Take a Trip
Chi-TownCharters
Smooth Rides. Stunning Views. Signature Moments.
Plan a Trip
Whether you’re envisioning a romantic sunset cruise, a high-energy celebration with friends, a peaceful escape on Lake Michigan, or a unique corporate outing with skyline views Chi-TownCharters helps you turn ideas into experiences. Choose your yacht, select your date, and let our team assist you with the details, from boarding logistics to curated routes. All you have to do is show up ready to party, vibe, and make memories that will last a lifetime.
Our Boats
33 foot Cierra Bayliner
Step aboard our exquisite 33-foot Bayliner Yacht, indulge in a luxurious escape along the iconic Lake Shore Drive, and discover a world of comfort and fun. Our yacht is equipped with top-notch amenities to enhance your experience, including plush seating, an in-cabin bathroom for added convenience, and a fully equipped kitchenette, complete with a microwave, stove, and fridge. Set the mood with the surround sound system, your favorite tunes on the Bluetooth audio player, and dance the night away under the speakers equipped with multi-color LED lights and the stars.
From lively birthday parties to leisurely outings with loved ones, our yacht offers endless possibilities for fun and relaxation. Cruise the scenic Chicago River, soak in breathtaking views of the city skyline, or anchor at the famous Playpen for a day of sun-soaked bliss. As night falls, witness the spectacular fireworks lighting up the sky, creating a magical ambiance for your evening adventure.
Features & Details
Make: Cruisers Yachts
Model: Ciera Bayliner
Length: 33 ft
Year: 2020
- Plush Lounge Seating
- In-Cabin Bathroom
- Kitchenette with Microwave, Stove & Fridge
- Bluetooth Audio System with Multi-Color LED Speaker Lights
- Spacious Deck for Lounging & Dancing
- Night Cruise Ready (Great for Fireworks on Wednesdays & Saturdays)
- Life Jackets & Safety Equipment
33’ Ciera Bayliner Rates:
MONDAY -THURSDAY RATES: $200 per hour/ 1 additional hour FREE if you book 4 or more hours, (Excluding Holidays or Special Events).
FRIDAY-SUNDAY RATES: $250 per hour
SPECIAL EVENTS/HOLIDAY RATES: $350-$500 per hour
*BOAT TIE-UPS:
1 Side: $350-$400 per hour
2 Sides: $400-$500 per hour
NOTE: Due to the high demand for certain events, we require reservations for the full duration of the event.
40 foot Cruiser Yacht
Step aboard this stunning 40′ Cruiser Yacht, perfect for unforgettable days on the water. Whether you’re looking to bond with family, embark on an adventure with friends, host a bachelorette/bachelor party, propose to your soulmate, surprise your child with a kid-friendly cruise, or impress business partners for a professional gathering, this charter is here to deliver. This yacht is designed to fit your unique desires that include everything from large parties, romantic escapes on sunset set or sunrise cruises, remote work sessions with a view, leisurely cruises along the Chicago River to marvel at architectural wonders, dock & dine at various restaurants, or exciting voyages across Lake Michigan to destinations like the Indian Horseshoe Casino, Traverse City, or South Haven, this charter brings your vision to life.
Your experience will be crafted carefully to ensure genuine connections, delightful moments, and lasting memories. This yacht delivers a first-class experience. It offers a spacious and stylish layout, premium 18 speaker surround sound system, multi-color LED lights to set the mood, comfortable seating on custom interior, and all the amenities needed for an unforgettable experience on the water. Secure your date today and cruise in luxury!
Features & Details
Make: Cruisers Yachts
Model: Esprit
Length: 40ft
Year: 2015
- Air Conditioning
- Bar
- Bluetooth
- Galley Stove & Oven
- Life jackets/required safety gear
- Fuel type: Gas
- Twin Engine
- Surround sounds
- Flat screen TVs
- Toilet
- Radio
40’ Cruiser Yacht Rates:
Weekday Special: Book 4+ hours Monday-Thursday (excluding holidays & special events) and enjoy 1 FREE hour!
MONDAY -THURSDAY RATES: $250 per hour/ 1 additional hour FREE if you book 4 or more hours, (Excluding Holidays or Special Events).
