When asking yourself about something to do near me in Chicago with a group of friends or family, consider
KnockOut Charters

Why KnockOut Charters is a fun option when searching for things to do near me with friends and family
KnockOut Charters is an outstanding destination for friends and groups seeking memorable boating experiences on Chicago's iconic waterways. Boasting a 5.0-star rating from 88 reviews, this Chicago-based yacht charter broker offers private boat trips along Lake Michigan and the Chicago River, blending scenic city skyline views with expert narration of local history and architecture. Operated by Captain Chris Connor, a personable and skilled host, the company ensures each outing feels exclusive and personal. Whether celebrating special occasions like birthdays or entertaining out-of-town visitors, KnockOut Charters customizes every journey to guests’ preferences, creating unique, unforgettable experiences. With over a decade in business and an A+ BBB accreditation, clients enjoy confidence in service and safety, alongside the luxury of a well-appointed yacht. This business is not only perfect for relaxing getaways with friends but also for corporate entertaining, offering a blend of adventure, education, and relaxation amid Chicago’s stunning lakefront.
Here's what people think of KnockOut Charters
As of recent, KnockOut Charters holds a 5-star rating based on 88 reviews.
User reviews consistently praise KnockOut Charters for delivering exceptional and highly personalized boating experiences, highlighting Captain Chris Connor's professionalism, hospitality, and deep knowledge of Chicago's landmarks. Many reviewers mentioned how the captain made guests feel at home while safely hosting memorable cruises, whether for special celebrations or casual sightseeing. Positive feedback frequently spotlights the breathtaking city skyline views from the water, the engaging and informative tour narration, and the seamless service from embarkation to disembarkation. On the other hand, negative reviews are rare and minimal, with almost no significant complaints noted, reflecting a strong overall customer satisfaction. The overwhelmingly positive testimonials underscore KnockOut Charters’ reputation as a reliable, fun, and memorable option for boat rentals and yacht charters in Chicago, confirming it as a top choice for locals and visitors alike who want a spectacular lakeside adventure.
Highlights from reviewers (Most Relevant)
laura gregg
I found Captain Chris while googling a unique gift for my husband. He and Brooke took incredible care of us all evening! We docked near Northerly Island and listened to the GooGoo Dolls concert. Will definitely be booking another outing!!
Mallory Nichols
We had such a great time with KnockOut Charters!! We booked for a bachelorette trip and were super surprised by how great the service was! Captain Chris and MJ were very attentive and gave great service… didn’t even have to get drinks out of the cooler for ourselves- MJ did it! Captain Chris knows all the best spots for pictures and is super flexible with your time on the boat. So glad we found this company - made the experience wonderful!!! Will definitely book again!
Nicolle Brust
Beyond satisfied with the professional, thoughtful and friendly experience we received from Captain Chris and First Mate Moriah! Incredible tour to see the city and gorgeous sunset at night. Highly recommend! This was the perfect ending to our little weekend get-a-way. Keep up the great work!!!👏
Esmeralda Bolivar
Another great experience with Knockout Chicago! Captain Chris, as always, was amazing. We went out with our family and parents, and everyone had a fantastic time. The water was cold, but that didn’t stop the kids from jumping in. Brooke, the first mate, was super accommodating and made everything easy and enjoyable. Can’t wait to go out with them again!
suzy
I booked a four hour charter for my office's annual summertime celebration. Our group of six had such a good time. Chris took us on the River and then the Lake for some swimming. Chris and Brook are accommodating, professional and fun! We had the best time! Book this charter!!!!
How to reach KnockOut Charters
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Why KnockOut Charters may become Your Favorite Meetup Place for Catching Up, Celebrating or Just Hanging Out
Why rally at KnockOut Charters with your friends? When looking for a remarkable venue to host your next get-together, KnockOut Charters in Chicago offers an unbeatable blend of luxury, adventure, and personalized service that transforms any meetup into an unforgettable occasion. Imagine gathering your friends and family on a private yacht, cruising spectacular Lake Michigan and the Chicago River while surrounded by breathtaking city views from the water. KnockOut Charters is not just a boat rental service; it’s a carefully curated experience designed to elevate your social event, whether it’s a casual outing, celebration, or special occasion like a birthday or anniversary. The company’s commitment to customer satisfaction—led by experienced Captain Chris Connor—ensures that every detail, from the moment you step on board until you return to shore, is seamless and personalized. The combination of stunning scenery, premium amenities, attentive crew, and the freedom to customize your journey creates an inviting, carefree atmosphere where friends can relax, reconnect, and make lasting memories together. Simply put, you rally here because it is the perfect place to share joy, laughter, and the magic of Chicago’s waterfront with those you care about most.
