Support Cape Ann Pride in 2026

Subscribe to get notified about new events!

Cape Ann Pride

LXCL:Cape Ann Pride advocates for, brings together, celebrates, educates about, and supports all LGBTQIA+ people and our Allies on Greater Cape Ann, MA.

&nbsp;Cape Ann Pride&#39;s&nbsp;Masquerade Ball Join us for an evening of mystery and queer glam at one of the North Shore&#39;s most beautiful settings &mdash; the Great House at Castle Hill, with the Grand Allee stretching out toward the ocean.&nbsp; Masks encouraged, formal/semi-formal attire welcome &mdash; come dressed to celebrate in whatever way makes YOU feel glamorous and festive! Enjoy a full cash bar, seasonal hors d&#39;oeuvres by Fireside Catering, and live music from the acclaimed Suzuki School of Newton String Quartet.<ul fr-original-style="" style="box-sizing: inherit;"><li fr-original-style="" style="box-sizing: inherit;">Free, plentiful parking on-site</li><li fr-original-style="" style="box-sizing: inherit;">Rain or shine; there will be a tent over the patio outside the Great House &nbsp;</li><li fr-original-style="" style="box-sizing: inherit;">The first floor of the Main Hall and the grounds are wheelchair accessible</li></ul>Saturday, September 12th, 7:00&ndash;11:00 PM Castle Hill on the Crane Estate, 290 Argilla Rd, Ipswich, MA

Fall Masquerade Ball at the Crane Estate

Enter the Masquerade Raffle to keep queer joy visible on Cape Ann&nbsp; Every ticket helps Cape Ann Pride advocate for, bring together, celebrate, educate about, and support our local LGBTQIA+ community! Your entry helps fund welcoming events and safe community spaces where everyone can show up as themselves 🏳️&zwj;🌈. Thank you for helping our community feel loved, safe, and celebrated!

Cape Ann Pride's Masquerade Raffle 2026

FREE private sail for teens ages 13-18, with trained adult chaperones from &nbsp;the Schooner Adventure staff and crew. Musical guests Sam and Brandon from Kicked Off the Bus band! Advance registration link and downloadable waiver (ages 13-17) coming soon! Thanks to our current sponsors: NAGLY; European Wax Center-Gloucester Crossing, Dogtown Daycare, Gorton&#39;s Seafood, and Schooner Adventure! NOTE: teens aged 13-17 MUST bring a signed waiver to be allowed on board; download the waiver at this link: <a fr-original-style="" href="https://www.schooneradventure.org/sailing-waiver" rel="noopener noreferrer" style="text-decoration-color: currentcolor; user-select: auto; box-sizing: inherit;" target="_blank">https://www.schooneradventure.org/sailing-waiver</a>. (Click on the waiver text to open it up in downloadable format.)

FREE Private Sail for Queer Teens and Friends on the Schooner Adventure

Nationally acclaimed singer/songwriter Jessye DeSilva is coming to Gloucester to show us all how to &quot;Glitter Up the Dark&quot; (her new album, which is getting rave reviews) courtesy of the Gloucester Meetinghouse Foundation in support of Cape Ann Pride and celebration of Pride Month. Please join us for what promises to be an extraordinary afternoon of musical excellence, beauty, courage, truth, and joy.Tickets at the link below!Learn more about Jessye at: <a fr-original-style="" href="https://www.jessyedmusic.com" rel="noopener noreferrer" style="text-decoration-color: currentcolor; user-select: auto; box-sizing: inherit;" target="_blank">https://www.jessyedmusic.com</a> Tickets here: https://gloucestermeetinghouse.org/event/2026-06-14-jessye-desilva-live-at-the-meetinghouse

Jessye DeSilva LIVE at the Gloucester Meetinghouse Foundation

Cape Ann Families Bowl With Pride 🎳🏳️&zwj;🌈 brings LGBTQ+ folks, families, and friends together for an easygoing, all-ages afternoon on the lanes. Every registration helps Cape Ann Pride and Cape Ann Lanes offer this safe, welcoming event to our community. Sign up below to reserve your spot two-hour, share who&rsquo;s on your team (up to six per lane), and let us know of&nbsp;any accessibility needs. All ages, all identities, and all abilities are welcome&mdash;come as you are and bowl with Pride.

Cape Ann Families Bowl With Pride!

