Top Maine On the Water - page 2

As we cruise the waters around Portland Harbor we will make stops at Portland Breakwater Light, Spring Point Light and Ram Island Ledge Light before stopping at Maine’s oldest and most iconic lighthouse, Portland Headlight. This historic beacon, with its striking architecture and stark coastal backdrop, is a sight to behold from the perspective of the Atlantic Ocean as seafarers have done for more than 200 years. After photos and information about this iconic lighthouse, we continue the ride along the rocky shores of Cape Elizabeth to Two Lights State Park, whose twin lighthouses perch atop dramatic cliffs. Our best chance for wildlife comes during the next leg of the ride as we cruise open waters to Halfway Rock Lighthouse, a true maritime relic. Standing proudly on a remote ledge in the open ocean, it has guided mariners through thick fog and turbulent waters for over a century. Seals are often found hanging on the rocks and feeding in the nutrient-rich waters.

Welcome Aboard Schooner Lazy Jack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a 2hr. day sail on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we set a course out past Burnt Island Light, Squirrel Island, Ram Island Light and the outer islands of Boothbay. Keep a sharp eye out for porpoise, Osprey, Bald Eagles, and harbor seals as we slip by local boats setting their pots or hauling in the lobster catch of the day.

Set sail on a memorable 2-hour sunset cruise through the stunning landscapes of Kennebunkport, ME. Glide along the Saco River and take in the picturesque views of Biddeford Pool, Camp Ellis, and the iconic Wood Island Lighthouse. Ideal for small groups of up to 6, this intimate sailing adventure welcomes all ages, ensuring a delightful experience for families, friends, or couples. Enjoy the beauty of the Maine coast as the sun sets, creating lasting memories on the water. - 2-hour sunset cruise along the scenic Saco River - Limited to 6 passengers for a cozy experience - All ages welcome—perfect for families and couples - Daily departures based on sunset times, ensuring a unique experience each time

See a new vantage on Portland and the Maine coast—and enjoy a relaxing excursion out on the water—on this sailing tour. Make your own way to the Maine State Pier, and hop aboard a traditional, Maine-built windjammer. Once you set sail, soak up the sea breezes, look out for seals, and even take a turn at hoisting the sails or behind the ship’s wheel.

Take a deep dive into Bar Harbor, Acadia National Park, and Mt. Desert Island on this half-day bus tour. Since your transportation is provided, you can focus on the scenery and taking in the insightful narrative instead of driving and directions. Make three stops within the town of Bar Harbor and the National Park to witness firsthand the views and wildlife that make this island so special. Stops include Cadillac Mountain, Sieur de Monts Spring, and Thunder Hole.

Known for its rocky coastlines, wealth of wildlife, and evergreen forests, Acadia National Park promises dramatic scenery—and this fully narrated driving tour makes for an easy way to discover it. Set off from Bar Harbor in a luxury Berkshire minibus, and discover highlights like Cadillac Mountain (the highest point on the East Coast), Thunder Hole (where ocean waves roar), Sieur De Mont's Spring, Jordan Pond, and much more.

Explore one of Maine’s most picturesque boating destinations—and enjoy a more up-close experience of the sights than most other tours offer—on this excursion by rigid inflatable boat. Departing straight from the marina, you’ll set off into the bay with just a small group for company. Spy the region’s many islands and lighthouses; look out for seals, porpoises, and other wildlife; and really immerse yourself in the maritime scenery.

Explore the heart of Portland and head out to see some of the area's hidden gems and less-visited spots with this guided sightseeing tour. Your guide, a born-and-raised Portlander who works as a college librarian by day, shows you off-the-beaten-path locations and shares with you all sorts of local lore along the way.

The hour just before sunset is the best time for stand-up paddling on the waters of Casco Bay. The sky tends to explode with color and the seas often become glassy and calm. This trip involves a leisurely paddle just far enough along the waterfront or into the islands to enjoy a panoramic view of the sun setting over the city as we paddle back to the East End Beach. This two-hour tour is designed for people of all experience levels — including those new to stand-up paddling.

Paddle among the magnificent islands of Casco Bay during this 4-hour guided sea kayaking tour in Portland. Island-hop by boat through the scenic landscape of this coastal area, admiring 19th-century forts and lighthouses along the way. As you travel you’ll scout for marine life like seals and seabirds and take a break on a local beach for snacks and exploring.

Acadia National Park is as big as it is beautiful, making it simple to get lost when going on your own. Instead, choose this Acadia National Park Self-Guided Driving Audio Tour and see the park’s pristine wilderness while hearing about its history from the safety of your own vehicle. You’ll follow a route through the park on an easy-to-download app that gives recommended speed limits and commentary for a unique experience.