What activities can you enjoy at KnockOut Charters, and why are they perfect for group meetups? KnockOut Charters offers an array of customizable boat trips perfect for groups of all sizes, making it an ideal spot for social outings. Private charters range from 1.5 to 5 hours, giving your group ample time to explore and enjoy the water. During your cruise, you can indulge in sunbathing on deck or swimming in the clear waters if you choose to anchor. The fleet includes luxurious boats with full-size fridges, coolers stocked with ice, sunblock, bug spray, music speakers, and plenty of space to move around, ensuring comfort and convenience for all guests. For those interested in culture and history, the architecture tours provide a unique vantage point to admire Chicago’s iconic skyline and landmark buildings while learning about their stories from expert commentary. For a nightlife twist, there’s even a casino package available, where you can be dropped off at the Horseshoe Casino in Hammond for some excitement before returning by limo or boat. This versatility allows groups to tailor their experience to their interests, whether they want a relaxing day on the lake, an educational tour, or a fun-filled party cruise.
How does KnockOut Charters create the ideal environment for groups to enjoy their time together? One of KnockOut Charters’ greatest strengths lies in its meticulously crafted customer experience, emphasizing attentive, personal service and thoughtful amenities. From the initial booking to the day of your event, the friendly and professional staff prioritize your group’s happiness and comfort. You are greeted warmly on the docks, and the captain and crew go out of their way to accommodate your preferences, such as adjusting departure times or customizing routes. These personal touches transform a simple boat trip into a cherished social experience. Onboard, you have access to conveniences that cater to group needs, including climate control, refreshments, music options with Bluetooth connectivity, and extras like sunblock and bug spray to keep everyone comfortable. The spacious decks foster easy socializing, while the crew’s attentiveness—such as offering drinks, taking photos, or managing logistics—means your group can focus exclusively on enjoying each other's company in a picturesque setting. This level of service combined with the luxury and calm of the water makes KnockOut Charters a stellar choice for meaningful connections and celebrations.
What makes KnockOut Charters stand out compared to other boat rental services? KnockOut Charters does not simply rent boats; it has cultivated a reputation for excellence backed by over a decade of experience and consistently outstanding customer reviews. It holds an A+ accreditation from the Better Business Bureau, reflecting its reliability and commitment to quality service. The company was founded by Captain Chris Connor, who brings over 40 years of boating expertise and a passion for customer satisfaction, ensuring operations are professional, safe, and enjoyable. Unlike generic boat rentals, KnockOut offers a personalized, private charter experience where no two trips are the same—they tailor every cruise to meet the unique desires of each group, from the pace and route to on-board activities. Their boats are well-equipped and maintained, providing comfort and style rarely found elsewhere on Chicago’s lakefront. Customer testimonials regularly highlight the crew’s hospitality and attention to detail, including going above and beyond to make each event special. Whether you want to celebrate an anniversary, host a corporate outing, propose marriage in style, or simply spend a day with friends away from the bustle, KnockOut Charters elevates the experience beyond expectations.
How accessible and convenient is KnockOut Charters for hosting your next meetup? Located at DuSable Harbor on 111 N Lake Shore Drive, KnockOut Charters has a prime and central spot easily reachable from throughout Chicago. This accessibility means groups do not have to travel far to start their adventure on the water. The company also provides practical benefits such as parking passes for Monroe Harbor, reducing the stress of arrival and departure logistics. Booking is straightforward with online options and responsive customer service via phone and email to help plan your event. Flexible policies accommodate last-minute schedule changes due to weather or other factors, with options to refund or reschedule deposits. Whether you are local or visiting Chicago for a short stay, KnockOut Charters streamlines the process of organizing a group outing with clear communication and customer-first policies. This hassle-free approach allows you to concentrate on building memorable moments with your friends and family on a luxurious private boat.
In what ways can KnockOut Charters enhance special occasions and celebrations? KnockOut Charters is ideally suited for marking milestones and creating standout celebrations on the water. Their vessel options and customizable packages support everything from intimate gatherings to larger groups, catering especially well to special moments like birthdays, anniversaries, proposals, or corporate parties. One standout special offering is the marriage proposal cruise, designed to create a romantic and private setting for that once-in-a-lifetime question. The scenic backdrop of the Chicago skyline at sunset or nighttime adds memorable drama and beauty to such an event. Additionally, KnockOut offers themed boat trips like casino nights with convenient drop-offs for added excitement. The crew’s experience in event hosting ensures smooth coordination, whether it’s decorating the boat, handling food and beverages, or managing entertainment needs. With these thoughtful touches and adaptable options, KnockOut Charters transforms celebrations into extraordinary experiences that your group will cherish forever.
