Top New England Cruises & Sailing - page 3

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.

Enjoy a gourmet brunch on this scenic cruise of the Boston Harbor. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with eggs, bacon, fresh fruit, and more. View popular Boston highlights such as Bunker Hill Monument, the USS Constitution, Old North Church, and Sea Castle Island. This brunch cruise offers a great overview of Boston and a lovely morning on the water.

Start the day in Little Italy, with traditional cannoli and espresso at the oldest Italian café in Boston. Proceed through the historic "Little Italy" neighborhood to learn about Boston's history! Listen to stories about the neighborhood's ties to the American Revolution such as the ride of Paul Revere. Try traditional sandwiches from an Italian Salumeria. Drive through Boston's historical downtown while learning about the city's colorful past. Walk through Beacon Hill, Boston's most prestigious neighborhood. Visit Boston Common, the oldest public park in America. Stop at a local seafood chain for lobster rolls and New England clam chowder. Take a drive through Back Bay, Boston's man-made neighborhood lined with 19th century Victorian houses. Take a quick drive through Cambridge for stunning views of Boston and MIT. End the tour with seeing the stunning Copley Library! Be sure to come hungry! The tour includes pick-up and drop-off anywhere in the Boston area (up to 6 people).

Experience the best of Newport, Rhode Island on a private, guided day trip tour in a comfortable luxury vehicle. If you value privacy, comfort, and the flexibility to explore at your own pace, our tour is the perfect choice for you. We will take you to all of Newport's most important sights, and our tour is completely customizable to suit your preferences. Whether you want to explore the opulent Gilded Age mansions, take a scenic drive along Ocean Drive, or stroll through the charming downtown area, we will create an itinerary that meets your needs. With our private tour, you can relax and enjoy the sights of Newport without having to worry about keeping a schedule or sharing your experience with strangers.

See all Boston's most important sights in a six hours, private, guided city tour, in a comfortable vehicle. If you value, time, privacy, comfort and would like to have a good overview of the city of Boston, Lexington and Concord at your own convenience and pace, we are the right choice for you. We will drive by or stop and wait at the sights you are most interested in. Our tour is totally customizable and our priority is to please you, not keep a schedule.

Cruise through Boston Harbor on the Yacht Patriot, a modern take on a 1920s yacht, for an intimate 1.5-hour cruise. We offer a daytime narrated tour, that allows guests to dive into the rich history of Boston as a local guide highlights key landmarks like the USS Constitution, Bunker Hill Monument, and the historic waterfront. We also offer a non-narrated sunset cruise option that will cruise by the USS Constitution to watch the cannon fire at sunset. Both experiences offer unobstructed views and a relaxing atmosphere away from the city's hustle.

If you've always wanted to visit this infamous town, then let's do it during your visit to Boston. This half day Boston to Salem tour consists of: - Downtown Boston pick up, ~45 minute drive to Salem - Stories of what happened before, during & after the Salem Witch trials - Walking tour of movie scenes, sites and fun facts of Salem - Go into one of the main Salem attractions (entry fee not included, and availability not guaranteed) - 45 minute drive back to Boston If you'd rather skip going into any of the sites, we use that time to take you to Marblehead for some amazing ocean views. The return journey and tour is 4 hours, we're happy to customize it to accomplish the things you're most interested in.

Discover top sights within Acadia National Park on this 6-hour private tour with your own guide. Cover more locations in less time in a comfortable, air-conditioned vehicle. Highlights include the Park Loop Road, panoramic views from Cadillac Mountain, a stroll through Asticou Gardens, and a lobster lunch stop in Southwest Harbor (meal not included). Hotel pickup is included for added convenience.

Cadillac Summit is amazing any time of day, but there’s something enchanting about sunrise! Are you willing to get up early? We’ll take you up the Cadillac Mountain Road before the crack of dawn so you can experience the very first sunrise in the United States, on top of Cadillac Mountain in Acadia National Park! Beat the crowds and choose the option to continue on for a full tour after sunrise, and enjoy a magical morning in Acadia National Park! The park loop road and all the highlights of Acadia are at their quietest and most serine first thing in the morning! We will spend another 2 or 3 hours touring Acadia after sunrise. Your tour guide will be happy to drive you down to Jordan’s Restaurant in Bar Harbor for breakfast after sunrise if you would like! Your guide will contact you via email or phone to solidify times and our itinerary, as this tour is highly customizable. Feel free to reach out with any questions.

