Get Lost In Adventure- This Weekend And Next Trails and Sails

click the banner for the event listings and you will be astounded at the number of things you can do at Trails and Sails


Here’s just a listing of the Gloucester events-


A Hermit’s Tales on the Trails

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Meet the "Hermit!"–a hermit lived in Ravenswood Park for 33 years. Walk in his footsteps sharing tales from his book "A Hermit’s Wild Friends."  Event capacity: 50.

parking restrooms family friendly hiking scenic byway

Sun 09-26 1:00-3:00pm 

Location: 481 Western Avenue Gloucester 01930. 978.281.8400 From Route 128, take exit 14 (Route 133) and follow east towards Gloucester for 3 mi. until it dead ends into Route 127. Turn right onto Route 127 and follow for 2 mi. to entrance and parking area (12 cars) on right. Parking on the roadside of 127 is also available. MAP IT


Fitz Henry Lane’s Gloucester

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Join the Cape Ann Museum for a walking tour of Fitz Henry Lane’s Gloucester. Stroll through this nineteenth century maritime artist’s Gloucester neighborhood. Walk past some of the views captured in his landscape paintings and learn about Lane’s active participation in the community. Finish at the Cape Ann Museum which is home to the preeminent collection of paintings and drawings by Fitz Henry Lane.  Event capacity: 20.

restrooms wheelchair accesible family friendly scenic byway

Sat 09-25 11:00-12:30pm  2:00-3:30pm 

Location: 27 Pleasant Street Gloucester 01930. 978-283-0455 I-95 to Rte 128N towards Gloucester/Rockport. At 1st traffic circle (Grant Circle Rotary), take 1st right onto Washington St. Pass over railroad tracks, and take 4th left onto Prospect St. Take 4th right onto Pleasant St. Museum is on left across from municipal parking lot. MAP IT


Gloucester’s Working Waterfront

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Join Schooner Adventure for a walking tour of Gloucester’s working waterfront during its fishing heydays. Using maps from the 1880s and historic photographs, we will go back in time to visit the former buildings and businesses that once occupied our harbor. Tour will start at the Fisherman’s Statue; walk from the Boulevard, down Rogers St., ending at the Fitz Henry Lane House. Tour will be about 90 minutes.  Event capacity: 30.

restrooms family friendly scenic byway

Sat 09-18 10:00-11:30am 
Sat 09-25 10:00-11:30am 

Location: 57 Western Avenue Gloucester 01930. 978-281-8079 I-95 to Rte 128N to Exit 14 and take Rte 133 W towards Essex-Ipswich. Turn left at Rt.127/ Western Ave. Metered lots on Rogers St. and near City Hall off Pleasant St. Metered street parking along Main and Rogers St. Limited free parking at St. Peters Square. Public restrooms are at the ending point. MAP IT


Historic Ice House Tours

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Chill with the coolest guys in town! Enjoy a cool visit to Cape Pond Ice Company, icing Gloucester’s fleet since 1848. We were featured in Sebastian Junger’s account of The Perfect Storm. Tours highlight the history of the ice industry, with vintage film of natural ice harvests. See first hand 300-pound block ice being made – up to 350 tons per day, fishing vessels taking on ice and ice sculptures being carved in our historic icehouse on Gloucester’s working waterfront.

parking restrooms family friendly scenic byway

Fri 09-17 2:00-3:00pm 
Sat 09-18 11:00-12:00pm  1:00-2:00pm 
Sun 09-19 11:00-12:00pm 
Fri 09-24 2:00-3:00pm 
Sat 09-25 11:00-12:00pm  1:00-2:00pm 
Sun 09-26 11:00-12:00pm 

Location: 104 Commercial Street Gloucester 01930. 978 283 0174 I-95 to 128N towards Gloucester/Rockport. At 1st traffic circle (Grant Circle Rotary), take 1st right onto Washington St. Turn right onto Middle St, left onto Angle St, right onto Rt. 127/Rogers St, and right onto Commercial St. Cape Pond Ice Company is at end on left. MAP IT



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Join Greenbelt at Tompson Street Reservation! Bring your 6+-year-olds and join us on a treasure hunt in nature. You will need a stamp pad, a notepad and a sense of adventure. Limited to 20 participants; RESERVATIONS required. Reservations Available 9/9 AT 9AM online or phone Essex Heritage at 978-740-0444.   Event capacity: 20.

parking family friendly scenic byway reservations required

Sat 09-25 1:00-3:00pm    Reserve a spot online or call 978-740-0444

Location: Fernald Street Gloucester 01985. 978-768-7241×10 I-95 to 128N, Exit 14. Turn left at the end of the ramp onto Route 133. After about 1/2 mile, turn right onto Fernald Street. Drive approximately 0.2 miles and park in the cemetery lot on right. MAP IT


