Top 6 Sightseeing Cruises in Portland

Destination: Portland.
Leave the crowds behind and step aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter, ending with a breathtaking Maine sunset. We’ll navigate through the islands of Casco Bay, passing by Portland’s most iconic coastal sights, including historic 19th-century forts, lighthouses, and the stunning Maine coastline. This experience is perfect for families and small groups, offering a completely private and personalized tour just for you. First round of alcoholic drinks included – Enjoy a local Portland, Maine beer or a glass of wine as you take in the view!
Known For: Portland Sightseeing Cruises, Portland Water Tours, Portland Excellent Quality, Portland Sunset Cruises, Portland Day Cruises, Portland Private Sightseeing Tours.
Duration: Around 2 hours.

Destination: Portland.
100% PRIVATE TOUR! Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing charter. Leave the crowds behind as we cruise through the islands of Casco Bay, passing four iconic lighthouses, historic 19th-century forts, and the stunning Maine coastline. Charters depart from Portland’s Old Port and are perfect for families and small groups. Each charter is completely private for up to 6 guests, and all ages are welcome! First round of drinks included – Enjoy a local Portland, Maine beer or a glass of wine as you take in the breathtaking views!
Known For: Portland Sightseeing Cruises, Portland Water Tours, Portland Excellent Quality, Portland Day Cruises, Portland Private Sightseeing Tours.
Duration: Around 2 hours.

Destination: Portland.
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, making it easy to sip, savor, and soak in the scenery.
Known For: Portland Ports of Call Tours, Portland Private Sightseeing Tours, Portland New Product, Portland Sightseeing Cruises, Portland Water Tours, Portland Day Cruises, Portland Shore Excursions.
Duration: Around 2 hours.

Destination: Portland.
Experience COLORFUL Maine on this 2-hour sightseeing tour, where you’ll take in the vibrant fall foliage and the best coastal sights in the Portland area. It doesn’t get any more “New England” than this! This private charter is a flat rate for up to 6 guests—all ages welcome! Step aboard MONHEGAN, our sturdy lobster boat, equipped with rollable side canvas for comfort even if the autumn air is crisp. Cozy up with the blankets we provide and enjoy an authentic New England experience. To make your tour even more special, we’re including a round of drinks—choose from locally brewed Portland, Maine beer or a glass of wine as you soak in the breathtaking scenery.
Known For: Portland Sightseeing Cruises, Portland Water Tours, Portland Seasonal, Portland Day Cruises, Portland Private Sightseeing Tours.
Duration: Around 2 hours.

Destination: Portland.
Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-hour harbor cruise will take you out into Casco Bay. Keep your eyes open for potential seal sightings, as well as the multiple lighthouses, islands, and forts you will see while cruising around. We will turn the bow toward Portland so you can take in a Maine sunset from the water and then cruise through Portland Harbor as the city’s nighttime skyline illuminates. You won’t find a more spectacular experience in Maine! GROUP OF 6 OR MORE? Please reach out to us about private charter options for the best experience possible!
Known For: Portland Food & Drink, Portland Day Cruises, Portland Beer & Brewery Tours, Portland Sightseeing Cruises, Portland Top Product, Portland Water Tours, Portland Excellent Quality.
Duration: Around 1 hour and a half.

Destination: Portland.
What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.
Known For: Portland Private and Luxury, Portland Sightseeing Cruises, Portland Adventure Tours, Portland Excellent Quality, Portland Day Cruises, Portland Sailing, Portland Water Tours.
Duration: Around 2 hours.