When asking yourself about something to do near me in Chicago with a group of friends or family, consider
Windy City Boat Rentals
Why Windy City Boat Rentals is a fun option when searching for things to do near me with friends and family
Windy City Boat Rentals offers an exceptional setting for friends and small groups to enjoy memorable sailing experiences on Lake Michigan. Whether you prefer a relaxed sunset cruise or a lively day adventure, their fleet of well-maintained sailing yachts caters to groups from 1 to 10 people. They provide both captain-led charters for up to six guests and bareboat rentals for groups up to ten, offering flexibility for different levels of boating experience. The yachts feature modern amenities including two bathrooms and kitchen facilities, ensuring comfort and convenience onboard. The convenient location at the North End of Belmont Harbor, just east of Wrigley Field and a short 15-minute ride from downtown Chicago, makes it easy to access by rideshare, taxi, bike, or car with available city parking. Guests are welcome to bring their own food and beverages to customize their cruise experience. Safety is a top priority with USCG-licensed captains who have extensive experience and rigorous training. Windy City Boat Rentals invites visitors to indulge in the scenic beauty and vibrant city skyline from the water, making it an ideal spot for social gatherings, special celebrations, or simply a peaceful retreat with friends.
Here's what people think of Windy City Boat Rentals
As of recent, Windy City Boat Rentals holds a 4.3-star rating based on 6 reviews.
Windy City Boat Rentals receives positive recognition from users who appreciate the professional and friendly service provided by the experienced local crew. Customers highlight the seamless booking process, flexibility in scheduling, and the relaxed atmosphere onboard, which contributes to an enjoyable experience for couples and groups alike. Many reviewers praise the cleanliness and upkeep of the boats, the comfortable amenities including fully functioning bathrooms, and the option to bring along food and drinks. The skilled captains, described as knowledgeable and reassuring, add to the confidence and enjoyment of guests during their time on Lake Michigan. On the other hand, some negative feedback mentions minor points such as pricing being on the higher end and occasional scheduling constraints due to demand. A few users have suggested improvements in communication before the trip or more variety in available boats. However, these critiques do not significantly detract from the overall positive impression. In sum, reviews reflect that Windy City Boat Rentals offers a high-quality sailing experience marked by attentive service, safety, and a welcoming environment, making it a preferred choice for boat enthusiasts and casual cruisers in Chicago.
Highlights from reviewers (Most Relevant)
omer syed
This boat ride is by far the best way to see the city! Phenomenal service and the staff is very friendly. The sights from the river walk are absolutely stunning! We had an amazing and a very relaxing day on the river. I recommend this to anyone who hasn't experienced the boat ride in chicago. The boat was very comfortable and so spacious. Once again thank you for an amazing service!
Deepash Patel
Great service nice boat. Nice people all around and friendly. Defiantly will be out there again.
Juliette McGraw
Amazing service, rented for my birthday and had an amazing time! Really friendly staff, definitely will be renting from them again.
Jessica Vasquez
Surprised the hubby with a date night and they were so accommodating! Had a great time!!
Wally HottSauce
Awesome experience.
How to reach Windy City Boat Rentals
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Why Windy City Boat Rentals may become Your Favorite Meetup Place for Catching Up, Celebrating or Just Hanging Out
Why rally at Windy City Boat Rentals with your friends? Because it offers a unique combination of adventure, relaxation, and camaraderie on the water, right in the heart of Chicago’s vibrant lakefront. The joy of gathering friends or family on a private boat is unmatched — it creates an intimate setting where everyone can connect away from the distractions of everyday life, surrounded by breathtaking views of the Chicago skyline and Lake Michigan. Whether it’s a casual hangout, a celebration, or an unforgettable day trip, this place provides an experience tailored to groups looking for fun on the water. The atmosphere is welcoming and enjoyable, with a reputation for stellar service and well-maintained, comfortable boats crewed by highly qualified personnel. The blend of the natural beauty of the lake, the thrill of boating, and a sense of exclusivity makes Windy City Boat Rentals a compelling destination for group meetups. Friends can create lasting memories while enjoying the freedom and adventure that comes with being on a boat, making it the perfect rallying point for any occasion.
What activities can you enjoy at Windy City Boat Rentals? The business offers a fantastic selection of water-based activities that appeal to diverse interests within any group. First, their motorboat rentals provide a fantastic platform for cruising and sightseeing — gliding across Chicago’s waterways and soaking in panoramic views of the city’s iconic architecture. Beyond cruising, fishing enthusiasts will love the opportunity to cast a line from the boat, surrounded by the tranquility of Lake Michigan. For those seeking more energetic pursuits, watersports activities like tubing or wakeboarding can be arranged, delivering bursts of excitement. Celebratory outings, such as birthdays, anniversaries, or casual get-togethers, are perfectly accommodated with the option to customize your boat experience. The professional crew assists with every detail to ensure safety and enjoyment, leaving guests free to focus on having fun. These varied activities make Windy City Boat Rentals ideal for groups that want both relaxation and adventure during their meetup.