FRIDAY-SUNDAY RATES: $300 per hour
Special Events & Holidays:
$400-$500 per hour
Boat Tie-Up Parties:
1 Side: $400-$450 per hour
2 Sides: $450-$500 per hour
NOTE: Due to the high demand for certain events, we require reservations for the full duration of the event.
40 foot Chris Craft
Step aboard our stunning 40‑foot Chris‑Craft Yacht and enjoy a stylish escape on Chicago’s beautiful waters. Designed for comfort, elegance, and unforgettable moments, this yacht offers a spacious layout both inside and out, making it perfect for entertaining, celebrating, or simply unwinding in luxury.
Relax on the expansive deck with premium lounge seating, take in panoramic views, and feel the breeze as you cruise the Chicago River or glide along Lake Michigan. Inside, you’ll find a beautifully designed cabin featuring a cozy dining area, fully equipped galley, and a comfortable sleeping berth for longer adventures. With modern finishes, thoughtful lighting, and climate‑controlled comfort, every moment onboard feels elevated.
Set the vibe with the upgraded Bluetooth sound system, enjoy your favorite playlists, and create the ultimate celebration atmosphere on the water. Whether you’re hosting a birthday party, planning a romantic cruise, or gathering friends for an unforgettable lake day, the Chris‑Craft delivers space, style, and sophistication.
Spend the afternoon anchored near the Playpen, explore the skyline like never before, and as evening approaches, enjoy breathtaking sunsets and Chicago’s glittering night views. It’s the perfect floating getaway.
Features & Details
Make: Chris‑Craft
Model: Sport Sedan
Length: 40 ft
✔ Spacious Exterior Lounge Seating
✔ Comfortable Interior Cabin with Dining Area
✔ Fully Equipped Galley (Stovetop, Sink, Fridge, Stainless Steel Ice Maker)
✔ Private Onboard Bathroom (Head)
✔ Bluetooth Sound System, Bose Speakers
✔ Large Swim Platform for Easy Water Access
✔ Perfect for Celebrations, River Cruises & Skyline Tours
✔ Life Jackets & Safety Equipment
40′ Chris Craft Rates:
MONDAY -THURSDAY RATES: $250 per hour/ 1 additional hour FREE if you book 4 or more hours, (Excluding Holidays or Special Events).
FRIDAY-SUNDAY RATES: $300 per hour
Special Events & Holidays:
$400-$500 per hour
Boat Tie-Up Parties:
1 Side: $400-$450 per hour
2 Sides: $450-$500 per hour
NOTE: Due to the high demand for certain events, we require reservations for the full duration of the event.
Chi-Town Charter’s Fleet
Our fleet represents a curated lineup of premium yachts chosen for performance, comfort, and versatility on Chicago’s waterways. Each vessel is selected to excel whether capturing iconic views of the Chicago River or the open expanse of Lake Michigan, delivering a ride that feels controlled, capable, and purposeful. From refined cruisers ideal for skyline tours and architectural excursions to powerful yachts designed for shoreline runs and Playpen gatherings, the fleet offers options for every type of on-water experience. Spacious decks, intelligent layouts, and high-quality materials create an environment that supports both relaxed cruising and high-energy social outings, while professional maintenance ensures every yacht is ready to perform throughout the boating season. Together, the fleet reflects a balance of strength and sophistication, giving guests a front-row seat to Chicago from the water, backed by vessels built to handle the city with confidence.

For evenings that call for spectacle, the fleet comes alive on Lake Michigan during Chicago’s signature Wednesday and Saturday Navy Pier Fireworks. These yachts are well-suited for twilight departures and nighttime cruising, offering steady handling, generous deck space, and layouts that invite guests to gather, relax, and enjoy the show from the water. Families can settle in comfortably to watch fireworks bloom over the skyline, while groups and couples take in the energy of the city after dark, music carrying across the decks as the lake reflects bursts of color overhead. With vessels designed to support social movement, clear views in every direction, and confident positioning near Navy Pier, the fleet transforms a simple fireworks display into a shared experience that feels adventurous, celebratory, and unmistakably Chicago.

FAQ
Frequently Asked Questions
How do I make a reservation?
Text the Chi-TownCharters business line at 312-725-6366. Renters can’t schedule a reservation on our website. Renter must text us in order to avoid double-bookings, as our company is on a variety of boat rental apps where customers book spontaneously.
