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About Chumley's BearCruises

Welcome to Chumley's BearCruises - and to the Chumley's BearCruise family - thousands of friendly, furry and fun men from all over the world who have sailed with us since 2003, including many who choose to sail with us year after year.  We appreciate their loyalty and the wonderful diversity that each brings to our group.  


What's a "Bear?"  While the definition may be debated forever, we think bear is a mindset, not just a physical attribute.  We welcome everyone and without judgment - furry and smooth, big and small, bellies and muscles, young and old, every color of the rainbow, and yes, women too! We say 'bear and bear-friendly' because that's exactly what we are.  


Wondering if you'd fit in?  If you're warm and friendly and love being around other people who are too, you'll be right at home!


Click on our FAQ's page for more answers to common questions, and as always we invite you to ask any of the amazing guests who have sailed with us in the past about their experience as a member of the Chumley's BearCruise family.

You cherish your time away, and we do too.  At Chumley's BearCruises you'll join the team that created the concept of large group BearCruises, and has been doing them since 2003.  If you want a drink, go to a bartender, if you want a massage, go to a masseuse, but if you want the best vacation possible, go to the experts with more than 40 years of professional LGBT event and travel industry experience.  

Your Host, Chumley


Mark ‘Chumley’ Singer has been an activist, a performer and an event producer for more

than 40 years. Creating and co-hosting Philly’s GayBINGO!, Chumley helped to raise more

than $1 million for the fight against HIV/AIDS. Chumley and his stunning co-host(ess)

Carlota Ttendant teamed again for Chumley & Carlota’s Movie Nights, a monthly series of campy cinematic fun.


In his role as Creative Director for Philadelphia’s Fourth of July events, Chumley created the Philadelphia Skyline Project, a program that illuminates the city buildings in a dazzling

display of color each holiday season.


Chumley also served as Creative Director for many civic events including the Millennium Philadelphia celebration, the openings of the Liberty Bell Pavilion and National Constitution Center, and the Salvador Dali Experience at the Philadelphia Museum of Art.  

Chumley produced events for the NFL's Philadelphia Eagles franchise for 8 seasons.


Chumley is a founding board member of the Philadelphia Gay Tourism Caucus, and in

addition to Chumley's BearCruises annually works with the Philadelphia 6abc Thanksgiving

Day Parade, Mummer's Parade, Fourth of July Parade and continues to collaborate on independently produced events of all sizes.  


Chumley married his dreamboy Ven in 2023.


     Contact Chumley at

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