Pride Blast Off 🚀🏳️&zwj;🌈&nbsp;+ $5 Day of Show21+, Positive I.D. Required&nbsp; &nbsp; &nbsp; &nbsp; &nbsp; &nbsp; &nbsp; &nbsp;Blast off into Pride month with the Illustrious Blacks, NYC&#39;s Afro-Electro-Disco-Space-Punks here to deliver you into intergalactic ecstasy! The duo the New York Times called &quot;Bed-Stuy&rsquo;s favorite creative couple&rdquo; grace the clubs of Ibiza, Australia, New Zealand, Asia, Europe, UK, and Canada with their blend of DJing, performance art, and live music tracks .... and now they return after their jaw-dropping Gloucester debut last year for the Cape Ann Pride Weekend. Hostess extraordinaire Dr. Viola Voila will tantalize with her captivating performances and keep the party vibes flowing. DJ opener Salomon delivers deep, danceable tracks to get the party started. Dr. Viola Voil&agrave; (she/her in drag) or Dr. Kasey Calebaugh (he/him out of drag) enjoys a wide range of musical endeavors as a violist, Suzuki music educator, and drag entertainer. They completed a Doctorate of Music Arts degree in Viola Performance from the Hartt School, and regularly films drag story hours and interview local residents at Ipswich Community Access Media, perform with the Cape Ann Symphony and Nonconformist Orchestra (the first and only transgender/non-binary, LGBTQ+ and minority inclusive professional orchestra), and serve on the Ipswich Cultural Council Board.&nbsp;

Pride Blast Off!

Join us at the Spring Fundraiser Social 2026 🎟️🌈 Purchase your door tickets here to enjoy an evening of music, conversation, and community with Cape Ann&rsquo;s LGBTQIA+ friends and Allies. Your ticket supports Cape Ann Pride&rsquo;s work to create welcoming events, youth gatherings, and family-friendly spaces across our region. Thank you for showing up, being visible, and helping us keep Cape Ann inclusive for everyone.

Spring Fundraiser Social 2026 Door Tickets

Our annual spring fundraiser will be on&nbsp;Wednesday, March 25, once again at Minglewood Harborside! We had such a great turnout and such a great party there last year, we HAD to do it again, with great thanks to the generous support of Zach and all others at Minglewood. Please mark your calendars and get your tickets today! We hope to welcome and thank many prior sponsors, introduce some others, and maybe meet some new ones, along with generous donors at every level from across the community. And, yes, we heard you: fewer speakers, more fun. Noted, with gratitude! If you are interested in helping us defray the costs of this fundraiser, please email <a fr-original-style="" href="mailto:info@capeannpride.org" rel="noopener noreferrer" style="text-decoration-color: initial; user-select: auto; box-sizing: inherit;" target="_blank">info@capeannpride.org</a>. And, if you are interested in helping sponsor Cape Ann Pride 2026 events, please do the same--we have multiple levels of sponsorships available, including dedicated sponsorships for various events, from our &quot;Pride Blast Off&quot; party with The Illustrious Blacks at The Cut Live on Saturday, May 30, to &quot;Cape Ann Families and Friends Bowl With Pride&quot; at Cape Ann Lanes that weekend, to the &quot;Queer Teens and Friends Private Sail&quot; on the Schooner Adventure later in June, and much, much more. We&#39;d love to have you on board, and do need your help.It&#39;s never too early to feel Pride! See you on March 25!

Spring 2026 Fundraiser Social for Cape Ann Pride

50/50 Raffle will help support all Cape Ann Pride 2026 events from April 18 through July 14. In particular, proceeds will help us offer two FREE events: &quot;Cape Ann Families Bowl With Pride&quot; and &quot;Private Sail for Queer Teens and Friends&quot; on the Schooner Adventure. Thank you for your support. Every contribution, big or small, makes a significant difference. ✨

Cape Ann Pride's 50/50 Raffle 2026

Order your Cape Ann Pride shirt and show your support for an inclusive, welcoming Cape Ann 🏳️&zwj;🌈 Fill out this form to choose your sizes, colors, and quantities. Each shirt helps us host community events, offer safe spaces for LGBTQIA+ folks and Allies, and keep Pride visible all year.

Order your Cape Ann Pride shirt and show your support for an inclusive, welcoming Cape Ann 🏳️‍🌈Fill out this form to choose your sizes, colors, and quantities. Each shirt helps us host community events, offer safe spaces for LGBTQIA+ folks and Allies, and keep Pride visible all year.

Cape Ann Pride

Cape Ann Pride

Past events

Past events

Fall Masquerade Ball at the Crane Estate

Cape Ann Pride's Masquerade Raffle 2026

FREE Private Sail for Queer Teens and Friends on the Schooner Adventure

Jessye DeSilva LIVE at the Gloucester Meetinghouse Foundation

Cape Ann Families Bowl With Pride!

Pride Blast Off!

Spring Fundraiser Social 2026 Door Tickets

Spring 2026 Fundraiser Social for Cape Ann Pride

Cape Ann Pride's 50/50 Raffle 2026

More ways to support us

Cape Ann Pride Shirts

Learn more

Powered by