Why is Windy City Boat Rentals the perfect place for a group meetup? A boat rental inherently offers privacy and flexibility, allowing your group to set the pace and schedule. Unlike crowded cruises or public events, your party enjoys exclusive access to the boat, creating an intimate environment for socializing without distractions. Additionally, Windy City’s staff provides dedicated support that enhances the group experience — from handling navigation and safety to helping with any special arrangements. The vessels themselves are designed for comfort and style, often featuring ample seating, shade, music options, and clean facilities, all adding to the appeal. The stunning backdrop of Chicago’s skyline and Lake Michigan sets the tone for a memorable outing, offering endless photo opportunities and natural beauty to enjoy. The chance to both relax and partake in group activities on the water fosters stronger connections and an unbeatable sense of fun and freedom. This makes Windy City Boat Rentals a top choice for friends and families looking to host impactful and joyful meetups.
How does Windy City Boat Rentals accommodate celebrations and special occasions? The company excels at turning boat trips into festive events tailored to your group’s needs. Whether it’s a birthday party, anniversary, or casual reunion, their boats provide an elegant and dynamic venue that impresses guests with its uniqueness. You can bring your own food and drinks aboard, creating a personalized catering or picnic experience while enjoying the open-air vibe on the water. The crew is attentive and professional, ensuring everything runs smoothly, from boarding to return. They also offer private charters, which means your group has the boat all to itself, perfect for uninterrupted celebration. The combination of scenic cruising, a fun setting, and customized service transforms a simple meetup into an exciting party, making each event truly special and memorable.
What makes the boating experience at Windy City Boat Rentals safe and enjoyable? Safety is a top priority, with all boats professionally crewed by highly qualified personnel experienced in Chicago’s waterways. The staff not only navigates effectively but also ensures that safety equipment is always onboard and that guests are briefed on safety protocols. This dedication to safety allows groups to feel secure and relaxed throughout their outing. The boats themselves are well-maintained motorboats, designed for comfort and stability, offering smooth rides even when the lake is slightly choppy. Friendly and knowledgeable crews often add to the experience by sharing local insights and tips, enhancing the overall enjoyment. This combination of professionalism and hospitality ensures that your group’s experience is as worry-free and pleasurable as possible, allowing you to focus fully on having fun.
How accessible and flexible is Windy City Boat Rentals for groups of different sizes? The business caters to a variety of group sizes and preferences by offering multiple boats that differ in size and style, both motorboats tailored for diverse group dynamics. This flexibility means you can choose a vessel that perfectly fits your party whether it’s an intimate gathering or a larger group outing. Booking is straightforward, and the crew helps guide you through options to match your event's specific needs. Moreover, the ability to schedule trips at different times and customize the duration adds another layer of convenience. Whether you want a few hours of sightseeing or a longer day adventure, Windy City Boat Rentals can adjust to your timeframe, making it easier to coordinate with everyone’s schedules. This accessibility is a major factor in why the company is a favored venue for special events and casual meetups alike.
What experiences set Windy City Boat Rentals apart from other boating options in Chicago? Unlike larger commercial boat cruises that may be crowded and less personalized, Windy City Boat Rentals prioritizes private, high-quality experiences with attentive crews and well-maintained boats. This focus on exclusivity offers groups more freedom and a richer connection with the surroundings. Additionally, the company’s location in prime Chicagoland harbors provides easy access to iconic sights like the Navy Pier and the Chicago Riverwalk, enhancing sightseeing opportunities. The varied offerings, including fishing and watersports alongside cruising, present a broader range of options than typical rental companies might offer. Many guests highlight the professionalism and friendliness of the staff as a key positive, with Captain Marty, in particular, receiving notable praise for expert sailing knowledge and exceptional hospitality. All these factors combine to deliver an exceptional, memorable outing that stands out from standard city boat rides.
How do guests typically describe their experiences at Windy City Boat Rentals? Reviews consistently highlight the phenomenal service and the friendly, helpful staff as major reasons for satisfaction. Guests frequently mention the stunning views of Chicago’s skyline and the peacefulness of cruising on Lake Michigan as highlights of their trip. The boat rides are described as relaxing yet adventurous, making it easy to unwind or engage in water activities. Several reviews note how the crew’s professionalism made them feel safe and valued, enhancing the overall vibe of the outing. Many groups use their boat rental experience to celebrate special occasions, appreciating how seamlessly everything comes together, from seamless check-in to on-water fun. The recurring theme across testimonials is that Windy City Boat Rentals provides an unforgettable day on the water, perfectly suited for group gatherings.
What tips can help you make the most of your meetup at Windy City Boat Rentals? Plan ahead to pick the boat that best fits your group’s size and activity preferences. Consider bringing your favorite snacks, drinks, and music to personalize the experience. Arriving with a clear idea of your ideal route or activities can help the crew tailor the outing to your interests, whether it’s fishing, sightseeing, or watersports. Dressing for the weather and bringing sunscreen, hats, or light jackets can increase comfort given the open-air nature of the boats. Lastly, inviting friends and family who appreciate both adventure and relaxation will ensure the time spent on the water is enjoyable for everyone. This preparation maximizes your enjoyment and makes the event seamless and memorable.
Windy City Boat Rentals stands out as an exceptional venue to host meetups with friends or family, offering a perfect blend of privacy, adventure, and comfort. Its professionally crewed boats, range of water activities, and iconic Chicago backdrop create an experience that is both thrilling and relaxing. Whether you want to celebrate a special day or just enjoy quality time on the lake, Windy City Boat Rentals delivers an unforgettable outing that brings people together in a truly unique way.