Discover the beauty of Northwest Casco Bay on a 3-hour morning kayaking tour. No experience is necessary, as you get a crash course before the tour begins and your guide is on hand at all times. Double kayaks are available, if you prefer to paddle tandem. See Brunswick and its native wildlife from a unique vantage point. Then enjoy complimentary snacks and a brief land excursion, before your return.

With surrounding streams and ponds, beaches, man-made canals, and natural coves and inlets, Sebago Lake is ideal for exploring on kayaks. If you haven’t brought one with you, this rental can help you get on the water. After a safety briefing, take off from a private launch designed for easily getting in your kayak and into the water, and explore the natural beauty of the lake for about 4 hours.

The cost covers up to three anglers. Spend a half day on the hardwater. The Maine tradition of icefishing has been passed down from generation to generation and you can be a part of it. Chase flags as the fish take the bait. Enjoy coffee in a warm shelter, play cards, listen to the music, and enjoy to quiet simplicity of icefishing. Great family fun.

The Penobscot River has some of the best smallmouth bass fishing in Maine—but you need the know-how and the right fishing boat to take advantage. This half-day private fishing tour makes it as easy as possible, providing a 17-foot fishing boat (5 meters), a state-certified river guide, and all the fishing gear you’ll need.

Learn about Portland's history with this walking tour, which will take you through the Old Port, downtown, and waterfront areas. You'll see all sorts of historic attractions, including the home of Hendry Wadsworth-Longfellow, the Eastern Cemetery, and the Abyssinian Church, all with a professional guide on hand to share stories about the city's past.

This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - complete with lighthouses, seals, and seabirds. Sail aboard Heart's Desire, a 101 year old schooner, designed by famed yacht designer, John Alden. Heart's Desire measures 53' feet and features some of John Alden's trademark design elements including a long bowsprit and dramatic, raked transom. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desire has been used mainly for chartering along the Eastern seaboard in New York, New Jersey, Massachusetts, and Maine.

Spend two hours kayaking on Sebago Lake with this guided tour led by a professional guide, suitable for experienced kayakers and complete beginners. As you paddle along the gentle waters, your guide will tell you all about the local area. Expect to see all sorts of birds, fish, and turtles as you paddle against the backdrop of the setting sun.

Looking for a romantic way to watch the sunset while in Maine? How about chartering a vintage lobster boat and heading out to Casco Bay, where you'll take in great views of the sea and coastline. Your captain and guide will be on board to point out lighthouses, historic forts, and natural features. A round of drinks is included to toast the sunset with, but more beverages are available to purchase onboard.

Set off for a spectacular day of offshore fishing off the coast of Kennebunkport, ME. This private charter invites you and up to six guests can fish for haddock, cod, and more. Over the course of five hours, explore the stunning coastline, catch fish, and create lasting memories surrounded by the beauty of Wood Island Lighthouse and the Saco River. Whether you're a seasoned angler or a first-timer, this exclusive experience promises an unforgettable day on the water. Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability.

There are a lot of ways to get out on the water in Maine, but at Sailing Sasa, we make every charter feel personal, relaxed, and genuinely memorable. We’re a small, family-run sailing charter, and Sasa is a thoughtfully restored and beautifully outfitted yacht designed to feel warm, welcoming, and comfortable from the moment you step aboard. Every sailing day trip in Maine we offer is fully customizable and built around your group’s vision of a perfect day on the water. Whether we’re exploring the islands, sailing past lighthouses, or anchoring at a secluded cove for a swim, the goal is simple: give you a day that feels easy, personal, and genuinely fun.

Spend a relaxing day paddling up the Presupmscot River on this covered bridge kayak tour in Southern Maine. You’ll enter the water with your guide from a private launch in Windham and wade upstream towards Babb’s Covered bridge. Your local guide will point out wildlife that call these parks, waterways, and wooded shorelines home. Listen to local tales while eating Maine-made snacks before exploring the shore around Babb’s Bridge.

There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, relaxed, and genuinely memorable. We’re a small, family-run sailing charter, and Sasa is a thoughtfully restored and beautifully outfitted yacht designed to feel warm, welcoming, and comfortable from the moment you step aboard. A half-day sail is the easiest way to get out on the water and see the Maine coast from a completely different perspective. This small group Maine sailing charter is perfect if you want a relaxed few hours to cruise, take in the views, brush up and your sail trim, or just relax and maybe sneak in a swim on a warm day.

Spend three hours kayaking through Casco Bay with this small-group tour led by a professional guide. You'll launch from Mere Point in Brunswick and paddle over to a couple of different islands, with the opportunity to see all sorts of marine birds, and maybe even a seal or two, along the way.