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Mayor's Cup Race - Gloucester Schooner Festival - See the Schooners up close from the Legendary Wejack Fishing Yacht

  • Cape Ann Cruises 63 Rogers Street Gloucester, MA, 01930 United States (map)

Mayor's Cup - Gloucester Schooner Festival

Sunday, September 3rd, 2023

  • 12:30 pm - 2:00 pm

  • Cape Ann Cruises (map)

Looking for an unforgettable way to celebrate Labor Day Weekend and the Gloucester Schooner Festival?

Hop aboard the legendary WEJACK for the best spectator seat in the harbor. Cruise around Gloucester Harbor’s scenic waterfront and savor the excitement of the Mayor’s race as the anticipation builds. Watch the boats come alive as they compete for the Esperanto Cup & the Columbia Trophy Off Eastern Point, and don’t forget, you'll have front-row seats! We offer the perfect blend of relaxation and excitement, with spacious decks for mingling, a fully stocked bar, and a friendly crew to ensure your comfort. Don't miss this opportunity to create magical memories while celebrating Labor Day. Book your fireworks cruise today!

MORE INFO FROM CAPE ANN CRUISES

Full Bar

No Smoking/No Vaping

Arrive Early

The boat leaves promptly; please plan your trip accordingly.  If you’re coming from out of town, we recommend planning to arrive in Gloucester 30-45 minutes prior to be safe and find parking.  Boarding begins 15 minutes prior to departure time.

About Cape Ann Cruises

Experience Gloucester Harbor aboard the Legendary Wejack Yacht.

Events by Boat. Wedding Parties, Corporate Outings, Celebrations. Full Bar & Catering. Live Music. Private Charters up to 46 Passengers. Fishing Charters. Public Cruises. Book to Reserve Your Date!

Finding the Dock/Wejack Yacht

Cape Ann Cruises’ Wejack yacht is docked next to the Gloucester House Restaurant, 63 Rogers Street, Gloucester, MA. Facing the Gloucester House Restaurant (from 63 Rogers Street), we’re docked on the right side of the Gloucester House.

Parking

Onsite Public Parking

Commuter Rail Accessible From Boston’s North Station

The Cape Ann Cruises dock is only 1/2 mile from the Gloucester Commuter Rail Station outbound from North Station. So this show is accessible to all Boston folks who want to enjoy the beautiful train ride along the North Shore.

What to Wear

Consider comfortable and practical shoes and a warm layer just in case, as the temperatures can be much more relaxed on the water.

Lodging

Gloucester has many lodging options, beaches, and museums. We recommend making more than a night of it.

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September 3

Parade of Sail Gloucester Schooner Festival - See the Schooners up close aboard the Legendary Wejack Yacht

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October 15

Halloween Cruise - Organically Good Trio Live Music Halloween Party Cruise Gloucester - Plays Aboard the Wejack Yacht