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

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

Step aboard Camelot – A Classic Charter Experience in Newport, RI. If you're seeking a private charter aboard a timeless vessel, Camelot is your perfect match. Built in France and inspired by the elegant American commuter yachts of the 1930s, Camelot evokes the golden age of coastal cruising. Families like the Vanderbilts, Kennedys, and Astors once traveled aboard similar vessels from their seaside estates to offices in New York and Boston. Today, Camelot offers that same classic experience along the storied shores of Newport, Rhode Island. Cruise past historic estates, charming islands, iconic lighthouses, and the breathtaking beauty of Newport Harbor and Narragansett Bay. Your captain is not only knowledgeable and friendly, but also happy to pause for photo opportunities—ensuring you capture unforgettable moments with stunning coastal backdrops.

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 Boston and Cambridge on a narrated morning or afternoon cruise. After boarding at Lechmere Canal Park, embark on a journey down the Charles River and check out Beacon Hill, Esplanade Park, the Back Bay, Boston University, Fenway Park, M.I.T., Harvard, and other important landmarks. Hear entertaining stories about the region from your captain and crew and enjoy a snack or drink on board.

Cover a lot of ground and get a better understanding of the city of Boston with this private driving tour. In the company of your guide, walk the Freedom Trail and learn about the history of the city. Travel in an air-conditioned vehicle to easily see part of the city beyond the historic center.

Explore Boston at your own pace with this hop-on hop-off trolley tour. Visit landmarks like Faneuil Hall, the Boston Tea Party Ships and Museum, and the Prudential Center, while enjoying insights from engaging guides. With flexible routes, discounted attraction admissions, and trolleys departing regularly, this tour is the perfect way to experience Boston’s history and charm.

Set sail on a swashbuckling adventure through Plymouth Harbor aboard the Lobster Tales! This family-friendly pirate cruise offers an interactive experience where kids and adults alike can dress as pirates, search for hidden treasure, and engage in a lively water cannon battle. Along the way, enjoy stunning views of Plymouth Rock and the historic waterfront. Perfect for families with young children, adventure seekers, and history lovers, this tour blends fun, storytelling, and local maritime lore for an unforgettable voyage on the high seas!

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

The Gilded Age tour is a private, high-end guided Newport mansion tour focused on their historic estates along Bellevue Avenue and Ocean Drive. On this tour, you will see some of the oldest and most iconic mansions in the country, architectural masterpieces that once hosted America’s wealthiest families. As we travel along Bellevue Avenue and Ocean Drive, you will hear stories of opulence, ambition, and the history that shaped Newport into the Playground of the Rich. From sweeping ocean views to intricate estate details, this journey offers a captivating look into one of the most glamorous eras in American history.

Explore Martha’s Vineyard efficiently on a private tour designed for travelers with limited time. This narrated drive offers a personalized overview of the island’s towns and scenic coast without navigating on your own. Learn local history and context from a dedicated guide while traveling comfortably between key areas, making the most of a short visit ashore.

100% Private Charter for Groups up to 15 — Flat Rate Pricing This exclusive 2-hour boat tour is designed for private groups seeking an authentic, intimate experience on Casco Bay. Unlike crowded public cruises, your group of up to 15 guests will enjoy the full comfort and charm of one of our classic wooden vessels—all to yourselves. Cruise past iconic lighthouses, historic granite forts, and stunning stretches of Maine’s coastline, with opportunities to spot harbor seals, seabirds, and other local wildlife along the way. Whether you’re celebrating a special occasion or simply gathering with friends, this charter offers a personalized, relaxed way to experience the best of coastal Maine. Feel free to bring your own food—we provide all the glassware, plates, and utensils you’ll need. Local craft beer, wine, and other beverages are also available for purchase onboard. Due to our liquor license, we do NOT permit outside alcoholic beverages on board.

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.

Enjoy a private pickup and ride to historic Salem with your guide. Walk the streets where hysteria once ruled, and learn about the Puritan past that shaped daily life in early New England. Uncover the tragic history of the witch trials during a visit to the moving Witch Trials Memorial. Discover Salem's prosperity during the "Old China Trade," when ships sailed to Asia and returned with exotic goods like silk and porcelain, making it one of the wealthiest towns in the early United States and home to the country's first millionaire. See how this era shaped the city beyond the witch trials with a visit to the Salem Maritime National Historic Site. You'll have 1.5 hours of free time to grab lunch and browse for souvenirs, from classic mementos to mystical finds like tarot decks and potion ingredients. Afterward, we'll continue exploring Salem's landmarks before your private ride returns you to Boston.