Join Chicago’s Premier Charter
Experience Network
Work with charter guests, corporate clients, and curated experiences on the water.
Keep 80-85%
of every booking
0% platform cut
on tips
Paid within 48 hours
of completed charter
Curated clientele
premium guests & corporate
22-week season
recurring summer demand
Who This Is For
We work with experienced service professionals across eight categories. If your work elevates charter experiences, we want to hear from you.
Chefs & Caterers
Private chefs, caterers, bartenders, and beverage service for charter dining experiences.
Learn More →
Photographers & Videographers
Professional photography, videography, drone content, and social media packages.
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DJs & Musicians
DJs, live musicians, MCs, and entertainment professionals for charter events.
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Decorators & Florals
Event decor, floral arrangements, balloon installations, and themed styling.
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Wellness Instructors
Yoga, meditation, sound bath, and wellness experiences on the water.
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Transportation & Logistics
Coach buses, sprinter vans, valet, airport-to-marina transfers.
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Brand Activation Teams
Product launches, influencer events, media days, branded wraps and signage.
Learn More →
Water Toy & Swim Enhancement
Float mats, lily pads, inflatable loungers, paddleboards, cooler and ice setups. Swimming only when anchored at designated locations.
Learn More →How It Works
Apply
Takes about 5 minutes
Upload credentials and insurance
GL policy, certifications, portfolio
Get reviewed by our team
We verify everything
Go live on the platform
Your profile is published
Receive booking requests
Matched to compatible charters
Get paid within 48 hours
After completed charter
Requirements by Category
Every provider must carry $1 M GL insurance and name both Playpen and the vessel owner as Additional Insured.
Dining & Beverage
- GL Insurance ($1M)
- Yes
- AI Chain
- Playpen + vessel owner
- Credentials
- Food handler, IL sanitation manager, liquor liability (if alcohol)
- Restrictions
- Galley constraints per vessel
Photography & Content
- GL Insurance ($1M)
- Yes
- AI Chain
- Playpen + vessel owner
- Credentials
- Business license, portfolio
- Restrictions
- Counts toward passenger capacity
Music & Entertainment
- GL Insurance ($1M)
- Yes
- AI Chain
- Playpen + vessel owner
- Credentials
- Business license, power requirements
- Restrictions
- Vessel power compatibility
Celebrations & Decor
- GL Insurance ($1M)
- Yes
- AI Chain
- Playpen + vessel owner
- Credentials
- Business license
- Restrictions
- Setup/teardown timing
Water Toys
- GL Insurance ($1M)
- Yes
- AI Chain
- Playpen + vessel owner
- Credentials
- Standard GL
- Restrictions
- Swimming only when anchored at designated locations. Non-motorized equipment only
Brand Activations
- GL Insurance ($1M)
- Yes
- AI Chain
- Playpen + vessel owner
- Credentials
- Business license
- Restrictions
- B2B only
Wellness
- GL Insurance ($1M)
- Yes
- AI Chain
- Playpen + vessel owner
- Credentials
- Professional certification
- Restrictions
- Calm water / anchored preferred
Transportation
- GL Insurance ($1M)
- Yes
- AI Chain
- Playpen + vessel owner
- Credentials
- Business license, commercial vehicle insurance
- Restrictions
- Off-vessel logistics
Understanding the Additional Insured (AI) Chain
Your General Liability insurance must name both The Playpen Enterprises LLC and the vessel owner as Additional Insured. During onboarding, we verify four things:
- ✓Named insured matches your entity exactly
- ✓AI endorsement names “The Playpen Enterprises LLC”
- ✓Coverage meets the $1,000,000 minimum
- ✓Policy dates are active for the charter season
Your Provider Dashboard
Once approved, you get a dedicated dashboard to manage your entire Playpen business.
Upcoming Bookings
View and manage your confirmed and pending charter assignments.
Payout History
Track earnings, completed payouts, and pending transfers.
Compliance Status
Monitor insurance expiration, credential verification, and AI chain status.
Availability Calendar
Set your availability across the 22-week charter season.
Reviews & Ratings
See guest feedback and your overall provider rating.
Marketing Materials & QR Code
Download branded assets and your unique QR code for direct bookings.
Frequently Asked Questions
Ready to Join?
Apply today and start serving premium charter guests this season.
Apply as a ProviderQuestions? Contact our provider team at concierge@theplaypen.com