Chicago's cocktail scene goes deep — craft bars in every neighborhood, tiki rooms with exotic ingredients, hotel bars with classic-cocktail programs, and dive bars that mix a real Old Fashioned. Royal Carriage Limo runs full-evening cocktail tour itineraries: 4-5 stops, chauffeur waits between bars, group of 6-30 friends rolling together without anyone driving.
Chicago Cocktail Tour Pricing
| Vehicle | Capacity | 4-Hour Rate | 6-Hour Rate |
|---|---|---|---|
| Cadillac Escalade SUV | 1-6 | $560 | $800 |
| Mercedes Sprinter | 14 | $760 | $1,080 |
| Stretch Limousine | 8-10 | $695 | $895 |
| 30-Passenger Party Bus | 30 | $1,395 | $1,795 |
Includes chauffeur, fuel, tolls, water, and 20% gratuity. Drinks paid separately at each bar.
Top Chicago Cocktail Bars
Craft Cocktail Standards
- The Violet Hour (Wicker Park) — strict cocktail-focused, the OG
- Billy Sunday (Logan Square) — smaller-format cocktails, top program
- The Whistler (Logan Square) — cocktail-and-music venue
- Sportsman's Club (Ukrainian Village) — neighborhood-cool craft bar
Hotel Cocktail Bars
- The Library at the Drake (Gold Coast) — clubby, classic
- The Berkshire Room at the Acme Hotel (River North)
- Cherry Circle Room at the Chicago Athletic Association — Adams Street, classic Chicago
- Bar Allegro at the Pendry Chicago (Loop) — Italian aperitivo program
Tiki and Exotic
- Lost Lake (Logan Square) — top-tier tiki, reservation usually required
- Three Dots and a Dash (River North) — large-format tiki, group-friendly
- The Bamboo Room at Three Dots — reservations-only smaller tiki room
Late-Night & Dive
- Delilah's (Lincoln Park) — 800+ whiskey bottles, no attitude
- Map Room (Bucktown) — beer + cocktail, neighborhood dive
Fine-Dining Cocktail
- The Aviary (Fulton Market) — reservation-only cocktail experience
- The Office at The Aviary — hidden room inside The Aviary
Sample 5-Stop Cocktail Tour Itinerary
| Time | Stop | Order This |
|---|---|---|
| 7:00 PM | The Violet Hour | Old Fashioned |
| 8:30 PM | Three Dots and a Dash | Three Dots and a Dash (the namesake) |
| 10:00 PM | Lost Lake | Bunny's Banger |
| 11:30 PM | Billy Sunday | Whatever the bartender suggests |
| 1:00 AM | Delilah's | Bourbon flight |
| 2:00 AM | Drop-off home |
We customize completely — five tiki stops, four hotel bars, or a mix.
Why a Limo for Cocktail Touring
- Five drinks across five bars means responsible transport is mandatory
- No coat-check juggling — coats stay onboard
- No parking math — Chicago neighborhood-bar parking is a war
- Reservations are easier with door-to-door drop-off
- Group photos at each stop
What Royal Carriage Provides
- Reservation help — we know which bars need 7-14 days advance booking
- Late-night chauffeurs — booking runs to 2 AM and beyond when needed
- Patient curbside waits — chauffeur stays at the bar entrance during your stop
- Climate-controlled cabin — cool in summer, warm in winter
- Bottled water onboard — between-cocktail hydration matters
Booking Lead Times
- The Aviary / Lost Lake: 14-30 days advance reservation
- The Violet Hour, Billy Sunday: 7-14 days for Saturday
- Limo booking: 7-14 days for Saturday nights
- Bachelorette / bachelor weekend: 30+ days
Why Royal Carriage for Cocktail Tours
- Knows the neighborhood-bar geography — Logan Square to Wicker Park to River North is a 90-minute Uber loop without a chauffeur
- Patient and discreet — late-night cocktail crawls run long
- Reliable — chauffeur stays the full booking; no early cutoff
- Insured for late-night urban driving
Pair with our bourbon tour Chicago limo and speakeasy tour Chicago limo for combined cocktail-and-spirits weekends.
Reserve Your Cocktail Tour
Call (224) 801-3090 with the date, group size, and 3-5 bars of interest. We send a quote, suggest the route order, and lock the chauffeur. Saturday nights book first.
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Frequently Asked Questions
How do I book a ride with Royal Carriage?+
Book online at royalcarriagelimo.com/book-now for instant confirmation, or call (224) 801-3090. No credit card required to reserve. Free cancellation up to 24 hours before pickup.
What areas do you serve?+
All of Chicago and suburbs within 60 miles, including O'Hare, Midway, North Shore, western suburbs, and Indiana border towns. Long-distance trips to Milwaukee, Indianapolis, and downstate Illinois available.
Are your rates flat or metered?+
All rates are flat and locked at booking. No surge pricing, no hidden fees. Tolls and standard gratuity are included. The price you see is the price you pay.
Ready to Book Your Ride?
Chicago luxury transportation — flat-rate, available 24/7. Flat-rate pricing, no surge.