Schooner Sail

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Welcome aboard the Schooner Thomas E. Lannon for a 1.5 hour sail about historic Gloucester Harbor. Help Captain Tom Ellis and his crew raise the sails or just relax and enjoy the views of castles, lighthouses, and the working waterfront. Let your imagination take you back 100 years when Gloucester’s harbor was full of working Schooners. LIMITED AVAILABILITY. First come, First Served. No advance reservations will be accepted. Come to the Schooner Sails shed to get tickets before lining up to board the boat.  Event capacity: 45.

parking restrooms wheelchair accesible family friendly scenic byway

Sat 09-25 9:00-10:30am 
Sun 09-26 9:00-10:30am 

Location: 63 Rogers Street Gloucester 01930. 978 281-6634 I-95 to 128N to Exit 11 (1st right at rotary), go .8 of a mi to Legion Building and bear right. Take a quick left onto Angle St. and proceed to stop sign. Down hill and turn left onto Rt. 127 (Rogers St.). Schooner Sails office is one of three sheds to right of Gloucester House Restaurant.Parking in the adjacent municipal (metered) lot is $.50/hr. Note: Parking in the adjacent municipal (metered) lot is $.50/hr. MAP IT


Talking Walls of Gloucester

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The Gloucester Committee for the Arts will be conducting tours of Gloucester City Hall’s renowned and extensive wall murals, created by the Works Projects Administration (WPA) in the 1930s. Don’t miss the chance to spend time with these stunningly vibrant paintings that add yet another unique flavor and richness to Gloucester’s artistic history.

parking restrooms wheelchair accesible scenic byway

Sat 09-25 1:00-2:30pm 
Sun 09-26 1:00-2:30pm 

Location: 9 Dale Avenue Gloucester 01930. I-95 to 128N to Gloucester. At first traffic circle (Grant Circle Rotary) take first right onto Washington St. Turn left on Railroad Ave. Turn left at buoy marker onto Prospect St. Turn right on Dale Ave. Gloucester City Hall is on the left. MAP IT


Yankee Whale Watch

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Join Yankee Fleet for an exciting whale watch trip leaving from our new location in downtown Gloucester. Our mission statement is to preserve marine life and their habitats through education and research. Join us for an opportunity to view and photograph Humpback, Fin and Minkie whales in their natural habitat. Bring sunscreen, rubber soled shoes, and dress in layers. Guaranteed sightings since 1944. Limited availability. RESERVATIONS REQUIRED. This EVENT is FULL.  Event capacity: 50.

parking restrooms wheelchair accesible family friendly reservations required

Sat 09-25 2:00-6:30pm    Boat will leave the dock at 2:30 – return at 6:30
Sun 09-26 2:00-6:30pm    Boat will leave the dock at 2:30 – return at 6:30

Location: 44 Commercial Street Gloucester 01930. 800-942-5464 I-95 to 128N to Gloucester take Exit 14. Continue on Rt. 133 toward W.Gloucester/Gloucester Harbor. Turn right onto Essex Ave/Rt. 133. Yankee Fleet will be on your left. Free parking is at 44 Commercial St. Our dock is located behind the restaurant Latitude 43 @ 25 Rogers St in Gloucester. MAP IT


Acting Classes for Young People At Gloucester Stage

Gloucester Stage proudly announces the Fall Session of Youth Acting Workshops for children ages 6 to 18 to discover their creative potential. The six week Youth Acting Workshop Fall Session taught by award winning actress Heidi Dallin will be held Saturdays beginning October 2. Each class is two hours per week and the students are divided in classes according to age. The Fall Session follows the highly successful Summer Session in July and August which boasted the highest enrollment in the program’s history. During the 2010 Summer Session students were given the opportunity to work side by side with professional playwrights, actors and directors from Gloucester Stage.  YAW students had leading roles in new plays by Joanna Rush and Gloucester Stage Founding Artistic Director Israel Horovitz during the 2010 Summer Session. Gloucester Stage Youth Acting Workshops help students build self confidence and develop communication skills to use in their daily life as well as give them the opportunity to learn about the skills necessary for professional theatre. A professional training program, Gloucester Stage Youth Acting Workshops encourage students to discover and nurture their creative potential. The workshops include an introduction to theatre basics such as theatre games, improvisation, movement, vocal and physical expression, character preparation, scene study, storytelling, writing, public speaking and confidence building training.  All classes are held at Gloucester Stage Company, 267 East Main Street, Gloucester. Class size is limited and registration is on a first come basis. To register, call 978-283-6688.


Pictured: Youth Acting Workshop Students

Teacher Heidi Dallin directs the students

Gloucester Stage Company 
Dru Ouellette and Sedona Gilliard

ChildrenClasssummer 2009_edited-1 
Adrianna Jacobsen and Paige Harmon

Members of the The Summer 2010 Childrens Class Play a Theatre Game


Gloucester Painting- The Dividing Line by Debra Bretton

Debra writes-

Hey! here is a new painting of Gloucester for you.  Its called the "Dividing Line".  By me, Debra Bretton Robinson. Its for sale for $700.00 My website is .  Thanks!
Deb Bretton Robinson


Dave Sags Blues Party This Thursday @ The Rhumb Line ~ 9:00 to 12:00

Sorry I missed you-all last week, but my computer was in the shop having six .45 caliber slugs removed from the hard drive. I think I’m back in business, so let’s get started!

