Sailing in Portland


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  • Maine Sailing Adventures
    In the 1800s, windjammers and their mighty sails were a frequent sight up and down Maine's coast, where they would pull fish from the water and fill New England's insatiable need for goldfish crackers. By the 21st century, most had abandoned windjammers for engine-powered vessels—but not Hasket Derby Hildreth. A boat builder and mechanical engineer, Hildreth had a vision to re-create the windjammer's classic design on modern shores. Working with a friend who was a boat restorer, Hildreth and his team fashioned their own steel tools and built one of Portland's only engineless windjammers, which they affectionately christened Frances.   Maine Sailing Adventures launched Frances in the fall of 2003. Though Hildreth has since passed away, his memory lives on through the legacy Frances continues to perpetuate with each voyage. Today, she can be found at Maine State Pier, where passengers board her shallow deck and sail out to enjoy Maine's scenic coasts without the noise or emissions typical of engine-powered boats. These trips stretch beyond standard tours, though. As they sail, the crew spins tails of Portland's maritime history, teaches passengers how to hoist the topsail, and transforms the boat into a floating classroom, where students can learn about lobster migration and how many wishes they can get from a starfish.
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    56 Commercial St.
    Portland, ME US
  • Maine Academy of Modern Music
    The music programming at the nonprofit Maine Academy of Modern Music is designed to allow pupils to rock out to their favorite contemporary jams. During individualized lessons, teachers help students master the basics of rock instruments such as guitar, bass, drums, and more. From there, young rockers can enlist in one of the school's rock bands, where they'll learn to play alongside other musicians as a group. That, in turn, leads to performance opportunities, which the school sets up at renowned Portland venues like Bayside Bowl, Big Easy, Asylum, and the Old Port Festival. Bands also assemble at the school's rock camps, where attendees not only rehearse originals and covers but also learn rock history and take field trips to local radio stations. Besides its in-house opportunities, the academy's outreach programs also supply local schools with everything from private concerts to master classes to ensure everyone has access to quality music education.
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    12 Revere St
    Portland, ME US
  • The Boathouse
    The Boathouse’s team of aquatic experts makes Casco Bay accessible to adventurers of all ages and skill levels by renting out and selling Riviera stand-up paddleboards, which boast a quick response, easy glide, and maneuverability. Their one-hour private paddleboarding lessons empower newcomers to gracefully propel themselves over calm, glassy waters using an oar or an uprooted stop sign. In addition to paddleboards, The Boathouse also sends thrill-seekers splashing through the bay with surf boards, Hobie Cat boats, and various water accessories, such as wetsuits and sailing shorts.
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    215 Foreside Road
    Falmouth, ME US
  • Odyssey Whale Watch
    Bubbles break the surface of the water as the beast makes its way upward for a breath of fresh air. Suddenly, her back can be seen atop the waves as her spout releases a geyser-like explosion of air and water. From the decks of Odyssey Whale Watch’s vessels, passengers take in sights such as these and further their understanding of the creatures with the help of an on-board naturalist, who identifies humpback, finback, and minke whale species. His job is made all the easier by the cruise ship’s captain, an experienced mariner who has committed to memory the most densely populated feeding areas for Maine’s massive mammalian residents, which often hang out about 20 miles off shore. In addition to whale-watching tours, Odyssey Whale Watch takes passengers out on deep-sea fishing trips to reel in cod, haddock, and mackerel.
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    170 Commercial St.
    Portland, ME US
  • Casco Bay Lines
    With its archipelago of island communities, Maine needed a way to connect its maritime residents after the system of colonial-era catapults became too expensive to maintain. Enter Casco Bay Island Transit District, also called Casco Bay Lines. The aquatic outfit operates a variety of vessels year-round, transporting passengers between Portland and the islands of Casco Bay. Aside from scenic commuter service, the line also introduces visitors to the storybook sights of the northern New England region, whisking them on music cruises and sunset tours along the kraken-dappled bay.
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    56 Commercial St
    Portland, ME US
  • DownEast Duck Tours
    Everyone knows the best travel agency in Portland is tucked away in the offices of DownEast Duck Tours. Vacationers will appreciate the many safe parking choices located near DownEast Duck Tours. So what are you waiting for? Book your flight to somewhere amazing with Portland's DownEast Duck Tours today!
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    94 Commercial St
    Portland, ME US

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