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12 events found.

Events

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  • September 2026

  • Sat 5

    Cruise Schedule Aboard WEJACK to View the Schooners, Schooner Races, Boat Parade of Lights, Gloucester Fireworks, and Parade of Sail

    September 3 - September 7
    Cape Ann Cruises 63 ROGERS STREET, Gloucester, MA, United States

    How to See the Schooners with Cape Ann Cruises Join us aboard the legendary Gloucester Fishing Yacht, the Wejack to see all the visiting Schooners up close from the water. The Wejack has a full bar aboard. We have multiple trips offered daily during the Schooner festival that will be a boatload of fun! See […]

    $100
  • Sat 5

    Avery, Gottlieb & Rothko: By the Sea

    September 5 @ 10:00 am - 5:00 pm Avery, Gottlieb & Rothko: By the Sea
    Cape Ann Museum Downtown Campus 27 Pleasant Street, Gloucester, MA, United States

    “Avery, Gottlieb & Rothko: By the Sea” explores the artistic bond between three pivotal 20th century American artists—Milton Avery (1885–1965), Adolph Gottlieb (1903–1974), and Mark Rothko (1903-1970)—whose shared summers in Gloucester, Massachusetts, from the 1920s to the mid-1940s had a lasting impact on their work. The exhibit is being presented through a collaboration between the […]

  • Sat 5

    Michalak Fine Art Open Studio

    September 5 @ 11:00 am - 5:00 pm Michalak Fine Art Open Studio

    Michalak Fine Art Open to the public throughout the summer fall and holiday season. Come check out the work and process nationally recognized contemporary oil painter Vanessa Michalak. Her studio has been located at 77 Rocky Neck Ave for the past five years. Her work was featured in New American Paintings issue #110. She was […]

  • Sat 5

    Windhover Center for the Performing Arts presents Samãgata: Solo Dances From the Indian Tradition

    September 5 @ 7:00 pm - 9:00 pm
    Windhover Center for the Performing Arts 257R Granite Street, Rockport, MA, United States

    Samāgata {Sanskrit: to come together} performance by Sapna Govindan, Soumya Rajaram, and Priya Bangal In the Indian tradition, music, poetry, dance, painting, sculpture, literature, legend and myth are all inseparably linked in a vast tapestry of art and aesthetics. For a dancer, immersion in her practice involves an awareness of these subtle yet vital connections […]

  • Sat 5

    Folk Week ’26: Henry Acker Trio

    September 5 @ 7:00 pm - 9:00 pm
    Movement Arts Gloucester MA 11 Pleasant Street, Gloucester, MA, United States

    Some of the most impressive guitar playing out there - an evening of Manouche, also known as Gypsy Jazz - virtuosic and highly expressive music that originated in 1930’s France. Henry Acker is a young powerhouse jazz guitarist who performs both in the style of Django Reinhardt as well as in the traditional jazz style. […]

    $25
  • Sat 5

    Sunset Sessions at the Birdseye Rooftop

    September 5 @ 7:00 pm - 10:00 pm Sunset Sessions at the Birdseye Rooftop
    Beauport Hotel 55 Commercial Street, Gloucester, MA, United States

    Enjoy the weekend in style at Sunset Sessions. An evening of vibrant energy, coastal glamour, and unforgettable harbor front views at Beauport Hotel’s Birdseye Rooftop. Join us during our 10th year by the sea, every Friday and Saturday evening for a lively celebration featuring DJ entertainment from The 617 Event Group. Dance as the sun […]

    $30
  • Sat 5

    Birdseye Rooftop Sunset Sessions: Summer’s Grand Finale Fireworks

    September 5 @ 7:00 pm - 10:00 pm
    Beauport Hotel 55 Commercial Street, Gloucester, MA, United States

    Celebrate Labor Day Weekend, and the grand finale of Beauport Hotel Gloucester's 10th summer by the sea, with an unforgettable evening at Birdseye Rooftop! Enjoy panoramic harbor views, live DJ entertainment, handcrafted cocktails, and the best seat in town for Gloucester's spectacular fireworks display. As the sun sets, take in the vibrant rooftop atmosphere before […]

    $30
  • Sat 5

    Beauport Cruiselines Labor Day Weekend Cruise

    September 5 @ 7:00 pm - 10:00 pm
    Beauport Cruiselines 6 Rowe Square, Gloucester, MA, United States

    Celebrate the unofficial end of summer in unforgettable style at our annual Labor Day Weekend Fireworks Cruise on Saturday, September 5th from 7:00PM–10:00PM! Step aboard for an evening of breathtaking views as we cruise through the scenic Gloucester Harbor at sunset. Enjoy a decadent Prime Rib dinner buffet featuring delicious seasonal favorites, sip handcrafted cocktails […]

    $92
  • Sun 6

    Cape Ann Plein Air’s Schooner Festival Paint Out

    September 6 @ 9:00 am - 1:00 pm
    Stacey Boulevard Gloucester, United States

    Join us for the Gloucester Schooner Festival Paint Out on Sunday, September 6, 2026, and capture the beauty of one of Cape Ann's most iconic events. From majestic schooners and colorful maritime flags to blooming dahlias, the sparkling ocean, historic waterfront, and bustling festival atmosphere, inspiration will be everywhere. Artists will paint throughout the morning, […]

  • Sun 6

    Avery, Gottlieb & Rothko: By the Sea

    September 6 @ 10:00 am - 5:00 pm Avery, Gottlieb & Rothko: By the Sea
    Cape Ann Museum Downtown Campus 27 Pleasant Street, Gloucester, MA, United States

    “Avery, Gottlieb & Rothko: By the Sea” explores the artistic bond between three pivotal 20th century American artists—Milton Avery (1885–1965), Adolph Gottlieb (1903–1974), and Mark Rothko (1903-1970)—whose shared summers in Gloucester, Massachusetts, from the 1920s to the mid-1940s had a lasting impact on their work. The exhibit is being presented through a collaboration between the […]

  • Sun 6

    Michalak Fine Art Open Studio

    September 6 @ 11:00 am - 5:00 pm Michalak Fine Art Open Studio

    Michalak Fine Art Open to the public throughout the summer fall and holiday season. Come check out the work and process nationally recognized contemporary oil painter Vanessa Michalak. Her studio has been located at 77 Rocky Neck Ave for the past five years. Her work was featured in New American Paintings issue #110. She was […]

  • Sun 6

    Folk Week ’26: Ramon Tasat

    September 6 @ 4:00 pm - 6:00 pm
    St. Anthony's by the Sea 21 Farrington Ave, Gloucester, MA, United States

    The closing concert of Folk Week, we have Ramon Tasat playing Sephardic songs in the beautiful St. Anthony's by the Sea. Vocalist, musician, and gifted entertainer Ramón Tasat thrills audiences with his magnificent tenor voice and unforgettable guitar arrangements. Ramón sings in Hebrew, Ladino, Spanish, Italian, and English, and specializes in Sephardic music.

    $25
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