Midcoast, Maine Sailing & Yacht Charters - Midcoast, Maine Sailing Trips & Private Charters


Come sail away on our Midcoast, Maine sailing trips. Enjoy sailing on your vacation and spend the day out on the water. Our Midcoast, Maine sailing tours are a great activity for any traveler. You can relax and ride or learn to sail at one of our sailing schools. Our sailing adventures are a great addition to any vacation. Browse our Midcoast, Maine sailing and plan your vacation today!

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  • Midcoast, Maine Sailing & Yacht Charters. Start Planning Your Vacation Today!
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    Sail the Maine Coast on the Schooner Stephen Taber Rockland, Maine Sailing & Yacht Charters

    Sail the Maine Coast on the Schooner Stephen Taber

    Starting At
    US $550
    per Trip


    Rockland, Maine Sailing & Yacht Charters - The Schooner Stephen Taber offers 3-6 day sailing trips off the coast of Maine. Built in 1871 and based in Rockland, a trip aboard the Taber is unique, authentic, personal and relaxing. The ship carries 22 passengers and is a National Landmark.

    Twilight Charters, Maine and Bahamas Sail Charters Georgetown, Maine Sailing & Yacht Charters

    Twilight Charters, Maine and Bahamas Sail Charters

    Starting At
    US $500
    per Night

    Georgetown, Maine Sailing & Yacht Charters - We offer 1-8 day private, crewed charters aboard a 47 ft sailboat on the midcoast of Maine and Bahamas. Summers in Maine, Winters in the Bahamas. Find out about our OVERNIGHT SPECIAL! Scroll down for more info.

    Custom Sailing Charters from Rockland, Maine Rockland, Maine Sailing & Yacht Charters

    Custom Sailing Charters from Rockland, Maine

    Starting At
    US $300
    per Night

    Rockland, Maine Sailing & Yacht Charters - Bufflehead Sailing Charters offers a unique opportunity to experience Maine. Get on the water aboard this classic vessel, see Rockland's working waterfront, lighthouses, panoramic vistas, seals and seabirds. Sail with a friendly accomplished Captain.

    Maine Windjammer Sailing Adventures Blue Hill, Maine Sailing & Yacht Charters

    Maine Windjammer Sailing Adventures

    Starting At
    US $160
    per Night

    Blue Hill, Maine Sailing & Yacht Charters - The Maine Windjammer Association's ten historic ships offer exciting 3- to 6-day sailing vacations along the Maine coast from May to October. Includes great food, spectacular scenery, abundant wildlife and time to explore islands and villages.

    Day Sailing & Custom Charters on the Schooner Olad Camden, Maine Sailing & Yacht Charters

    Day Sailing & Custom Charters on the Schooner Olad

    Starting At
    US $29
    per Person

    Camden, Maine Sailing & Yacht Charters - Join us for a day sail on the historic waters of Penobscot Bay. As the sails fill, be carried off into the relaxing realm of beauty that the coast of Maine has to offer. Take part in observing lighthouses and island nature preserves from our decks.

    Sailing aboard a Maine Windjammer Rockland, Maine Sailing & Yacht Charters

    Sailing aboard a Maine Windjammer

    Starting At
    US $525
    per Person

    Rockland, Maine Sailing & Yacht Charters - Experience authenic sailng on a historic Maine windjammer. See islands, wildlife, lighthouses and enjoy a traditional hearty meals cooked on a woodstove. Enjoy the rugged Maine coast from the right side...the ocean!



    Other Listings You May Be Interested In
    Eco Sailing Expeditions Belfast, Maine Sailing & Yacht Charters

    Eco Sailing Expeditions

    Starting At
    US $700
    per Week

    Belfast, Maine Sailing & Yacht Charters - Join us for amazing voyages of discovery aboard the Wanderbird. We love what we do and hope to be your hosts on an amazing eco adventure.

    North Country Rivers - Maine Outdoor Adventures Bingham, Maine Rafting

    North Country Rivers - Maine Outdoor Adventures

    Contact For Rates & Specials!


    Bingham, Maine Rafting - Discover the Maine Outdoors with North Country Rivers - Whitewater Rafting, Kayaking, ATVing, Snowmobiling, Moose Safaris and more. Packages include Cabins, Tent and RV Camping, Meals and more. Let's start planning your Maine Outdoor Vacation today!

    Crab Apple Whitewater Rafting in New England The Forks, Maine Rafting

    Crab Apple Whitewater Rafting in New England

    Starting At
    US $40
    per Trip

    The Forks, Maine Rafting - New England's largest rafting outfitter - trips in Maine and Mass. Family owned & operated since 1983.Twenty adventure options - world class rafting, scenic float trips, funyaking, paintball, moose safaris. Riverside base camps, lodging and meals.

    Magic Falls Rafting Company West Forks, Maine Rafting

    Magic Falls Rafting Company

    Starting At
    US $54
    per Person

    West Forks, Maine Rafting - Maine's fun, safety conscious, value-priced whitewater outfitter offering trips on the Kennebec and Dead Rivers from May to Oct. Tent camping, cabin tents, Dead River Lodge & Rivers Inn for groups. The area's only outdoor climbing wall!



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