What are my payment options?
- Pay on the official Chi-TownCharters website after our staff confirms your reservation via text.
- Zelle 312-262-8218.
Where does boarding take place?
Typically, boarding takes place at Jackson Inner Harbor or the 59th Street Harbor. However, RENTER understands boarding may take place at a variety of Chicago Harbors if the renter opts to reserve transient dockage, (e.g. 31st Street Harbor or Monroe Harbor). The RENTER understands the boarding harbor is subject to change throughout the reservation process up to, but not less than 24 hours prior to boarding at the COMPANY or captain’s discretion for various reasons, (e.g., Weather conditions or a renter/passenger’s violation of the COMPANY or Chicago Harbors Rules of Conduct & Party Guidelines may require docking at the nearest safe harbor). The next RENTER may need to board at the safe harbor if the weather and/or time constraints doesn’t permit the boat to safely return to a particular harbor in a timely manner for their reservation. The COMPANY and/or captain will notify the RENTER via the GetMyBoat messenger, text, and/or email about boarding harbor changes up to, but not less than 24 hours prior to boarding.
How much are the captain’s rates?
By law, the RENTER is required to contact/hire a licensed USCG captain separately. The captain’s hourly rate and a 20% gratuity on the total captain’s rate is the minimum industry standard. Captain’s fees range from $150-$175. The captain will pay his/her own deckhand(s).
What can I bring on the yacht?
The following items are permitted: liquor, vape pens, finger food, paper products, ice, 1 small cooler, 2-4 garbage bags, swimwear, and your choice of music for Bluetooth.
What’s not permitted on my charter?
No smoking 🚭, no shoes, and no glass are permitted aboard the vessel. Personal water rafts aren’t permitted, as our captains provide a large 12-person water raft with cup holders & lilly pads separately. Passengers are NOT ALLOWED TO TOUCH THE RADIO, (e.g. power button, volume, equalizer, amp, or speakers), in order to avoid damages to the surround sound speaker system.
Do I have to give a security deposit?
RENTER understands that all damages will be repaired by COMPANY authorized mechanics and/or repairmen; and no repairs will be allowed by RENTER or others. I understand that I as RENTER am responsible for all damages, even if they are above the amount of my initial security deposit or authorization. Renter understands that COMPANY is authorized to withhold a $500-$1000 security deposit for damages/incidentals.
What if one of my guests touches the radio and turns the volume up?
The RENTER understands that only the captain can touch the radio. The renter understands that they can turn the volume up on their phone, but the radio volume shouldn’t be turned up any higher than 19. Damages to the speakers will result in forfeiture of the RENTER’S $1000 security deposit, and an additional charge of $500 per each busted speaker, which is the actual replacement cost per speaker. NOTE: There are 16 JL Audio speakers on the Cruiser Yacht and 8 speakers on the Bayliner for your listening pleasure. The Company will take a renter to court to recoup the replacement cost of the busted speakers.
Why do I have to pay for gas?
Gas surcharges are REQUIRED by USCG Guidelines. Similar to when you rent a car, renters are responsible for paying a $50/hour gas surcharge when anchoring. Non-anchorage requires a $75/hour gas surcharge, (e.g. Chicago River Cruises & Indiana Horseshoe Casino Cruises, cruises for 2 hours or less).RENTER acknowledges that the fuel is included in the rental price, but RENTER should make arrangements with COMPANY to refuel during their charter or opt to pay gas surcharge fee, which is always less than the refueling cost.
Can I get a refund if I cancel my charter?
In the event RENTER cancels, changes dates, shortens the rental period, or in any other way, seeks to change the rental period, the entire rental total shall still be due and payable. RENTER understands that all payments are non-refundable due to inclement weather, (e.g., small craft advisories, 3 feet waves or higher, high winds over 10 knots, rain, or snow). RENTER must reschedule reservations in cases of inclement weather, as safety is the #1 priority.
Is it okay to charter in bad weather?
Light rain, cool temperatures, and/or cloudy skies aren’t unsafe boating conditions, and reservations will resume at the COMPANY or captain’s discretion.
Can I get a refund if there’s a thunderstorm?