What kinds of groups can benefit most from a KnockOut Charters outing? KnockOut Charters caters exceptionally well to a wide variety of groups seeking a distinct social experience. Families looking for a relaxed day together will appreciate the comfortable amenities and safe environment provided on the boat. Friend groups celebrating special occasions benefit from the customizable party atmosphere, where music, food, and destinations can be tailored to preferences. Corporate groups or colleagues find value in the private setting that fosters team bonding away from an office environment, with customizable itineraries for either casual relaxation or structured tours like the city architecture cruise. Even tourists wanting a unique perspective of Chicago’s landmarks and skyline find KnockOut to be a perfect choice, as it offers a blend of sightseeing and leisure. The versatility of KnockOut Charters means virtually any group looking to combine social connection with a high-end boating experience can find exactly what they need here.
What are the key benefits of booking a private charter with KnockOut Charters? Booking a private charter ensures exclusivity and control over your event, making KnockOut Charters a smart choice for anyone wanting privacy and customization. Your group has the boat exclusively, with no strangers on board, creating a comfortable and intimate environment. The flexible length of cruisers ranging from 1.5 to 5 hours allows you to plan according to your schedule and interests. The crew is dedicated to delivering personalized service, adapting to your requests from music choices to route directions, and attending to all guest needs with care. Confident in safety and comfort, guests can fully relax onboard while enjoying pristine views and amenities tailored to their enjoyment. A private charter also works as a mobile venue so that your event is more than a gathering—it's a scenic experience that becomes part of your celebration’s story.
How does KnockOut Charters promote a safe and enjoyable boating experience? Safety and guest comfort are top priorities for KnockOut Charters, thanks to the leadership and expertise of Captain Chris Connor, a licensed Master Captain with decades of experience on Lake Michigan. The boats are professionally maintained to the highest standards, ensuring reliability throughout your charter. Crew members are trained to handle any situation efficiently, from navigating variable weather conditions to attending promptly to guest needs. The company has clear policies to manage cancellations and rescheduling in the event of unsafe conditions, prioritizing your well-being above all else. This dedication to safety allows guests to focus entirely on relaxation and enjoying the vibrant ambiance of the water and city sights. When combined with the crew’s warm hospitality and expert knowledge, the secure environment enhances every aspect of your group experience, creating peace of mind alongside fun.
Why is the view from KnockOut Charters tours considered unique and exceptional? Viewing Chicago’s architectural marvels and lakefront from the water offers a dramatically different and breathtaking perspective than from land, and KnockOut Charters maximizes this advantage. As you glide past iconic skyscrapers and historic landmarks on the Chicago River or open waters of Lake Michigan, you see the cityscape framed by shimmering water, sky, and open horizons. This vantage point enables unobstructed photo opportunities and a rare chance to appreciate the interplay of natural elements with urban design. The calm rhythms of the boat cruising through the water also create a relaxed atmosphere where the beauty feels immersive and personal. For architecture enthusiasts, expert commentary enriches the journey with stories and insights, making every moment informative as well as visually stunning. Whether it’s daytime brightness or the magical city lights at sunset and night, KnockOut Charters offers some of the most remarkable views possible of Chicago.
How can customers book and prepare for their KnockOut Charters experience? Booking with KnockOut Charters is user-friendly and designed with customer convenience in mind. Prospective guests can request charters online using a contact form or by calling their office directly, making it easy to tailor your reservation to preferences and schedule. The team communicates clearly about deposits, cancellations, and rescheduling policies, ensuring transparency and confidence. For peak times or special requests, early booking is recommended to secure your preferred boat and time. Prior to your charter, KnockOut provides guidance about what to bring and what’s included onboard, such as beverages, music, and sun protection, so you arrive well-prepared. Overall, the company’s open communication and customer-focused approach help ensure your group’s outing begins smoothly and runs effortlessly from start to finish.
In summary, KnockOut Charters provides a premier venue for gathering friends and family in Chicago by blending luxury, customization, and spectacular waterborne views in one seamless package. Their diverse activities, attentive service, comfortable amenities, and prime location make the experience suitable for almost any group occasion, from relaxed outings and sightseeing tours to festive celebrations and romantic proposals. With a 5.0 rating from 88 reviews, their reputation for excellence and customer satisfaction is well earned. Whether you want to soak up the sun, marvel at architecture, or dance under the open sky on Lake Michigan, KnockOut Charters is the perfect place to rally and create meaningful memories together.