Welcome to The Drunken Octopus
A listening room built for Artists
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We’re truly honored to invite you to perform at The Drunken Octopus Listening Venue, the home of Drunken Octopus Music, Inc. — a nonprofit music organization dedicated to creating meaningful listening experiences while giving back to the communities we serve.
This is an intimate, purpose-driven space where songs are heard, stories are shared, and artists are genuinely appreciated.
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Our Mission — Music That Gives Back
Drunken Octopus Music, Inc. is a registered nonprofit built on the belief that music can do more than entertain — it can make a real difference. Through intimate, artist-centered listening shows, we raise funds and awareness for local and national charities while fostering authentic connections between artists, audiences, and community partners.
Every show supports a cause, and every song played here helps amplify something bigger than the room itself.
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The Experience
This is not a traditional “onstage and out” performance.
Evenings at The Drunken Octopus are conversational, intentional, and interactive. Artists are encouraged to share the stories behind their songs, talk through their creative process, and connect directly with an audience that truly listens. Guests arrive ready to lean in, reflect, and engage — this is a room built for songwriters.
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A Safe Creative Space
To preserve the intimacy and trust of the room, we do not allow video recording, live streaming, or social media during performances. This creates a rare, pressure-free environment where artists are free to experiment, share unreleased material, and take creative risks.
What happens here, stays here.
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Sound & Setting
The room is acoustically tuned with light, natural amplification designed to support your voice comfortably and authentically. This is a true listening environment — attentive, respectful, and distraction-free.
We provide everything you might need:
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2 Bose S1 speakers with stands
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Sound board
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Vocal & guitar microphones
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Mic and guitar stands
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Guitar cords, capos, and tuners
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A Mini Taylor on hand, just in case
Just bring yourself and your songs.
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What We Provide Our Artists
At Drunken Octopus Music, Inc., artist care is a priority.
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Guaranteed compensation of $1,200 for a two-hour performance and storytelling experience
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Travel support can be discussed depending on your location and routing
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Private accommodations with your own room for as long as you’d like to stay
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Opportunities to enjoy time on the water and experience the Florida Keys, weather and schedules permitting
We want you to feel welcomed, rested, and inspired during your time with us.
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Hospitality & Personal Touches
Prior to your arrival, please let us know:
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Your favorite drink(s), alcoholic or non-alcoholic
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Any food allergies or dietary preferences
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Any special food requests
Our goal is to make your stay feel thoughtful, comfortable, and uniquely yours.
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Our Audience
You’re not performing for an audience — you’re sharing with a community. Our guests are engaged, curious, and deeply appreciative of the art of songwriting. They come to listen, to connect, and to support artists and causes they believe in.
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