Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Luxury Private Boat Rental – Chicago River, Skyline & Playpen Fun

Luxury Private Boat Rental – Chicago River, Skyline & Playpen Fun

With Captain

the United States,Illinois,Chicago,Powerboats

Looks Good
This date is available.

See Chicago like never before — from the water! Ideal for summer fun, celebrations, or a relaxing cruise with friends and family. The Boat - Comfortably accommodates up to 6 guests - Clean, stylish, and well-maintained - Smooth, safe, and perfect for cruising or anchoring at the Playpen Cruising Experience: - Chicago River – iconic architecture and unbeatable photo opportunities - Chicago Skyline – breathtaking city views from Lake Michigan - The Playpen – anchor, swim, relax, and enjoy the summer vibe - Open-lake cruising (weather permitting) Onboard Entertainment: - Bluetooth sound system – play your favorite music - Spacious seating for lounging and socializing - Swim-friendly setup for Playpen days - Perfect for sunset and skyline photo moments Included Extras: - Cooler & ice (BYOB) - All required safety equipment & life jackets - Floating water mat (if available) - Experienced, friendly licensed captain (if applicable) Great For - Birthday celebrations - Bachelorette / bachelor outings - Date nights & proposals - Family & friends outings - Tourists and locals alike

Tamer

Owner

Capacity: 6 guests

Powerboats, Pontoons, & RIBs: Cuddy Cabin/Walk Around

Tamer

Owner

Features & Details

Monterey
24 f
Capacity: 6 people max

Safety Equipment

Anchor & Rode

Bilge Pumps

Carbon Monoxide Detectors

Ditch Kit

EPIBRS

Emergency Steering

Fire Extinguishers

First Aid Kit

Flares

Haz-Mat Safety

Kill Switch Lanyard

Life Jackets (9)

Life Rafts

Navigation Lights

Navigation Equipment

VHF Radio

Operating Equipment

Depth Sounder

Generator

Guest Amenities

BBQ

Cabins (1)

Cooler

Fridge

Kitchen Utensils

Microwave

Sink

Stove

Sun Protection

Toilets (1)

Towels

Washrooms Onboard

Leisure & Entertainment Equipment

Bluetooth

Floats

Sound System

Indoor dinning Area

Outdoor Dinning Area

Accessories

Fish Finder

Water Mat

Water Toys

Departure Location

The boat's approximate location on a map

You’ll get helpful information for your departure after your booking is confirmed.

Street Address For Arrival

2601 North Cannon Drive

Chicago, Illinois, 60614

United States

Departure Location

Same as Street Address

Cancellation Policy

Free cancellation up to 5 days before your trip.

Additional Terms & Information

- Weather: Trips may be canceled or rescheduled due to unsafe weather at the captain’s discretion. If canceled for weather, guests may reschedule or receive a refund per GetMyBoat policy. - Late Arrival / No-Show: Rental time starts at the scheduled departure time. Late arrivals do not extend the trip. No-shows are non-refundable. - Guest Limit: Maximum 6 guests onboard at all times. No exceptions. - Safety: Guests must follow all captain instructions. Life jackets are provided and required when instructed, especially for children and non-swimmers. - Alcohol: Alcohol permitted for guests 21+. No illegal drugs allowed. Unsafe or excessive intoxication may result in early trip termination without refund. - Boat Rules: Shoes may be removed onboard. Please treat the boat with care—guests are responsible for any damages. - Smoking: Smoking or vaping allowed outdoors only. No hookah or open flames. - Food & Drinks: BYOB and food welcome. Red wine and staining foods are discouraged. - Swimming: Swimming allowed only when anchored and with captain approval (Playpen or designated areas). - Gratuity: Captain gratuity is not included and is appreciated for great service. Industry standard is 15–20%, at the guest’s discretion.