North Shore & Cape Ann Events

St. Peter’s Fiesta

Start date: June 27, 2024 - End date: June 30, 2024
All-day event
Festivals | Outdoor Activities

St. Peter’s Fiesta is a local celebration that has grown over the years to become a city-wide party. The 5-day festival, sponsored by the Italian American community in Gloucester, honors St. Peter, the patron saint of all fishermen. Once a small “blessing of the fleet,” St. Peter’s Fiesta now also features parades, Seine boat races, a 5k race, a carnival, live music, and the famed greasy pole contest. The full program of events for this year’s festival can be viewed on the St. Peter’s Fiesta official website.

 

St. Peter's Fiesta, Gloucester MA

 

The Greasy Pole

One of this fishing port’s biggest spectator draw during St. Peter’s Fiesta and most sacred test of all is the greasy pole. The pole is 40 feet of wood piling extending from a 4-story platform a few hundred yards off Pavilion Beach. Most of the year, it sits idle, a totem to the glory it has brought and the people it has broken. But the Friday of St. Peter’s Fiesta — the biggest event on the city’s calendar — crews slather the pole with Crisco, bacon fat, fish guts, and whatever local bars and restaurants could come up with to make it a slippery mess.

St. Peter's Fiesta, Gloucester MA, The Greasy Pole

One by one, walkers will attempt to cross and retrieve the red flag at the end of the greasy pole. Some bruising and crushed egos will take place in front of huge crowds of spectators on the water and on the beach. The prize for walking the pole’s length is a type of fame hard to fathom anywhere but here. The flag gets you carried through town, a free drink at every public house, and an authentic stature in the city that lasts a lifetime.

 

Where to Stay During St. Peter’s Fiesta

Atlantic Vacation Homes offers a wide variety of vacation rental homes in or near downtown Gloucester and across Cape Ann. We can easily find you a perfect home base from which to enjoy all of Fiesta’s delights. To book your accommodations, simply view available rentals and enter your desired dates to get a quote. You can also call toll-free at (855) 853-9143 to speak with a Guest Experience Specialist.

Parade, St. Peter's Fiesta, Gloucester MA

Bluefin Blowout Fishing Tournament

Start date: July 16, 2024 - End date: July 18, 2024
All-day event
Contact: Cape Ann Marina
Come see the best of the giant tuna fishermen on the east coast compete in the annual Bluefin Blowout. Presented by Lyon-Waugh Auto Group and hosted by Cape Ann’s Marina Resort, this two-day fishing tournament takes place in Gloucester’s historic fishing port and has been showcased on National Geographic’s hit show “Wicked Tuna.”

Which team will take home the cash jackpots and prizes along the with coveted Bluefin Blowout Trophy? Catch the activity at the giant weigh-in station, vendor tables, the tournament tent, and live music and entertainment.

Where to Stay During the Bluefin Blowout Fishing Tournament

Atlantic Vacation Homes offers a wide variety of vacation rental homes across Cape Ann. We can easily find you a perfect home base from which to enjoy all of the Bluefin Blowout’s events. To book your accommodations, simply view available rentals and enter your desired dates to get a quote. You can also call toll-free at (855) 853-9143 to speak with a Guest Experience Specialist.

Gloucester Blues Festival

Date: August 10, 2024
Time: 11:00 am - 7:00 pm
Concerts | Festivals | Music & Concerts

World-class blues reverberates through Stage Fort Park with some of the nation’s finest performers playing on the Gloucester Blues stage. Located right on the waterfront on beautiful Cressey’s beach, the event features a beer garden and outstanding food and craft vendors.

 

Where to Stay During the Gloucester Blues Festival

Atlantic Vacation Homes offers a wide variety of vacation rental homes across Cape Ann. We can easily find you a perfect home base from which to enjoy the Gloucester Blues Festival. To book your accommodations, simply view available rentals and enter your desired dates to get a quote. You can also call toll-free at (855) 853-9143 to speak with a Guest Experience Specialist.

Gloucester Schooner Festival

Start date: August 30, 2024 - End date: September 2, 2024
All-day event
Contact: Gloucester, MA
Festivals | Outdoor Activities

Gloucester Schooner Festival - Gloucester MA

Well known to the world as Gloucester’s major maritime and sailing event, the annual Gloucester Schooner Festival is organized by the Gloucester Schooner Festival Committee and Maritime Gloucester. Taking place in the harbor and nearby waters of America’s oldest seaport, the Gloucester Schooner Festival honors the major role the fishing schooner has played in the heritage of Gloucester and the eastern seaboard. Old and new, large and small– a variety of schooners will visit Gloucester Harbor and delight all comers.

Schooner Festival – Official Website

Are you planning on coming to the Gloucester Schooner Festival?
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Find a Vacation Rental

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Cape Ann Plein Air Festival

Start date: October 5, 2024 - End date: October 13, 2024
All-day event
Art & Exhibitions | Festivals | Outdoor Activities
Cape Ann Plein Air Annual Painting Competition & Festival

For nearly two centuries, Cape Ann has been a destination for painters who prefer to paint out-of-doors, or “en plein air.”  To honor this time-honored tradition, the Cape Ann Plein Air organization hosts a week-long plein-air painting celebration and competition every October. Organized by the Cape Ann Chamber of Commerce, seARTS, and Cape Ann’s leading arts and culture organizations, the communities will see up to 40 of the finest artists in the nation compete for prizes and awards. Learn more.

Where to Stay During the Cape Ann Plein Air Festival

Atlantic Vacation Homes offers a wide variety of vacation rental homes across Cape Ann. We can easily find you a perfect home base from which to enjoy all of the Festival’s events. To book your accommodations, simply view available rentals and enter your desired dates to get a quote. You can also call toll-free at (855) 853-9143 to speak with a Guest Experience Specialist.