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Local Rockport, MA Events & Happenings

  Things to do in Rockport, MA  

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Enter the Haggis

The Celtic rock juggernaut known as Enter the Haggis has enjoyed a meteoric rise on the strength of its high octane bagpipe/fiddle-fueled live shows and infectious anthemic songwriting. The Toronto-based quintet have been delighting audiences (“Haggis Heads”) for more than 20 years and recently released an acclaimed EP Empty Arms.



When: Jul 19, 2018 8pm in Rockport, MA
Old Sloop Fair
Boutique of antique, vintage and selected special items, priced for immediate sale, white elephants, art mart, jewelry, handknits, snack bar and "yard sale" of tools, lamps, rugs, small furniture, etc.

When: Jul 20, 2018 12am to Jul 21, 2018 12am in Rockport, MA
Quebe Sisters

An acclaimed Texas fiddle trio, the Quebe Sisters delve deep into Western Swing and traditional country with gorgeous three part sibling harmonies. After winning several solo and group fiddling competitions as children, the Quebes have matured into dynamic performers and artists with a distinct Americana style all their own.



When: Jul 21, 2018 8pm in Rockport, MA
The Art of Cape Ann Sightseeing Tour - Rockport
Meet the Artists In Their Studios! “Unlike a gallery that brings the works of an artists to the public, The Art of Cape Ann Tour will bring the public into our working environment. It is a unique opportunity for visitors to engage with artists and experience the culture of art on Cape Ann.” Explains Cape Ann Artist Melody Phaneuf. Gloucester is home of our nations oldest running artist colony, Rocky Neck, and today more than 2000 artists call this area home.  Starting in the early 1800's, artists have been painting, sculpting, and capturing the spirit of this charming and picturesque village.  This is a special tour for Art Week, and we will combine history, seaside sightseeing and demonstrations by local artists. With multiple (4-5) stops, we will discover artists of the past along our narrated tour passing by homes painted by Edward Hopper, landscapes featured in art and poetry, and iconic scenery that has captivated visitors for centuries as we journey by bus to visit the working art studios, and beautiful galleries nestled around Cape Ann. Light snacks will be served in some of the studios, everyone will receive a canvas backpack with snacks, a bottle of water and brochures to help you find more of our local artists when you are ready to return again. Prior to the start of the event on our facebook page (https://www.facebook.com/PluginCapeAnnTours), we will provide the names and a links to the artists and the studios which we will visit during each tour.   Call for more information.  Reservations are recommended to secure your place. A Child under 18 can join for free with an adult ticket, please call for code. You may call us directly to reserve your seat.  Eventbrite allows cancellations up to 1 day before, but you may TRANSFER your reservation to another event of ours FREE of charge. Walk-Ins are welcome!   We will pick up 30 minutes- 60 minutes before from your hotel, or at our location on 34 Western Avenue/Stacey Boulevard, Gloucester, MA. SATURDAY DEPARTURE - GLOUCESTER TRAIN STATION SUNDAY DEPARTURE - ROCKPORT TRAIN STATION

When: Jul 22, 2018 1:30PM in Rockport, MA
Dianne Reeves

Deftly mingling jazz with shades of pop, worldbeat and R&B, the five time Grammy-winning vocalist has built an impressive 25 year career dominating the charts and leading the genre into new, exciting directions.  The elegant singer possesses a timeless, buttery alto that often conjures the spirit of Sarah Vaughan, but Reeves’ interpretive skills and powerfully emotive delivery illustrate her own particular artistry.



When: Jul 22, 2018 5pm in Rockport, MA
Arlo Guthrie: Re:Generation Tour

Arlo Guthrie’s folk pedigree is without peer and his music a symbol of a generation of civil justice and activism. Son to America’s most beloved singer/writer/philosopher Woodie Guthrie, Arlo’s career exploded with hits like”“Alice’s Restaurant,” “City of New Orleans,” and the counterculture song he made famous at Woodstock, “Coming into Los Angeles.” Guthrie performs songs from over 25 albums – playing piano, guitar, harmonica, and a dozen other instruments.

Arlo Guthrie’s father Woody hoped one day to have enough kids to form a family band, traveling the country and singing their songs together. The Re:Generation tour is the spirit of an American family making music together. Arlo’s children Abe and Sarah Lee will be joining their dad to present music of the Guthrie Generations.



When: Jul 26, 2018 8pm in Rockport, MA
The Brothers Four

Still going strong after more than half a century, The Brothers Four continue to thrill audiences with their pristine harmonies and classic folk sound. The quartet’s many hits, including favorites like “Try to Remember” and “Greenfields,” turned The Brothers Four into one of the leading lights of the early 60’s folk revival.

Emerging out of the University of Washington in the late 50’s, The Brothers Four played the clubs and cafes of Seattle before moving to San Francisco and securing a record contract with Columbia. The foursome, whose original lineup included Bob Flick, John Paine, Mike Kirkland and Dick Foley, scored their biggest hit almost immediately, as their second single “Greenfields” shot all the way to #2 on the pop charts in 1960. Along with similarly styled folk pop groups like The Kingston Trio, The New Christy Minstrels and The Chad Mitchell Trio, The Brothers Four were instrumental in launching the folk boom of the early 60’s. Subsequent hits included “The Green Leaves of Summer” (which they performed at the 1961 Academy Awards), “Hootenanny Saturday Night” (which became the theme song for the hit show Hootenanny), and “Try to Remember.”

