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


Come sail away on our sailing trips in Maine. Enjoy sailing on your vacation and spend the day out on the water. Our sailing tours in Maine 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 sailing in Maine and plan your vacation today!

Sailing & Yacht Charters Maine. Start Planning Your Vacation Today!


Flights to Maine


Great Vacations In Maine



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Maine Windjammer Sailing Adventures

Maine Windjammer Sailing Adventures Sailing & Yacht Charters Blue Hill, Maine
Starting At
$180
per Night

Sailing & Yacht Charters Blue Hill, Maine - The Maine Windjammer Association's eight 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.

Custom Sailing Charters from Rockland, Maine

Custom Sailing Charters from Rockland, Maine Sailing & Yacht Charters Rockland, Maine
Starting At
$30
per Person

Sailing & Yacht Charters Rockland, Maine - Bufflehead Sailing Charters offers a unique opportunity to experience Maine. Get on the water aboard this classic, see Rockland's working waterfront, lighthouses, panoramic vistas, seals and seabirds. More info and contact on sailrockland dot com.

Schooner Heron Eco WIldlife Tour

Schooner Heron Eco WIldlife Tour Sailing & Yacht Charters Rockport, Maine
Starting At
$50
per Trip

Sailing & Yacht Charters Rockport, Maine - Sail the Schooner Heron for a fun and informative look at the history of Rockport Harbor. Sail across Penobscot Bay to see the seals and seabirds on Robinsons Rock, birthplace of Andre the Seal. Enjoy the thrill of sailing a classic wooden schooner.

Day Sailing & Custom Charters on the Schooner Olad

Day Sailing & Custom Charters on the Schooner Olad Sailing & Yacht Charters Camden, Maine
Starting At
$29
per Person

Sailing & Yacht Charters Camden, Maine - 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.

Sail the Maine Coast on the Schooner Stephen Taber

Sail the Maine Coast on the Schooner Stephen Taber Sailing & Yacht Charters Rockland, Maine
Starting At
$550
per Trip
hot travel deals

Sailing & Yacht Charters Rockland, Maine - 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.

Sailing aboard a Maine Windjammer

Sailing aboard a Maine Windjammer Sailing & Yacht Charters Rockland, Maine
Starting At
$525
per Person

Sailing & Yacht Charters Rockland, Maine - 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

North Country Rivers - Maine Outdoor Adventures

North Country Rivers - Maine Outdoor Adventures Rafting Trips Bingham, Maine
Contact For Rates & Specials!

Rafting Trips Bingham, Maine - 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

Crab Apple Whitewater Rafting in New England Rafting Trips The Forks, Maine
Starting At
$40
per Trip

Rafting Trips The Forks, Maine - 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

Magic Falls Rafting Company Rafting Trips West Forks, Maine
Starting At
$54
per Person

Rafting Trips West Forks, Maine - 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!

Northern Outdoors

Northern Outdoors Rafting Trips The Forks, Maine
Contact For Rates & Specials!

Rafting Trips The Forks, Maine - Experience the adventure of a lifetime with NEW ENGLAND'S #1 OUTDOOR ADVENTURE RESORT! World class whitewater rafting and sea kayaking in Maine, with trips for all ages and experience levels. Grand log Lodge, deluxe lakeside log cabins, great food!


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