Discover Gloucester

27/05/2026

Step inside one of Gloucester’s most iconic homes: Beauport, the Sleeper-McCann House with Historic New England is now open for the season! ☀️

Perched above Gloucester Harbor, this National Historic Landmark was the summer home and creative showcase of pioneering interior designer Henry Davis Sleeper. Explore its colorful rooms, rich history, and unforgettable harbor views all season long.

Plan your visit at historicnewengland.org.

26/05/2026

This weekend: Celebrate love, community, and inclusivity during Cape Ann Pride! Enjoy vibrant events, live entertainment, local art, and community gatherings across Gloucester and Cape Ann.

Find the weekend's events here: https://heyor.ca/Hg6pis

22/05/2026

Celebrate 100 years of the Schooner Adventure and discover how Gloucester helped preserve this iconic vessel for generations to come.

Read the full story on our blog: https://heyor.ca/b8V96b

Gloucester, MA is celebrating the 100th anniversary of Schooner Adventure, first launched in 1926.

20/05/2026

Beach season has arrived in Gloucester! 🌊 🏖️

Parking reservations will be required for non-residents at Good Harbor Beach, Wingaersheek Beach, and Stage Fort Park beginning this weekend using the Blinkay app.

Here are a few helpful links to help your plan your next beach day⤵️
Guide to Gloucester Beaches: https://heyor.ca/3BIXX1
Beach Parking FAQs: https://heyor.ca/vN8Cps
Blinkay Parking Reservation App: https://heyor.ca/Wsr37V

City of Gloucester, MA
North of Boston
Greater Cape Ann Chamber of Commerce

Planning a beach day in Gloucester, MA? Find everything you need to know about visiting the beach in America's oldest seaport.

20/05/2026

The Gloucester Water Shuttle with Cape Ann Harbor Tours is back this weekend!

19/05/2026

Get ready to hit the dance floor this weekend at The Cut Live! 🎶

This Saturday, May 23, B***y Vortex is bringing the funkiest ’70s disco and groove hits to Gloucester for a high-energy night of music and dancing.

Grab your tickets now: https://heyor.ca/zndF8r

18/05/2026

Gloucester's whale watching season is off to an incredible start!

On a recent trip with Cape Ann Whale Watch we were able to see Humpback, Finback, and Minke Whales, plus beautiful views of Gloucester. 🐳

Cape Ann Whale Watch has daily whale watching trips running through October, with tickets available online at seethewhales.com.

14/05/2026

The Battle of Gloucester Reenactment is just over one month away! Save the dates for June 20-21 at Stage Fort Park.

Taking place on both land and sea, this event highlights a pivotal early naval clash that helped spark the creation of the U.S. Navy, with hundreds of reenactors, encampments, and immersive 18th-century experiences.

Learn more at battleofgloucester.com.

Photos by Nicole Goodhue Boyd, John Guilfoil Public Relations.

13/05/2026

It's never too early to start planning for the holidays on Cape Ann!

Christmas in Rockport is launching an online silent auction to support expanded decorations, events, and festive programming throughout the season. From June 12-19, bid on local stays, art, experiences, and more—all for a great cause.

Learn more here: https://heyor.ca/DsHBPA

Support this year's Christmas in Rockport festivites with an online silent auction happening this June.

12/05/2026

You can find water views all day, every day at The Hotel at Cape Ann Marina this summer. ☀️

Stay in newly renovated rooms, grab a drink on the Sun Deck, or head to Mile Marker One’s Bridge Deck for dinner right on the water. Add live music on weekends and you’ve got a perfect Gloucester stay!

Book your stay: https://capeannmarina.com/hotel-marina/

11/05/2026

Have you picked up a copy of this year's visitor guide yet? They're now available around town, or for online order at discovergloucester.com.

This year's guide celebrates 100 years of Schooner Adventure and includes everything you need to plan your trip, with things to do, shopping, dining, places to stay, the events calendar, and more!