With the advent of the British Invasion and more electrified rock and roll, The Brothers Four faded from the top of the charts, but remained an active and successful touring group. They have been featured prominently in several PBS specials including I Hear America Singing and This Land Is Your Land.  They have also continued to record extensively, the most recent being 2014’s The Beautiful World of The Brothers Four.  Founding member Bob Flick remains with quartet, and is joined by longtime member Mark Pearson (since 1969), Mike McCoy and Karl Olsen.

WINDOW NOTICE: Due to the volume level of certain amplified concerts, please note that the window may be covered for acoustical reasons at the artist’s discretion.



When: Jul 28, 2018 8pm in Rockport, MA
Ruthie Foster

Ruthie Foster is a genuine force of nature. Owning a powerfully expressive voice and an innate gift for writing inspirational gospel-folk anthems, the Texan singer-songwriter has been thrilling audiences since the late 90’s. Foster traverses the whole spectrum of roots music with ease. Whether it be blues, folk, gospel or soul, she manages to infuse her own indomitable spirit into all of her songs.

Growing up in Gause, Texas, Ruthie’s first taste of performing came in her church, singing gospel with her family and eventually becoming a featured soloist. After going to school for music, joining the Navy for a spell, and detouring for a brief stint gigging around New York City, Foster returned to Texas to begin her songwriting/performing career in earnest. She self-released her debut Full Circle in 1997 before being picked up by Blue Corn Records. She built her career as a slow burn, becoming a regional favorite in Texas and growing her fanbase by performing constantly. Ruthie’s breakthrough record came in 2007 with The Phenomenal Ruthie Foster and the hit “Heal Yourself.” That album put her on the festival circuit and on radio stations around the country, eventually ending in Foster getting nominated for Traditional Blues Female Artist of the Year at the Blues Music Awards (she would win a few years later).

Subsequent records like 2009’s Grammy-nominated The Truth According to Ruthie Foster, 2011’s Live at Antone’s and 2012’s Grammy-nominated Let it Burn further cemented Foster’s place in the roots music pantheon. Ruthie’s emotionally-resonant vocals and seamless genre-hopping between blues, folk and soul caused many critics to cite lofty comparisons to artists such as Bonnie Raitt and Aretha Franklin.

2014’s Promise of a Brand New Day, was produced by Meshell Ndegeocello and featured guest appearances by guitarist Doyle Bramhall II and singer Toshi Reagon. Her most recent album, 2017’s Joy Comes Back, showcased a wide range of tunes from the likes of Mississippi John Hurt, Chris Stapleton and Black Sabbath, and boasted guest turns from Derek Trucks, Willie Weeks and Austin fiddling sensation Warren Hood.

WINDOW NOTICE: Due to the volume level of certain amplified concerts, please note that the window may be covered for acoustical reasons at the artist’s discretion.



When: Jul 29, 2018 7pm in Rockport, MA
Jake Shimabukuro

Reinventing the ukulele into an instrument of seemingly boundless capabilities, Hawaii native Jake Shimabukuro fuses his deft fingerpicking technique into a unique style that includes elements of jazz, blues, funk, rock, bluegrass, classical, folk, and flamenco. The virtuoso will be making his Rockport debut for a concert sure to include his jaw-dropping interpretations of pop classics (“Bohemian Rhapsody,” “Somewhere Over the Rainbow,” “Hallelujah”) as well as his own thrilling compositions.

Shimabukuro was given his first ukulele at age 4 and never looked back. His mother, an accomplished ukulele musician in her own right, got him started and soon the Honolulu native started performing in and around Hawaii and developing his own fanbase. He joined the acclaimed Hawaii trio Pure Heart and later the band Colón before going out on his own in 2002. Shimabukoru first gained mainstream recognition in Japan (where he frequently tours), releasing several records that become hots in Japan.

But it wasn’t until a friend posted a clip of the young ukulele maestro on YouTube that Shimabukuro broke out into the American market. The clip, a cover of the Beatles’ “While My Guitar Gently Weeps” went viral and soon he was getting collaboration requests from stars including Jimmy Buffett, Béla Fleck, Ziggy Marley, Cyndi Lauper, and Yo-Yo Ma. He toured with Buffett in 2005, 2006 and 2007, and is featured on several of Buffett’s albums and videos, including his 2007 CD/DVD release Live in Anguilla.

His records began getting major distribution and radio play, the budding worldwide star finding a sweet spot between pop, world, bluegrass and classical, mixing in pop covers with his own intricate compositions. His 2011 release, Peace Love and Ukelele rose to #1 on Billboard’s world music charts. Subsequent records like 2012’s orchestral Grand Ukelele and 2015’s more intimate Travels showcased the breadth of Shimabukuro’s talent and interests.

WINDOW NOTICE: Due to the volume level of certain amplified concerts, please note that the window may be covered for acoustical reasons at the artist’s discretion.



When: Jul 31, 2018 8pm in Rockport, MA