Back by fopular demand! It’s the Geezerz, once again This thursday at the Rhumb Line. What’s worse, We;’re also playing the Studio on Rocky neck this friday! Kind of a Geezy World tour. For those of you freshly awakened from a coma, The band consists of Dave Brown, the Carol Doda of systolic sliiide glitar, Dave Insta-Mattacks, on gourds and skins, Greg “Hazmat” Tower, on bedspring catarrh, and myself, on base. It’s the rock tumbler of aerie flights of fancy, and hairy scrapes of fancier.  Hours: 8 to 11 pm.Wear your Ace bandages.
But wait! there’s more! In case you still want more, we’ve got it! this Saturday ,it’s  MADHOUSE! At the Madfishin’ Grill on Rocky Neck! John Keegan and his ants, myselph included, will be whooping it up to your favorite stax and Motown hits all nite long!  Starting at 9 pm.Truly a great weekend!

Tunes On The Town @ The Topside Grill

Who: Toni Ann Enes

When: Thursday 9/16/10. 8:00pm

Where: Topside Grill

Who: Inge Berge

When: Friday 9/17/10: 9:00pm

Where: Topside Grill

See below for more info…

Upcoming Events:

Thursday September 16
Toni Ann Enes:
Toni Ann is a local musician who has played the North Shore for 30 years.  In 2002 she released a debut CD colaborateing together with her life long friend David Brown.  Her favorite format is a combination of acoustic covers and original  music accompanied by her guitar partiner Dave Keon who performs with numerous local bands adding his unmistakable guitar signature.  To categorize the duo’s sound would be a groove similar to Sade and finger picking style of Lindsey Buckingham lending itself to Fleetwood Mac selections, 80’s Classics and current releases such as John Meyer.  The duo offers a little bit for everyone

Friday September 17
Inge Berge:
Inge Berge writes and performs interesting, catchy, unique, genre-bending originals as well as carefully chosen rock, americana and country covers songs  The sound is song-oriented, adult alternative rock sprinkled with elements of ambient, electronica and psychedelia. Influences include David Bowie, The Beatles, Pink Floyd, The Velvet Underground and Bob Dylan. He has played several hundred venues around the world, from Japan to Europe to Gloucester, MA; from tiny bars to stadiums and theaters. Check out more at


Doug Silva

General Manager

Topside Grill

50 Rogers St.

Gloucester, MA

(978) 281-1399 (Business)

(978) 335-1014 (Cell)

Virginia Lee Burton Event Sept. 25

On Saturday, September 25 from noon to 3p.m. Cape Ann TV is having a unique fundraiser event at the Gloucester home of Virginia Lee Burton, a Folly Cove artist and beloved children’s book author. The events will include a sing-a-long with the Plum Cove School children; Jojo from the children’s television show “Jojo’s DreamCart” will lead children in interactive drama games based on “Katy and the Big Snow”; arts activities with Art Haven and Valerie McCaffrey; storytelling with Lucille LePage; scavenger hunts; picture taking with wooden cut outs of Burton’s storybook characters; and a chance to bid on a rare original Virginia Lee Burton linoblock print, printed by the Sarah Elizabeth Shop. No on site parking, parking is available at the St. Paul’s Lutheran Church at 1123 Washington Street, Gloucester where a CATA trolley will pick you up and bring you to the event.

Chickity Check it!

Survivor – at Cape Ann Cinema – Episode One

 Mayor Kirk and some of Jimmy T’s fans watch survivor at the Cape Ann Cinema. 

Cheers came  every time Jimmy appeared on the screen. 

It’s was a great place to watch our local hero Survive Episode One. 


YMCA’s 2nd Annual Taste of Cape Ann September 16th

YMCA’s 2nd Annual Taste of Cape Ann

Food & Wine Gala

Sample food from the area’s best restaraunts including Alchemy, Chili Choice, the Dog Bar, Emerson Inn by the Sea, Henry’s, Jalapeno’s, Jim’s Bakery, Latitude 43, La Tratoria, Madfish Grille, Pleasant Street Tea Company, the Rudder, Ryan & Wood Distillery, the Seaport Grille, Sugar Magnolia’s, and Vinwood.

Thursday, September 16th, 2010

Cruiseport- Gloucester, 6 Rowe Square

6:00- 9:00pm

Tickets $35

Tickets are available at the Cape Ann YMCA or at the door.

All proceeds benefit the YMCA’s Child Care, Camp and Teen Initiatives in Gloucester and Rockport.

Special thanks to our sponsors Tom Davis, CPA; David McKechnie, Beauport Financial Services; Attorney Robert G. Stewart.

For more information contact:

Nikki Klink 978.283.0470 x1703