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Top Maine Boat Cruises & Day Sail Trips

Discover the Magic of Maine By Water

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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.

Lighthouse Lovers Cruise in Portland Maine

Lighthouse Lovers Cruise

Portland, ME

A fully narrated 60-minute scenic cruise through busy Casco Bay and its innermost islands to see lighthouses, forts, lobster boats, seals, and seabirds. As many as four lighthouses can be seen including a close up view of famous Portland Head Light, Maine’s oldest and most photographed lighthouse.

170 Commercial Street
Portland, ME 04101

Day Sail Cruise from Camden Maine

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

Schooner Eastwind Day Sail Trip

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

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. 

Acadian Boat Tours in Bar Harbor, Maine

Acadian Boat Tours

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.

Bar Harbor Whale Watching Company in Bar Harbor, Maine

Bar Harbor Whale Watch Company

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.

Bimini Sailing Charters in Saco, Maine

Bimini Sailing Charters

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.

Camden Harbor Cruises in Camden, Maine

Camden Harbor Cruises

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.

Cap'n Fish's Cruises in Boothbay Harbor, Maine

Cap'n Fish's Whale Watch

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.

Downeast Windjammer Cruises Lines In Bar Harbor, Maine

Downeast Windjammer Cruise Lines

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.

Hardy Boat Cruises in New Harbor, Maine

Hardy Boat Cruises

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.

Lulu Lobster Boat in Bar Harbor, Maine

Lulu Lobster Boat

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.

Maine Duck Tours in Portland, Maine

Maine Duck Tours

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.

A Day Sail Aboard Schooner in Portland, Maine

Portland Schooner Co.

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.

Rugosa Lobster Tours in Kennebunkport, Maine

Rugosa Lobster Tours

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.

Schooner Eastwind in Boothbay Harbor, Maine

Schooner Eastwind

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.

Schooner Lazy Jack II in Camden, Maine

Schooner Lazy Jack II

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.

Day Trip Sail aboard the Schooner Surprise in Camden Maine

Schooner Surprise

16 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.

Songo River Queen in Naples, Maine

Songo River Queen

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.


Discover the best of Maine with our travel blog highlighting special travel tips, sightseeing suggestions and regional interest stories to make the most of your Maine vacation trip. We bring you insigthful articles about unique places, kid-friendly activities, and regional entertainment that will help in planning your trip to Maine.

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