Experiences
Private Dining and Beverage Service for Your Chicago Charter
From private chefs and curated wine tastings to live oyster bars and craft cocktail classes, your charter dining experience is fully customizable through your Playpen concierge.
What's Available
Food and beverage options vary by vessel, charter mode, and operator policy. Your concierge will confirm what is permitted for your trip.
Private Chefs
A personal chef aboard your vessel preparing a multi-course meal tailored to your group.
Catering Packages
Pre-arranged menus from our vetted catering partners, from light appetizers to full dinner service.
Charcuterie & Grazing Boards
Beautifully arranged boards with artisan cheeses, cured meats, fruits, and accompaniments.
Bartenders & Beverage Service
Professional bartenders to pour, mix, and manage your bar throughout the charter.
Bar Packages
All-inclusive drink packages with beer, wine, spirits, and mixers sized to your guest count.
Picnic-Style Setups
Casual, curated food spreads perfect for anchored swim days at the Playpen.
Wine Tasting with Sommelier
A certified sommelier guides your group through curated wine pairings on the water.
Live Oyster Bar
A professional oyster shucker sets up a raw bar aboard your vessel with fresh selections.
Craft Cocktail Mixology Class
A hands-on mixology experience where your group learns to craft signature cocktails together.
Sake & Spirit Tasting Flights
Guided tastings of sake, whiskey, tequila, or other spirits curated by a specialist.
Dessert & Pastry Chef Setups
A dedicated pastry chef aboard creating desserts, from plated courses to live crepe stations.
Popular Scenarios
Private Chef Dinner for 8
An intimate four-course dinner prepared by a private chef aboard a 50-foot yacht, cruising past the skyline at sunset.
Charcuterie + Champagne for a Proposal
A beautifully styled grazing board and chilled champagne, ready for the moment your partner says yes.
Full Bar for 49-Guest Corporate Event
Two bartenders, a premium open bar, and passed appetizers for a client-facing networking cruise.
Live Oyster Bar for 12
A professional shucker sets up a raw bar on the aft deck for a client appreciation cruise.
Wine Tasting with Sommelier
A sommelier-led tasting of six wines paired with light bites on a catamaran for a birthday group.
Craft Cocktail Class for Bachelorette
The bridal party learns to make three signature cocktails with a professional mixologist.
Pricing Guidance
Dining and beverage pricing depends on guest count, menu selections, and service style. Your concierge will provide a transparent, itemized quote before you commit to anything. There are no hidden fees.
How It Works
Browse
Explore dining and beverage options to find what fits your occasion.
Add to Your Charter
Tell your concierge what you would like, and we will get a quote.
We Coordinate
Your concierge handles vendor booking, logistics, and vessel compatibility.
Enjoy
Everything is set up and ready when you board. Just show up and enjoy.
Frequently Asked Questions
Ready to elevate your charter dining?
Browse vessels, add dining to your charter, or speak with a concierge.
Request Dining & Beverage Service
Tell us about your charter and we will coordinate everything.