Top New England Sailing - page 2

Experience the beauty of Lake Champlain from a unique perspective aboard classic Friendship Sloops, Friend Ship and Wild Rose. With a maximum of 10 guests, this intimate sailing adventure is perfect for anyone looking to escape the ordinary. Bring your own food and drinks to enhance your journey while our friendly crew ensures a safe and enjoyable trip. Listen to fascinating stories about the region's history as you glide through the stunning landscapes surrounded by mountains. - Sail aboard historic Friendship Sloops with intricate craftsmanship - Maximum of 10 guests for a personal and intimate experience - Bring your own food and drinks, with amenities provided - Knowledgeable crew sharing local stories and legends during the cruise

Welcome Aboard Schooner Applejack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a sunset sail adventure 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. We have the best, most intimate sailing vessel for exploring Boothbay Harbor. Enjoy the beautiful coastline on our deck with a 360 degree view from every seat.

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.

What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable views of the city. Your ticket includes complimentary coffee and fresh-baked pastries from the incomparable Flour Bakery + Cafe. Feel free to bring your own food along if you prefer, but please no outside beverages and no coolers. Mimosas are $5 all morning! We also have our full drink menu available including local craft beers, cocktails, wine, soda, juice, and water. We accept Apple Pay, credit cards, or cash onboard.

Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the setting sun bathes the world in mesmerizing hues, crafting memories destined to endure. Set sail along Maine's exquisite coastline aboard our vessel, where every moment unfolds as a cherished tale. Explore the hidden wonders of the Saco River and Saco Bay under the guidance of our seasoned crew. Surrender to the serene embrace of the moment as the ocean murmurs its secrets and the sun paints the horizon with a radiant glow. Seize the opportunity to take the helm and experience the exhilaration of sailing firsthand. Whether craving adventure or seeking inner peace, our private sunset sail promises an unparalleled experience. Allow us to craft an unforgettable journey that lingers in your heart long after the sun has dipped below the horizon. Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability.

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 and seeing 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.

A classic coastal Maine sailing adventure awaits on a two-hour journey from Rockland Harbor. Sail close to the iconic Rockland Breakwater Lighthouse, while keeping an eye out for seals, porpoises, and majestic bald eagles. Depending on your chosen time, enjoy the calm morning waters or the adventurous midday breeze. Each trip offers the chance to help steer the boat, making it fun for everyone. Bring your own snacks and drinks, and relax as the stunning coastline glides by.

Set sail on the magnificent tall ship Denis Sullivan, a Great Lakes schooner offering a unique opportunity to connect with the sea. Whether you choose to help the crew raise the sails or simply soak in the stunning views, this public sail is a perfect outing for family and friends. All ticket proceeds contribute to the World Ocean School's educational programs, ensuring a meaningful experience on the water. Enjoy an enriching day while supporting maritime and experiential education.

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.

A half-day sailing charter offers a unique and personalized way to explore the stunning Maine coast. Departing from downtown Portland, this private experience aboard Sasa, a family-run small business charter sailboat, with a coast-guard certified captain, allows you to cruise through Casco Bay, enjoying views of iconic landmarks like Portland Head Light. With options to swim in secluded spots or simply relax, every charter is tailored to your group's preferences. Enjoy light refreshments and the chance to take the helm or trim the sails, making for an unforgettable day on the water.

What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the beauty and serenity of the rugged coastline as you gaze upon seabirds, sea houses, and islands. Guests are encouraged to help raise the sails with a deckhand and steer the ship for themselves. Your charter is your time to relax, celebrate, entertain, and sail, so you get to set the pace and atmosphere. Beer, wine, and other alcoholic beverages are permitted on board.

Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day excursion. Traverse the serene waters of the Saco River and Saco Bay with its eight gorgeous islands as you uncover their hidden secrets. If you're intrigued by shipwrecks, daring rescues at sea, or the ghostly hauntings of Wood Island Lighthouse, just let us know – we have a treasure trove of stories to share. Indulge in relaxation as you sip on your favorite beverage and allow us to pamper you with impeccable service. As we sail, keep your eyes peeled for marine wildlife – from playful seals and graceful porpoises to majestic sharks and even whales, every moment on the water promises an encounter with nature's wonders. To ensure an intimate experience, we limit our tours to a maximum of six people. Join us and embark on a journey that will leave you with cherished memories and a newfound love for Maine's breathtaking coastline.

This two-hour afternoon private cruise is the perfect way to experience Maine's coast, your special event, or a family get-together that will never be forgotten. Ride aboard Heart's Desire: designed by famed yacht designer - John Alden, measures 53' feet and features some of his 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, and most recently Massachusetts.

Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desire is 100 years old this year and has been used mainly for chartering along the Eastern seaboard in New York, New Jersey, Massachusetts, and Maine. This two-hour private, morning sail is the perfect way to experience Maine's coastline. Whether you are interested in getting married in an intimate setting, a special way to celebrate a reunion, birthday or anniversary, or just want to enjoy sailing at its finest, step aboard and plan an event never to be forgotten!

Embark on an unforgettable journey aboard our private powerboat "Petrel" Pricing is just $375 per hour for a two-hour trip. Up to 6 passengers are welcome aboard. Whether you crave adventure, relaxation, or both, our charters promise a tailored maritime experience. Set sail with us and make lasting memories on the open water! Skip the bridge traffic, tourist traps and parking nightmares and visit a quiant New England coastal village instead. We are located at the Mattapoisett Boatyard, about 5 minutes off I - 195. Our itineraries depend on how you want to spend your time on the water. Whether you are looking for a sporty sail in the bay or a quiet cruise along the picturesque shoreline we will make your day. We also specialize in Bachellorette and engagement parties, wedding launch services, regattas and spectator fleet.

Set sail on a 3-hour journey through Penobscot Bay, where participants dive into the coastal ecology of Maine with a science educator from Herring Gut Coastal Science Center. The adventure begins in Rockland Harbor and takes you past iconic landmarks like Owl’s Head Lighthouse, exploring diverse marine environments. Kids and adults alike can engage in hands-on science activities, including plankton tows and using oceanographic equipment, while an onboard microscope offers a closer look at the Bay's microscopic life. Morning sails provide calm waters, ideal for spotting wildlife such as seals, porpoises, and seabirds.

Set sail on Lake Champlain aboard the charming Buttercup for a two-hour sunset picnic cruise. This unique experience invites you to bring your own food and drinks, all while enjoying stunning waterfront views and the company of up to five friends. The friendly Captain will navigate the waters, allowing you to relax and savor the moments. As you glide across the lake, take in sights like the Champlain Thrust Fault and the first lighthouse built on the lake. This is the perfect chance to unwind after a long day with good food, great views, and memorable conversations. - Two-hour BYO food and drink cruise on Lake Champlain - Comfortable seating with canopied protection and restroom on board - Explore notable sights including shipwrecks and breathtaking mountain views - Suitable for ages 13 and up, accommodating groups of up to 6 guests

Set sail on Lake Champlain for a one-of-a-kind adventure where the route is guided entirely by the wind—ensuring no two cruises are ever the same. As you glide across the water, your captain shares local stories while exploring some of the lake’s most fascinating sights. These may include: • The world-famous geological feature 'Champlain Thrust Fault' • A few of the *over 70* named islands • Marked shipwrecks from the 1800's • The first lighthouse ever built on Champlain in 1825 • Breathtaking views of the Adirondack and Green Mountains • Cliff-jumpers at Lone Rock Point and Red Rocks • Champ!!!

Set sail on Lake Champlain aboard the classic Friendship Sloop, where stunning views of the Adirondack and Green Mountains await. This private two-hour cruise accommodates groups of 2 to 12, allowing you to share the experience with friends or family. Bring your favorite food and drinks to savor while our knowledgeable crew shares tales of the lake's rich history, including shipwrecks and the first lighthouse built in 1825. Enjoy the gentle sway of the boat and the calming waters as you discover the beauty of Vermont from a whole new perspective.

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.

Enjoy a sailing experience like no other as you cruise Lake Champlain guided entirely by the wind—making every journey unique. Along the way, your captain shares local stories while navigating scenic routes that may include landmarks such as: • The world-famous geological feature 'Champlain Thrust Fault' • A few of the over 70 named islands • Marked shipwrecks from the 1800's • The first lighthouse ever built on Champlain in 1825 • Breathtaking views of the Adirondack and Green Mountains • Cliff-jumpers at Lone Rock Point and Red Rocks • Champ!

Witness the captivating Burlington sunset while sailing across Lake Champlain on a classic Friendship Sloop. This two-hour cruise offers an unparalleled view of the Adirondack Mountains as you relax and enjoy the charming atmosphere. With a licensed captain and deckhand onboard, safety and enjoyment are top priorities. Guests are encouraged to bring their favorite food and drinks to create a personalized experience. Discover the rich history and unique geological features of Lake Champlain as you sail to different highlights, making each cruise a memorable adventure. - Duration: 2 hours of scenic sailing on Lake Champlain - Maximum of 10 guests for an intimate experience - Bring your own food and drinks; ice water provided - Explore unique landmarks and enjoy the historical stories from the crew