Events Calendar - Cape Ann Vacations
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Rockport Community Easter Egg Hunt 2026
Greater Cape Ann Chamber of Commerce's Annual Rockport Community Easter Egg Hunt on Saturday, April 19th at 2 PM.
Wake Up Spirit
First Sunday of every month 11:00am - 1:00pm at Floating Lotus Gloucester. Wake Up Spirit is a dance of heart and community. A safe place to connect.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
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Ribbon Cutting Ceremony - Gloucester Music Works
Ribbon Cutting Ceremony to Celebrate Grand Opening of Gloucester Music Works, refreshments provided with live music and tours of the facility
Dining With Authors
Author event, book signing, Q&A, meet and greet, Mystery and Suspense, Horror, Boston authors
William Shakespeare's RICHARD III presented by Cape Ann Shakespeare Troupe
Shakespeare introduces one of his most notorious villains in Richard III coming to the Natti-Willsky Performance Center this April.
Cape Ann Shakespeare Troupe presents RICHARD III
Shakespeare introduces one of his most notorious villains in Richard III. Performances are April 9th-12th & 16th-19th at the Natti-Willsky Performance Center.
Gloucester High School National Honor Society Art Students
A dynamic three-day pop-up exhibition showcasing original work by junior and senior artists from Gloucester High School’s National Art Honor Society.
Emerging Perspectives, Works by Artists 18-30
Rocky Neck Art Colony's Emerging Perspectives is a juried exhibition illuminating the vital and evolving voices of the region’s next generation of artists.
William Shakespeare's RICHARD III presented by Cape Ann Shakespeare Troupe
Shakespeare introduces one of his most notorious villains in Richard III coming to the Natti-Willsky Performance Center this April.
Cape Ann Shakespeare Troupe presents RICHARD III
Shakespeare introduces one of his most notorious villains in Richard III. Performances are April 9th-12th & 16th-19th at the Natti-Willsky Performance Center.
Container Gardening Workshop
Learn how to create a container garden for your own unique needs and growing space.
William Shakespeare's RICHARD III presented by Cape Ann Shakespeare Troupe
Shakespeare introduces one of his most notorious villains in Richard III coming to the Natti-Willsky Performance Center this April.
Cape Ann Shakespeare Troupe presents RICHARD III
Shakespeare introduces one of his most notorious villains in Richard III. Performances are April 9th-12th & 16th-19th at the Natti-Willsky Performance Center.
William Shakespeare's RICHARD III presented by Cape Ann Shakespeare Troupe
Shakespeare introduces one of his most notorious villains in Richard III coming to the Natti-Willsky Performance Center this April.
Cape Ann Shakespeare Troupe presents RICHARD III
Shakespeare introduces one of his most notorious villains in Richard III. Presented by Cape Ann Shakespeare Troupe, performances run April 9th-12th & 16th-19th
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
William Shakespeare's RICHARD III presented by Cape Ann Shakespeare Troupe
Shakespeare introduces one of his most notorious villains in Richard III coming to the Natti-Willsky Performance Center this April.
Cape Ann Shakespeare Troupe presents RICHARD III
Shakespeare introduces one of his most notorious villains in Richard III. Presented by Cape Ann Shakespeare Troupe, performances run April 9th-12th & 16th-19th
William Shakespeare's RICHARD III presented by Cape Ann Shakespeare Troupe
Shakespeare introduces one of his most notorious villains in Richard III coming to the Natti-Willsky Performance Center this April.
Cape Ann Shakespeare Troupe presents RICHARD III
Shakespeare introduces one of his most notorious villains in Richard III. Presented by Cape Ann Shakespeare Troupe, performances run April 9th-12th & 16th-19th
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William Shakespeare's RICHARD III presented by Cape Ann Shakespeare Troupe
Shakespeare introduces one of his most notorious villains in Richard III coming to the Natti-Willsky Performance Center this April.
Antje Duvekot and David Berkeley
Two outstanding singer-songwriters, a New Englander originally from Germany and a traveler from New Mexico
Cape Ann Shakespeare Troupe presents RICHARD III
Shakespeare introduces one of his most notorious villains in Richard III. Presented by Cape Ann Shakespeare Troupe, performances run April 9th-12th & 16th-19th
Abbie Gardner - Jenna Niocholls opens
“Not only a first-rate Dobro player but a songwriter to be reckoned with.” –John Platt, WFUV
GLOUCESTER MEETINGHOUSE ESSEX PIANO TRIO CONCERT, "A CONVERSATION AMONG FRIENDS" ON APRIL 18
Essex Piano Trio performs in the historic 1806 Gloucester Meetinghouse at 50 Middle Street on April 18 at 7:30pm called ''A Conversation Among Friends.''
William Shakespeare's RICHARD III presented by Cape Ann Shakespeare Troupe
Shakespeare introduces one of his most notorious villains in Richard III coming to the Natti-Willsky Performance Center this April.
Cape Ann Shakespeare Troupe presents RICHARD III
Shakespeare introduces one of his most notorious villains in Richard III. Presented by Cape Ann Shakespeare Troupe, performances run April 9th-12th & 16th-19th
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Plastic People
Join us on Earth Day for a free showing of Plastic People, a powerful documentary exploring the growing threat of microplastics on human health.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
WE ARE AT OUR BEST, WHEN WE FACE THE WORST
Join Gloucester Stage on April 30th for a fundraiser for the families of the F/V Lily Jean Crew. Featuring NY Times Bestselling author Sebastian Junger.
Celesong 2026 — A Songwriters' Round Benefiting Wellspring House
An intimate songwriters' round with Hall of Fame artists Darrell Scott, Beth Nielsen Chapman & Marcus Hummon. Benefiting Wellspring House.
From the Deep - A Downtown Gloucester Arts Party
Explore the depths of art and culture in the City of Gloucester during this free arts party. Performances, installations, and art activities will take place at cultural and business locations across the cultural district in Downtown Gloucester.
Wake Up Spirit
First Sunday of every month 11:00am - 1:00pm at Floating Lotus Gloucester. Wake Up Spirit is a dance of heart and community. A safe place to connect.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Schooner Adventure 100th Anniversary Gala!
Schooner Adventure's centennial year celebration kick-off!
Motif No.1 Day 2026
Motif No.1 Day, 5k Run, celebrates Rockport across the arts, Rockport's iconic Motif No.1, subject of artists for over 100 years. A fantastic lineup of events take place throughout the Day: Live music, Plein Air Painting, Children's Activities, Gallery Exhibitions and Performance Art.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Cape Ann Pride 2026!
#CapeAnnPride, Pride Flag Raising, DJ Solomon, Essex Senior Center, City of Gloucester, Pride, Cape Ann Lanes, Bowling, Music, Dr Viola Voila, Cape Ann, The Cut
The Black Feathers - Nora Meier opens
“The Black Feathers could well be Britain’s answer to Gillian Welch and Dave Rawlings” – Flying Shoes
