Private Chicago Boat Rental – Explore Chicago’s Skyline

Experience Chicago’s skyline from the water on a private yacht. Enjoy customizable routes, stunning views, and onboard comfort for a memorable day out.

Exploring Chicago by boat offers a unique perspective on the city’s iconic skyline and vibrant waterways. This private yacht experience, provided by Nauti Chicago, promises a luxurious yet relaxed way to see the city from the water, whether you’re celebrating a special occasion or simply seeking a memorable day on Lake Michigan and the Chicago River. The experience is tailored for groups of up to 12 people, making it ideal for friends, families, or small corporate outings.

One of the standout features of this tour is the ability to customize your itinerary with the skipper, ensuring your journey aligns perfectly with your interests—whether that’s catching fireworks, enjoying a scenic cruise, or dining along the river. The boat is equipped with a Bluetooth sound system, onboard bathroom, and safety gear, making it both comfortable and secure.

A potential consideration is the price point—at $2,750 for four hours, it’s a premium experience. While this includes many amenities, it’s worth noting that food and alcohol are not included, so you can bring your own to personalize the cruise. This experience suits those wanting a private, flexible, and scenic escape, especially if you’re eager to see Chicago from a fresh angle with a touch of luxury.

  • Personalized Experience: Customizable routes and itineraries tailored to your preferences.
  • Stunning Views: See Chicago’s skyline and fireworks from the water—perfect for photo ops.
  • All-Inclusive Comfort: The yacht comes with a crew, safety gear, water, and soft drinks.
  • Flexible Timing: You can choose your start time based on availability, with a duration of four hours.
  • Premium Price, High Value: For groups up to 12, the cost reflects exclusivity and personalized service.
  • Convenient Location: Departures from 31st Street Harbor make access straightforward, with ample parking options.

Setting out from 31st Street Harbor in Chicago, the starting point is both practical and scenic. It’s just south of Pier 31, with easy access via Uber, Lyft, or parking in the nearby garage or pay-to-park lots. The briefing before departure covers safety and amenities, including life jackets and onboard bathrooms, ensuring everyone feels comfortable from the start.

The yacht itself is 32 feet long, a comfortable size for a private group. The boat’s Bluetooth sound system allows you to set the mood—whether that’s relaxing tunes or a playlist for a celebration. The crew, including a captain and staff, focus on service that’s both professional and friendly, aiming to create a seamless experience.

The itinerary is designed to be flexible. You can plan your route before taking off, with options to cruise along the lake, navigate the Chicago River, or combine both. For those interested in fireworks, cruising from the water provides a special vantage point—viewers often say that watching fireworks from the water provides a more vivid and immersive show than land-based viewing.

The initial leg begins at the docks, where you’ll remove your shoes—a small detail that enhances the yacht’s tidy and comfortable atmosphere. Guests have appreciated the safety briefing, which covers essential info but also adds a reassuring touch to the experience.

On the water you’ll see the city’s breathtaking skyline, with dramatic views of towering skyscrapers like the Willis Tower and John Hancock Center. During evening cruises, the city’s lights and fireworks displays offer a vibrant spectacle, often described as awe-inspiring.

The cruise’s relaxing vibe is complemented by water and soft drinks, with options for onboard catering if arranged in advance. While food and alcohol aren’t included in the base price, bringing your own is straightforward, making it easy to customize your experience—whether you want champagne for a celebration or snacks for a casual outing.

The crew is attentive but unobtrusive, ensuring safety and comfort without interrupting the flow of your cruise. Multiple reviews mention how the crew elevates the experience, with some specifically praising the captain’s knowledge of the city’s waterways and history.

At $2,750 for four hours, this private yacht offers a level of exclusivity and personalized service that’s hard to match with larger group tours or public cruises. When you consider the amenities, including a dedicated crew, safety gear, and the ability to craft your itinerary, the price reflects a premium experience designed for comfort and memorable views.

