Chicago Private Boat Rental – Explore Chicago’s Skyline & Waters

Getting a different perspective on a city is one of the best ways to truly appreciate its character, and in Chicago, that often means seeing the skyline and waterways from the deck of a private boat. This private boat rental experience, offered by Nauti Chicago, promises a six-hour journey filled with stunning views, unique stops, and the chance to customize your day on the water. Whether you’re celebrating a special occasion, seeking a relaxing day with friends, or looking to tick off several iconic sights in one go, this tour aims to blend adventure, leisure, and a touch of luxury.

What we really love about this experience is its personalized approach—you’re not just part of a large group but are treated to an intimate outing tailored to your interests. Plus, the itinerary includes diverse stops, from fireworks lighting up the night sky to dining along the Chicago River. The only consideration might be the cost—at over two thousand dollars for a group of up to 12, it’s a splurge, but one that could deliver exceptional value if you’re craving a private, flexible adventure.

This experience is best suited for groups wanting a customized, scenic day on the water—perfect for celebrations, special dates, or groups of friends eager to explore Chicago from a fresh angle. If you’re after a structured tour with rigid schedules, this might feel a bit too flexible, but for those who prefer a personalized touch, it hits the mark.

Key Points

• Private and Personalized: Only your group participates, allowing for tailored experiences.
• Variety of Stops: From fireworks to dining, the itinerary offers diverse and memorable sights.
• Comfort and Convenience: All logistics are handled, with optional onboard amenities like floaties and paddleboards.
• Stunning Views: Expect breathtaking skyline vistas, especially at sunset or during fireworks displays.
• Flexible Itinerary: You can enjoy daytime activities, scenic cruises, and dining ashore, making each trip unique.
• Cost and Value: While on the higher end, the experience offers a blend of exclusivity and memorable moments.

Setting Sail: What the Experience Looks Like

The journey begins at 31st Street Harbor, the departure point for this private boat adventure. This spot is a practical starting place, close to public transportation, making it easy to reach without the hassle of parking. From here, you’ll board a vessel tailored to your group, with space for up to 12 guests, ensuring plenty of room for comfort and fun.

The key here is the flexibility—you’re not stuck with a fixed schedule but instead get to explore at your own pace. The itinerary includes four main stops, each with its own charm and visual spectacle.

Stop 1: 31st Street Harbor

This initial leg sets the tone for a day of discovery. The harbor itself is a lively hub on Chicago’s south side, and the boat offers a perfect vantage point to soak in the city’s skyline and bustling waters. The experience feels relaxed yet exciting, as you’re gently cruising away from the city’s center into the open waters. Reviewers mention how this part feels both thrilling and peaceful, a rare combination on Chicago’s busy lakeside.

Stop 2: Merchandise Mart

The second stop takes you past the iconic Merchandise Mart, a building with a striking history as the world’s largest downtown building. On Thursday nights, the building is illuminated with a spectacular light display and projections. You’ll get approximately 30 minutes here, enough to snap photos, admire the lights, and appreciate the architecture from the water. This is a unique way to see a Chicago landmark that’s usually best appreciated from the river or sky.

Stop 3: Navy Pier Fireworks

One of the highlights is the fireworks display at Navy Pier, visible from the lake. Depending on the night, you might catch the show on a Wednesday at 9 pm or Saturday at 10 pm. The reviewer who enjoyed a recent trip mentioned how spectacular the fireworks looked from the boat, creating a festive atmosphere that’s hard to beat. This stop lasts around 30 minutes, giving you plenty of time to enjoy the spectacle without feeling rushed.

Stop 4: Chicago Riverwalk Dining Experience

For those interested in combining scenery with culinary delights, the Dock and Dine option is a real winner. After cruising along the Chicago River, you’ll dock at a premier waterfront restaurant. Whether you prefer a casual bite or fine dining, arriving by boat adds a sense of occasion. Reviewers share that this part is perfect for special celebrations or romantic dates, with the skyline providing an incredible backdrop for your meal.

