ChicaGo By Boat

Private sailboat charters offering scenic views and tailored sailing trips.

In-Person 2h 30m (est.) $150 USD per person (est.)

How it works

ChicaGo By Boat offers private sailing experiences on the serene waters of Lake Michigan, departing from Waukegan Harbor and Marina. The company provides an opportunity for groups of up to six people to enjoy a unique sailing adventure aboard the S/V Nightswimming. Guests can customize their outings, with options ranging from two to three-hour trips. Whether watching the sunset over the city's skyline, experiencing the Navy Pier fireworks up close, or simply enjoying a peaceful day on the water, each trip is designed to cater to diverse preferences.

The company caters to a variety of occasions and interests. Whether planning a corporate outing or marking a special personal moment like a proposal, ChicaGo By Boat facilitates memorable experiences on the water. Seasonal events such as the annual Air and Water Show and other local happenings provide additional excitement for passengers looking for something extra during their sail. With its focus on private charters, this service provides an intimate setting for creating lasting memories while enjoying Chicago's picturesque views from Lake Michigan.

Location

Your event takes place at 1559 South Lake Shore Dr, Q Dock, Chicago, IL 60605.

1559 South Lake Shore Dr, Q Dock, Chicago, IL 60605

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Activity Attributes

Where this experience lands next to others — descriptive, not a rating.

Core Feel

Energy A comfortable middle gear
Movement Mostly seated
Challenge A gentle challenge

Team Dynamics

Teamwork Built around working together
Mingling Great for mixed groups
Connection Designed for deep bonding
Celebration Big celebratory vibes

Engagement

Problem solving A few light puzzles
Creativity Room to make it your own
Learning Mostly fun, a few takeaways
Based on expert review, AI assist, and community sentiment.

Operating Hours

Monday
9:00 AM 10:00 PM
Tuesday
9:00 AM 10:30 PM
Wednesday
9:00 AM 10:00 PM
Thursday
9:00 AM 10:00 PM
Friday
9:00 AM 11:30 PM
Saturday
9:00 AM 10:00 PM
Sunday
9:00 AM 10:00 PM

Our Review

Updated

Our first impression of ChicaGo By Boat is that it offers a charming and intimate team-building experience, particularly well-suited for small teams looking to foster closer connections. With a maximum capacity of six people, this activity is ideal for tight-knit groups or departments within larger organizations who want to escape the office environment and enjoy a unique bonding opportunity on Lake Michigan. The customizable nature of the sailing trips allows teams to tailor their experience, whether they prefer a serene afternoon sail or an exciting evening watching fireworks from the water.

One thing to keep in mind is that this experience may not be the best fit for larger groups or teams seeking more structured team-building activities with specific goals in mind. While the scenic backdrop and relaxed atmosphere can certainly facilitate organic conversation and camaraderie, analytical teams or those looking for problem-solving exercises might find the lack of formal structure less engaging. However, creative teams or those in need of a refreshing break from routine will likely appreciate the tranquil setting and potential for inspiration. Overall, ChicaGo By Boat provides a memorable outing that combines leisure with spectacular views, making it an appealing choice for small groups aiming to strengthen personal connections in a unique setting.

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