Top New England On the Water - page 2

Step back in time and immerse yourself in Maine's maritime heritage on a sailing trip onboard the only historic day sailing schooner out of Camden. Soak up views of Maine's lighthouse-dotted coastline while the crew points out wildlife, tells you the history of the area, and shows you local landmarks. Get hands on by learning to haul sails or just relax with a bottle of wine and a picnic (byob).

Experience the breathtaking beauty of the Atlantic Ocean on our whale-watching tour departing from Portland, Maine. Set sail from the historic harbor, where you'll board a comfortable vessel equipped for a thrilling marine adventure. As we cruise along the rugged coastline, keep your eyes peeled for the majestic giants of the sea – humpback whales, fin whales, and minke whales are frequently spotted in these waters. Our experienced naturalist guides will be with you every step of the way, providing fascinating insights into the behavior and biology of these incredible creatures. The tour also offers the opportunity to observe a variety of other marine life, including seals, porpoises, and a wide range of seabirds. Don't forget to bring your camera, as you'll want to capture these unforgettable moments.

This isn’t a typical boat tour—it’s a hands-on lobster fishing experience that puts you right in the heart of Maine’s working waterfront. You’ll head out onto Penobscot Bay and actively take part in hauling real lobster traps, learning the tools, techniques, and traditions from local knowledge along the way. As each trap comes up, you’ll gather round to see what’s inside—lobsters, crabs, and the occasional surprise—while hearing how this iconic fishery is carefully managed to thrive for generations. Then, instead of just heading back, you’ll step ashore for a VIP dockside stop at Young’s Lobster Pound. Enjoy a private, behind-the-scenes feel before settling in for a classic Maine lobster feast—fresh, simple, and exactly how it should be. From trap to table, this is the real thing.

Board your boat, the Elizabeth Grace, near the Portland ferry terminal and cruise around Portland Harbor at sunset, when Casco Bay and the coast of southern Maine are the most romantic. See lighthouses, historic forts, and stray groups of swimming seals and enjoy local craft beer from the boat. As the sun sets, turn toward Portland to see the town light up before returning to harbor.

Enjoy a scenic sunset cruise aboard a classic yacht, Rum Runner II. See views of Newport Harbor and Narragansett Bay from the water. Relax on a comfortable, classic boat and enjoy an evening on the water with friends or family. Please note this is not a narrated cruise. Check with the ticket booth staff to purchase beverages before getting underway.

Enjoy a one-of-a-kind perspective on Maine’s picture-perfect sunsets on this early-evening sailing tour. Departing from the scenic Camden Harbor, travel aboard a large, elegant windjammer that was built according to traditional methods. Sail past Curtis Island Light, admire Mt. Battie, and take in the ruggedly beautiful coastal scenery. En route, spot wildlife, enjoy drinks on board (available for purchase), and toast to the sunset.

Sail with us for a two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This is NOT a narrated tour, but our crew is happy to answer any questions you have about the sites). All ages are welcome, whether you are nine years old or 99, sailing aboard one of our Maine historic schooners is a unique adventure. See Fort Gorges, Bug Light Park, and the beautiful Portland coastline. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay. All of our wooden windjammers were built in Maine and three are listed on the National Register of Historic Places.

Witness the charming puffins of Eastern Egg Rock on this 2.5-hour scenic cruise from Boothbay Harbor. Led by expert naturalists, the tour offers insightful commentary about puffins and the coastal wildlife. Sail past stunning lighthouses and islands, while keeping an eye out for seals, blue herons, and even the occasional whale. This family-friendly adventure is perfect for nature lovers and photographers alike, ensuring plenty of photo opportunities along the way. Reservations are required for children under 2, and leashed dogs are welcome too. Duration: 2.5 hours, with a narrated experience Ideal for families, nature enthusiasts, and photographers Spot puffins, seals, and various coastal wildlife Scenic views of three lighthouses and numerous islands

Join us aboard a classic sailboat for a 1.5-hour sunset sail in Newport! Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including historic lighthouses and landmarks, other classic vessels, bridges, mansions, and more! We'll sail from historic downtown Newport and arrive back at the same meeting point.

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. We have been working on this experience in Boothbay Harbor for almost 50 years, have a strong local following, and have been featured in national, best-selling publications. We have the best sailing vessel for exploring Boothbay Harbor. We use an onboard engine to get us to the sailing grounds quickly. The size of our vessel is perfect for exploring all the areas of our rocky harbor to see life along the Maine coast. There are no obstructions on our deck other than the masts, so you always have a full 360-degree view from every seating position.

Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard Schooner Madeleine is a great experience for friends and family to see all the iconic waterfront sights of Newport and Narragansett Bay. Sail by the Newport Bridge, which is the largest suspension bridge in New England, see historic lighthouses, Fort Adams, Newport's mansions, Hammersmith Farm and more from the water. Watch the crew raise sail and relax on deck with a mimosa. Once the sails are up, guests will enjoy sailing around the bay powered by the wind. This is a classic Newport experience that's great for friends and family, locals and visitors that want to see all that Newport has to offer from the water!

Enjoy Boston from the water while dining on a delicious buffet lunch on this cruise. See an array of top landmarks including Bunker Hill, the World Trade Center, and the site of the 1773 Boston Tea Party. After lunch, head up to the top deck—the largest outdoor patio deck in town.

Discover Rhode Island’s coastline, and enjoy views you can’t get on land, on this golden hour sightseeing cruise. Set sail on a restored lobster boat and cruise out from Newport during golden hour. Savor a complimentary champagne toast, then listen to light narration about the Newport waterfront, including gilded age estates, lighthouses, and forts.

Newport, Rhode Island, is an absolute hotspot of history, and on this tour, you’ll get to experience the city’s wild past from the water. Sit back with a mimosa as your guide tells you the story of the region’s classic lighthouses, relays the tales behind the harbor mansions and churches, and dives behind the scenes of Fort Adams, Jamestown Village, Hammersmith Farm, and beyond.

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.

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; an environmentally-friendly alternative to motorized Camden cruises, this sailing tour is a great way to explore the coast with just the sounds of the wind, sails, and sea to keep you company.

Get on board for the best hands-on sailing experience Newport, RI has to offer. A 2 hour sail around Narragansett Bay passed many iconic sights including New York Yacht Club, Ida Lewis Light, Fort Adams, Eisenhower House, Hammersmith Farm, Castle Hill, Rose Island Lighthouse, and under the Newport Bridge. You'll sail aboard our illustrious 12 Meter class America's Cup yacht. Two-time America’s Cup winner in '67 and '70 Intrepid, the 1962 America’s Cup winner Weatherly, 1964 contender American Eagle, 1970 contender Heritage, and the vintage beauties 1937 Gleam and Onawa of 1928. Unmatched by programs anywhere else in the world, America’s Cup Charters provides you with America’s Cup style racing, team building, and recreational sailing at its very best.

Few things are more beautiful than a majestic sunset. However to see it from the waters of Portland's magnificent Casco Bay is a truly remarkable experience. Whether a first-time kayaker or experienced hand, this 2-hour tour offers phenomenal vistas of Portland harbor and cityscsape. Your only neighbors are your guide, your small group and the wildlife as you leisurely paddle back to shore.

Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including historic lighthouses and landmarks, other classic boats and sailboats, bridges, mansions and more!

Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of six guests, this exclusive journey allows you to soak in the stunning scenery while learning about the rich history of the area, including the iconic Wood Island Lighthouse and Biddeford Pool. Perfect for all ages, this charter offers a relaxing atmosphere where you can create lasting memories with family and friends amidst the beautiful Maine coastline. Alternative Biddeford Pickup - From Kennebunkport area this location will save 40 minutes of driving.

Charter a vintage lobster boat, dubbed MONHEGAN, and set sail with this two-hour tour into Casco Bay. You'll get great views of the Maine coastline, passing by four lighthouses as you go. This is a great opportunity to take photos of the coastline and waters, while learning about local nautical history from a knowledgeable captain.

Set off on the tranquil waters of Kennebunkport for a private 2-hour fishing adventure. Perfect for families and beginners, this experience allows you to learn fishing techniques from an experienced captain while exploring the stunning coastline and hidden gems of Saco Bay. With a maximum of 6 guests, enjoy an intimate setting as you cast your lines near the iconic Wood Island Lighthouse and the scenic Saco River. This fishing trip promises not just relaxation but also the creation of lasting memories with friends and family. Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability.

Step aboard for an unforgettable journey along Maine's stunning coastline! Join us for a two-hour sail and create memories to cherish forever. Experience the beauty of Maine as you glide through the waters of the Saco River and Saco Bay on our intimate sailboat. No prior experience necessary! Our knowledgeable crew will share fascinating stories about the eight captivating islands of Saco Bay and the picturesque Old Orchard Beach. Admire the iconic New England charm of Wood Island Lighthouse and Biddeford Pool as you soak in the wonders of the ocean and sun. Take in the breathtaking views of the endless horizon and keep an eye out for wildlife along the way! If you're feeling adventurous, you can even try your hand at sailing the boat yourself. Most importantly, take this opportunity to relax and unwind as you escape the hustle and bustle of everyday life. Come aboard and let us show you the beauty of Maine's coastline as you enjoy a well-deserved break on our two-hour sail.

Small groups of up to six. Two staff members to take care of you. Cushioned seating for all. Fastest boat in the harbor