Top Maine Boat Cruises & Day Sail Trips
Discover the Magic of Maine By Water

Maine By Water - Maine's Premier Boat Cruises & Sailing Trips
Maine’s coastline is one of the most beautiful in the world, with its rugged cliffs, secluded beaches, and picturesque islands. Maine also has over 6,000 pristine lakes and ponds. Some of the most prominent and popular include Sebago Lake, Moosehead Lake, and Rangeley Lake, among others. And what better way to experience these magical places than by boat?
Whether you’re eager to observe the grandeur of breaching whales, witness the daily work of lobstermen hauling their catch, cruising the calm waters of one of Maine’s largest lakes, or simply wish to glide across scenic bays under the canvas of a schooner’s sail, Maine has a boating experience tailored for you. As you’ll discover, each cruise offers a unique vantage point to appreciate the state’s rich nautical heritage and its pristine natural beauty.
So, as you chart your next adventure, here is a brief overview of some of the most popular boat cruises and day sailing trips Maine has to offer, promising memories that’ll last a lifetime.
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Day Sail Cruise Camden Maine
Camden, ME
Cruise Camden’s scenic coast aboard the Appledore II, a historic wooden schooner that’s a thrilling taste of traditional Maine sailing. You can take the helm, raise the sails, or just find a comfortable spot on deck. This sailing tour is a great way to explore the Maine coast and the amazing views of Penobscot Bay.
18 Bay View Street
Camden, ME 04843

Eastwind 2 Hour Day Sail
Boothbay Harbor, ME
Sail away from it all on your two-hour voyage aboard Boothbay Harbor’s schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goal is for you to experience the best two-hour classic sailing trip in the world
20 Commercial Street
Boothbay Harbor, ME 04538
TOP 10 MAINE BOAT TRIPS
Maine’s Top 10 Boat Cruises
Top 10 Maine Boat Trips
Maine is renowned for its captivating coastline that stretches over 3,500 miles, dotted with historic lighthouses, rugged cliffs, and picturesque harbors. For those seeking to intimately experience its maritime allure, a boat cruise or day sailing trip is a must. Here we list our suggestions for the top 10 boat cruises and day sailing excursions that Maine has to offer. From the bustling harbors of Portland to the pristine waters of Bar Harbor, we’ve handpicked experiences that promise unparalleled views, encounters with marine life, and glimpses into the state’s rich seafaring traditions. Whether you’re a seasoned sailor or a curious traveler, these adventures offer a unique perspective of Maine that is bound to leave an indelible impression.
TOP MAINE BOAT CRUISES & DAY SAILING TRIPS
119 Eden Street
Bar Harbor, ME 04609
Based in Bar Harbor, enjoy diverse boating experiences: from narrated nature cruises to fishing trips and puffin sightings in the surrounding coastal waters of Frenchman Bay in scenic Bar Harbor.
1 West Street
Bar Harbor, ME 04609
Dive into marine life experiences from Bar Harbor. Whether it’s the majestic sight of whales, the colorful spectacle of puffins, or historic lighthouses, adventure awaits.
5 Bay Avenue
Saco, ME 04074
Bimini Sailing Charters in Saco, Maine offers daily boat tours along the southern Maine coastline. Guests can relax on scenic sails or try their hand at sailing aboard a classic and sleek sailing catamaran with experienced crews.
15 Public Landing,
Camden, ME 04843
Embark on various boat tours from Camden Harbor in Camden Maiine. Whether you’re interested in lobstering, exploring lighthouses, or eco-tours, there’s a nautical journey for everyone.
42 Commercial Street
Boothbay Harbor, ME 04538
Set sail from Boothbay Harbor for an ocean adventure on beautiful Linekin Bay. Marvel at the giant whales, glimpse puffins, see frolicking seals, and soak in the beauty of Maine’s rugged coastline.
1 Newport Drive,
Bar Harbor, ME 04609
Explore Maine’s coastline with a diverse range of cruises. Whether you fancy nature sightseeing, ferrying to islands, or simply enjoying a day sail, they have it all.
132 State Route 32,
New Harbor, ME 04554
Set off from New Harbor, Maine with a diverse array of scenic boat tours. From puffin to seabird and seal watching to ferry trips to Monhegan Island, a maritime adventure beckons.
55 West Street
Bar Harbor, ME 04609
Dive deep into Maine’s marine culture from Bar Harbor, Maine. Engage in lobster fishing, discover marine life from seabird to seal watching, and learn about the captivating history of Acadia.
177 Commercial Street
Portland, ME 04101
A truly unique tour starting in Portland where you travel the city streets before splashing into the water for a harbor tour and the surrounding busy waterfront, all in an amphibious vehicle.
56 Commercial Street
Portland, ME 04101
Embrace the charm of Portland Harbor and the surrounding islands by sailing on traditional wooden schooners. Experience day sails, sunset cruises, and immerse yourself in maritime nostalgia.
95 Ocean Avenue
Kennebunkport, ME 04046
Depart from Kennebunkport, Maine on a traditional Downeast wooden lobster boat, watch lobster trap hauling up close, and learn about Maine’s rich lobstering tradition and fishing industry.
Pier 1, 20 Commercial Street
Boothbay Harbor, ME 04538
Departing from Boothbay Harbor, join half-day sails that promise sea breezes, scenic views, and the possibility of spotting marine life on the Maine coast.
Bay View Landing
Camden, ME 04843
Experience the calming waters of Penobscot Bay, with a Camden departure. Bask in Maine’s natural beauty, marine life, and relax under the schooner’s sails.
18 Bay View Street
Camden, ME 04843
Embark on a memorable journey starting from Camden Harbor and around Penobscot Bay aboard an historic schooner, absorbing Maine’s maritime heritage and scenic coastal landscapes.
841 Roosevelt Trail
Naples, ME 04055
Relive history aboard this replica Mississippi River Paddle Wheeler. Cruise on Long Lake from Naples and soak in scenic views and a touch of nostalgia.
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