Full non-refundable payments are required to secure the date and time slot of a rental. Refunds will not be provided due to acts of God, inclimate weather, or Coast Guard Advisories. The captain and/or COMPANY will require the RENTER to reschedule when there is inclimate weather, (e.g., Coast Guard Advisories, Small Craft Advisories, high winds over 10 knots, and/or 3 feet waves or over. Light rain & cloudy skies are not considered inclimate weather).
Can I get a refund if the boat breaks down?
Full refunds will only be issued if the boat is experiencing mechanical problems and is deemed inoperable by the COMPANY. However, if there’s a mechanical problem, the COMPANY reserves the right to provide the RENTER with a comparable boat if the RENTER agrees. Full refunds will also be issued for cancellations 14 days prior to reservations. Refunds will NOT be issued if the captain the RENTER hired separately doesn’t arrive on the date/time the captain was hired. The RENTER is responsible for securing another approved captain from the list the COMPANY provides.
Why didn't the UYachts staff answer the phone when I called?
Please communicate via texting in lieu of calls, so we may maintain a digital record of all communication to reference for reservations. Our staff and the companies we partner with prepare boats for charters and serve as captains and deckhands on charters. Therefore, please allow a 48-hour response time for messages and/or text. Same day reservations will get same day responses. Same week reservations will get same week responses within 24-48 hours. However, reservations booked 3-4 weeks in advance should allow up to a 5-day response time. Our staff has been directed not to use cell phones regularly while on charters, as serving our customers on a charter and customers’ safety are the main priorities. Please text during normal business hours: 10:00am-5:00pm. Thank you in advance for your understanding and patience.
What if I notice damages on the yacht prior to my charter?
COMPANY certifies that the watercraft is in good mechanical and physical condition. Any known damage or problems will be listed on the “Watercraft Check-Out Sheet.” RENTER will inspect said equipment and will rent the same without any additional representation or warranty by COMPANY. If the equipment has damage or problems not listed on the “Watercraft Check Out Sheet,” RENTER must notify COMPANY before the use of the watercraft begins and on the first day of rental. RENTER is required to board the vessel and complete a damage inventory assessment prior to RENTER’S guests boarding the vessel. RENTER completes the pre-checklist to indicate items are in working condition and/or provides a written description of pre-existing damages in detail. CAPTAIN/CREW completes the post-checklist after RENTER and guest depart from the vessel. CAPTAIN/CREW notifies COMPANY if the RENTER is responsible for any damages, if the security deposit is forfeited, and if damages exceed the amount of the initial security deposit or authorization. COMPANY notifies RENTER and GetMyBoat in writing in 24 hours.
Where are the harbor locations?
Our yachts are docked at a variety of Chicago Harbors located on Lake Shore Drive in the heart of Chicago, IL. If renters prefer for their rental boat to be docked at a harbor/location in Indiana or Chicago (other than the harbors listed below), they may opt to rent a transient (temporary) slip at an hourly or daily rate via Dockwa.com. Simply submit an application at Dockwa.com and ente rthe renter’s personal information and the rental boat’s information. Submit a payment, and text your transient slip reservation details to UYachts and your licenced USCG captain.
Jackson Park Inner Harbor
Address:
6401 S. Richards Drive
Chicago, IL 60649
59th Street Harbor (Behind the Museums of Science & Industry)
Address:
5900 S. DuSable Lake Shore Drive
Chicago, IL 60637
Where are the transient docking locations?
Renters are welcome to reserve transient (temporary) hourly/daily docking at any Chicago/ Indiana Harbor, or at restaurants on the Chicago River that they want to visit during their charter. Transient docking is available by submitting a reservation request through the Dockwa app. Renters need a credit card to reserve transient slips or hourly dockage on the river. Transient docking is available any Chicago or Indiana Harbor; hoerver, here’s a few renters enjoy:
Navy Pier Marina
Address:
797 E. Grand Avenue
Chicago, IL 60611
Horseshoe Hammond Casino
Address:
777 Casino Center Drive
Hammond, IN 46320
31st Street Harbor
Address:
3155 S. Lake Shore Dr.
Chicago, IL 60616
Monroe Harbor
Address:
Foot of Monroe Street
Chicago, IL 60603
Burnham Harbor
Address:
1559 S. Lake Shore Drive
Chicago, IL 60605
Jackson Park Outer Harbor
Address:
6400 S. Coast Guard Drive
Chicago, IL 60649