Guests have noted that this experience is especially good for celebrating special events or enjoying a romantic outing, thanks to the intimate setting and customizable route. The flexibility to choose timing and the opportunity to include dining or water sports makes it a versatile option, albeit one that’s more suited for those willing to invest in a high-end outing.

Arrival and boarding happen at the 31st Street Harbor, where a 15-minute lead time is recommended for a smooth start. Once onboard, you’ll meet your crew, settle in, and discuss your preferred route. Many enjoy the anticipation of cruising under the city’s skyline, with the crew often sharing insights about Chicago’s landmarks.

During the cruise, expect stunning views of the skyline, especially at sunset or night when the city lights shimmer. If you’re lucky enough to coincide with a fireworks display, you’ll witness the colorful bursts light up the water—a truly magical sight appreciated by many reviewers.

As the cruise concludes, you return to the starting point, with the option to disembark smoothly after your four-hour adventure. Some guests highlight that the experience feels both exclusive and accessible, making it a worthwhile splurge for those wanting an upscale perspective on Chicago.

This private boat experience is ideal for small groups seeking a tailored, luxurious outing. Whether celebrating a birthday, honeymoon, anniversary, or just the love of Chicago’s skyline, you’ll appreciate the privacy and flexibility. It’s also perfect for travelers looking to combine sightseeing with a bit of leisure—sipping drinks, listening to music, and enjoying the city from a unique vantage point.

It suits those who value stunning views and want to avoid the crowds of larger tour boats. However, it might not be ideal for travelers with seasickness or mobility issues, given the boat’s size and nature of the watercraft. If you’re after a more social or family-friendly experience, the private setting ensures a quiet, customizable outing tailored to your vibe.

For anyone wanting an intimate, customizable voyage through Chicago’s waterways, this private yacht charter offers a compelling blend of comfort, flexibility, and unforgettable views. The ability to tailor your route, enjoy a private crew, and witness the city from the water makes it a standout choice for special occasions or simply a day to indulge in something extraordinary.

While the cost might seem high, the inclusivity of amenities, safety, and personalized service creates a sense of value that’s hard to replicate with public tours. It’s an excellent pick for small groups aiming for a memorable, scenic escape on Lake Michigan, especially if you’re eager to capture the city’s beauty in a setting that feels both exclusive and relaxed.

This experience is worth considering if you prioritize stunning vistas, privacy, and tailored service while exploring Chicago from its most iconic vantage point—its waterways.

What is included in the price?
The $2,750 fee covers a private yacht cruise, the captain and crew, fuel costs, safety gear, water and soft drinks, and assistance with optional catering. The boat also features a Bluetooth sound system and onboard bathroom.

Can I bring my own food and drinks?
Yes, you can bring your own food and alcohol. Keep in mind that alcohol isn’t included in the price, and red wine is not allowed onboard.

How long is the cruise?
The experience lasts four hours, with flexible start times based on availability. You can plan your perfect itinerary with the skipper beforehand.

Is the experience suitable for kids or older adults?
The tour is private and wheelchair accessible, but it’s not suitable for babies under 1 year or individuals over 70. Also, those prone to seasickness or recent surgeries should consider their comfort before booking.

Where do I meet for boarding?
Board at the C dock in 31st Street Harbor, just south of Pier 31. Arrive about 15 minutes early to ensure a smooth start.

What if I want to cruise the Chicago River?
Travel on the Chicago River is possible, but be aware of potential delays at the Locks during peak traffic. Let the provider know if you wish to include river cruising when booking.

What should I wear or bring?
Remove shoes before boarding for safety and comfort. Bring your own food and drinks, and consider layers—they can be cooler out on the water, especially at sunset or night.

This private Chicago boat rental is a fantastic way to see the city from a unique angle, with the flexibility to make it your own. Whether celebrating or just seeking a scenic escape, it delivers a luxurious and memorable experience on Lake Michigan.