Final Leg and Return

After dining, you cruise back to the harbor, taking in the city’s illuminated skyline once more. The entire experience lasts around 6 hours, but the pacing and stops can be tailored, ensuring you get out of it exactly what you want.

What’s Included and What to Expect

The package includes all the essentials to make your trip enjoyable. You’ll have access to floaties, paddleboards, and other water toys, adding to the fun, especially if you want to dip your toes in or just relax on the boat. The trip also covers admission tickets for the various stops, ensuring you don’t have to worry about extra costs on the day.

Optional costs include river dock fees at $50 per hour if you choose to dock for longer than scheduled, but these are paid directly at the dock, not included in the initial price. The price per group is $2,275, which, considering the exclusivity, personalized service, and multiple stops, can be quite reasonable for a private outing in Chicago.

The tour operates with confirmation upon booking, and most travelers can participate, including service animals. The experience is suitable for most ages and physical abilities, provided you’re comfortable on a boat for several hours.

Authentic Experiences and Real Insights

One reviewer shared that they spent the day partying in the Playpen, a lively area during the cruise, and then dined at Pizza Portofino before enjoying Navy Pier fireworks. They described the experience as “great,” highlighting how seamless and enjoyable the day was. According to reviews, the boat’s crew is responsive and helpful, making the day stress-free.

Another key aspect is the stunning views. Many guests cited the skyline as one of the trip’s most memorable features, especially at sunset or during fireworks. The boat’s vantage point offers a perspective you simply can’t get from land or typical tours.

Pricing in Context: Is It Worth It?

At $2,275 for up to 12 people, the price averages around $189 per person, which may seem steep. However, when you factor in the private nature of the experience, the multiple stops, and the personalized touches, it offers excellent value for a bespoke day on Chicago’s waters. It’s also a flexible experience—you can customize the stops and timing, making it a tailored celebration or leisure trip.

For groups seeking luxury, privacy, and a curated itinerary, this experience is competitive compared to other group or guided tours, which often lack the same level of customization and exclusivity.

Who Should Consider This Tour?

This private boat rental suits friends celebrating, families wanting a unique day, or couples planning a romantic escape with a special touch. It’s perfect if you value flexibility, stunning scenery, and the chance to combine sightseeing with dining and entertainment. If you’re after a stress-free, all-inclusive experience with intimate group sizes, this tour ticks those boxes.

The Sum Up

Choosing to explore Chicago by private boat offers an experience that combines spectacular views, personalized stops, and a relaxed atmosphere. Whether you’re marveling at the skyline at sunset, enjoying fireworks from the lake, or dining along the Riverwalk, this tour provides a blend of adventure and comfort.

While the cost might seem high, the exclusivity and flexibility help justify the price—particularly for groups seeking a memorable celebration or a special day with loved ones. The ability to tailor your itinerary means you’re less a passenger and more a captain of your own adventure.

If you value authentic, picturesque experiences and want to see Chicago from a different vantage point, this private boat ride will likely be one of your favorite ways to experience the city. It’s a fantastic choice for those looking for both fun and a touch of luxury on the water.

FAQ

How many people can fit on the boat?
Up to 12 guests, making it ideal for small groups who want a private, intimate experience.

What’s included in the price?
The experience includes the boat, water toys like floaties and paddleboards, and admission tickets for stops like Navy Pier fireworks and the Merchandise Mart light show.

Are there any additional costs?
River dock fees are optional and charged at $50 per hour if you decide to dock longer than scheduled.

How long is the tour?
The total experience lasts approximately 6 hours, including cruising, stops, and dining options.

Is this suitable for children or service animals?
Yes, most travelers can participate, and service animals are allowed.

Can I customize the stops or itinerary?
Yes, the experience emphasizes personalized journeys, so you can tailor the schedule to suit your interests.

What happens in case of bad weather?
The tour is weather-dependent. If canceled due to poor weather, you’ll be offered a different date or a full refund.

How far in advance should I book?
Most trips are booked about 43 days ahead, so planning early is recommended for preferred dates.

Embark on this private Chicago boat tour to see the city’s skyline from a fresh angle, enjoy exclusive stops, and create lasting memories on the water.