Maine
Sailing Trips & Tours

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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.

Other Sightseeing Options in Maine

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What people are saying about Maine

Overall rating

4.5 / 5

based on 6 reviews

Excellent! Crew was very polite and helpful including the host checking in guests on the pier. Trip (voyage?) was everything our group wanted - comfortable, interesting, and well guided by Capt. Shawn. Shawn had a lot of knowledge about the vessel, the area, and the physics of sails and wind. Our group of seven enjoyed the entire excursion immensely! Thank you all for the great experience - Shawn, Andy, & Tristan.

the captain and crew were so personable and knowledgeable. it was a great trip. i tecommend going out Sun at 10 AM. fewer people and more time to interact with captain snd crew. delightful

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

Loved learning about sailing and spending some quiet time on the bay.

Great crew, beautiful sail, perfect evening experience.