for scenic Frenchman Bay.

    Keep your eyes peeled for land and sea creatures like moose, bears, and whales. Look out for nesting sea birds in the cliff caves, as well as ocean life in the water, as you sail through this storied landscape.

Frequently asked questions about Maine

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What people are saying about Maine

Overall rating

4.7 / 5

based on 92 reviews

We have driven the loop road many times before and used to have a book that we could read information at each stop. This was very entertaining. For some reason the sound came through the audio on the car so we would only have needed to register for one and bot two people.

Awesome beer and bike tour in Portland. We stopped at 3 craft breweries, got a flight at 2 of them and 1 beer at the other. Great to support the local businesses and get a taste of the craft beer scene in Portland. Highly recommend, well worth it!

Marcia was very informative and you could tell she loved to give tours!

Great guide. Fun...knowledgable....energetic...need we say more.

Great crew, beautiful sail, perfect evening experience.