Gloucester Cape Ann: history of fall art fairs and events


October is gorgeous!  And it’s teeming with parallel exhibitions and cultural events. What an exciting environment to view and buy vital work from living artists and artisans– emerging, mid-career and established.

Founded in 2016-  Cape Ann Plein Air October 10-16– beginning next week!

Founded in 2015- Brace Cove 2nd Annual Art Market (one day only!) 1pm till dark.


Founded in 2015 – Pumpkin Carving at Cape Ann Art Haven, October 29, 2016

Founded in 2012- Paint Essex annual Plein Air moved from summer to fall to coincide with Cape Ann Plein Air in 2016

Founded in 2009- the Annual DoctoberFest Documentary Film Festival curated by Cape Ann Cinema & Stage (estab.2008) runs Oct 14-20. Busy schedule includes  3D Flight of the Monarch Butterflies co-hosted with Kestrel Educational Adventures and Screenagers co-hosted with Sawyer Free and evenings with filmmakers.



Founded in 1984- Annisquam Arts & Crafts show Oct 8 & Oct 9, 10-5



Founded in 1984-  Annual Art Auction, Gloucester Lyceum & Sawyer Free Public Library, held October 5, 2016. October book reading with Anna Solomon October 13, 2016




Founded in 1983-  Cape Ann Artisans Studio Tour (the oldest in the country)- Oct 8 and 9th featured as part of Artweek Boston Sept 30-Oct 9


Founded in 1979- Gloucester Stage is world class professional American theater in our country’s oldest seaport. Premiering this month- Man in Snow, the newest play by Israel Horovitz through October 23rd. GMG Podcast


Founded in 1873- Cape Ann Museum is a top notch American art museum. The must see exhibit Design/Build closes October 9th. Voicing the Woods- Jeremy Adams, Instrument Maker opens October 20. Recent Acquisitions continues into December.



More scenes from October 2016 Annisquam Arts&Crafts fair, Annisquam Exchange, and Brace Cove Art Market and links to other fall happenings!


Founded in 2006- Cape Ann Farmers Market outdoor market Thursdays into October.

Founded in – Oktoberfest at Cape Ann Brewing Company

Founded in 1972- Annual Essex Clamfest October 22 (rain date Oct 23)

Founded in 2016- Look for Magnolia Sip and Stroll nights –  “Enjoy complimentary food, beverages and live music while visiting the wonderful shops on historic Lexington Avenue in Magnolia, MA” October 7th was the last one.

Founded in 2012- Fall Fest at Mile Marker 1 by Bridge Cape Ann October 4th. Look for this fun event next year!

Annual American Craft Week held in October

The list above gathers special events and festivals that run annually each October.  At the same time, look into the monthly art gallery exhibitions, live music, performances, and readings going on in the many art and culture venues as well as non-traditional spaces, businesses, organizations, accommodations, and restaurants. 

Spirit of Massachusetts Trip Schedule

The Spirit will return today July 2 about 5 pm.

emailschooner2 copy

Submitted by Francesca Combs


Here’s a schedule of trips the Spirit of Massachusetts will be making through July 9 –

*June 28-July 2
Our first educational Tall Ship Camp left this past Sunday, as per schedule.

The Spirit will return on Thurs July 2 about 5 pm.

*July 3 (9am-3pm)
We have a day sail planned @ $30pp – this trip is nearly sold out (50 people)

*July 3 (7:30pm – 10:30pm)
We have a sunset charter for the fireworks (40 people) all tax deductible!!!

*July 4 (10am – 3pm)
Day sail for 50 people – also to greet the Barque Picton Castle as she arrives in port

*July 6 (9am-3pm)
We have a day sail planned @ $30pp – limited space available

*July 7 (9am – 3pm)
Day sail planned @ $30pp – limited space available

*July 8 – 9
Day sail with an overnight to Boston – limited space available

Please email:

Jo-Anne Crawford
Gloucester Museum School- Project Adventure
978 283 5300

Log Entry from Jessica aboard the Spirit of Massachusetts

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Sent in by Francesca Combs

We took this from Hammond Castle about 45 minutes after they pulled away from the dock

DSC_0441 [640x480]This is Jessica Blazewicz with her grandparents.

From Francesca Combs-

We have had some news of our sailors on the Spirit of Massachusetts and would love to share it with the community. The piece is the first installment of the log for their first day. It was written crew member/camper Jessica Blazewicz and sent to us by Captain Amanda this morning.
Here it is:
“The day began as the students began to show up at the dock. At first, it was awkward and everyone was nervous. Within the hour, however, everyone had found at least one person with whom they could relate. Skepticism of the weather did little to damper the excitement that lay before everyone. Proudly the crew boarded the vessel, their new home, and thus the voyage began.
The first thing to do was to go over the basics of running and caring for the ship. Before even leaving the dock, an hour or so was spent with a tour, exploring and socializing. As soon as the basics were established, it was finally time to leave. As parents waved and yelled their farewells, we looked not back but forward.
With everyone sorted into shifts, it was quite easy to manage the ship. Even though a fog had covered the sea and the chill of the wind cooled us, we were all very happy. As we got farther and farther from the shore, the waves grew bigger. Never did they reach any height to worry about. A few of the crew had already begun to feel the butterflies.
As the day flew by, everyone began to ease into the ways of the ship. Many of the crew were surprised to realize that balance on the land meant nothing over the water. After a fun-acational lesson, we were all delighted by cook Sarah-Renee’s delicious lunch of corn chowder, BLTs and PBJs .
Later we decided to head to Stellwagen Bank where we sure we would see some whales or porpoises. Unfortunately, when we arrived we were disappointed to find nothing but crashing waves and clumps of seaweed.”

Day 2 Aboard the Spirit of Massachusetts

Day 3 Aboard the Spirit of Massachusetts