Monday Night Concert Series

If you’re looking for a relaxed, musical evening during your visit to Chicago, the Monday Night Concert Series on the Tall Ship Windy might catch your eye. While I haven’t personally taken this tour, I’ve gathered enough details to help you decide if it’s worth your time and money. It offers an opportunity to enjoy good music with the city skyline as a backdrop, and it’s designed to be casual and inviting.

What I really like about this experience is the freedom to move around the ship while the music plays—no being stuck in your seat—and the chance to enjoy a unique setting that’s different from the usual concert hall. Plus, the price point of just over $80 per person seems reasonable for an evening of entertainment with scenic views. However, a possible drawback is that this experience is non-refundable, so if your plans change unexpectedly, you might want to think twice.

This tour seems best suited for those who enjoy live music, are looking for a laid-back evening activity, and appreciate a scenic cruise vibe. It’s not a formal concert experience but rather a fun, social outing that might be perfect for a date night or an informal gathering with friends.

Key Points

• Casual, move-about experience on a historic ship in Chicago
• Live music by Michael Charles, with entertainment for about 2 hours
• Flexible environment allowing free movement and exploration during the show
• Price of $80.72 seems fair for this type of laid-back evening activity
• Booking early recommended as tickets tend to sell out quickly
• Non-refundable policy requires a confident commitment to the date

What the Tour Offers: An In-Depth Look

Setting the Scene: The Ship and Its Location

Starting at 600 E Grand Ave, Chicago, the Tall Ship Windy sets the perfect scene for a relaxed night out. This location is conveniently accessible via public transportation, making it easy to hop on after a day of sightseeing or exploring the city. The ship itself is a charming vessel that adds character to the experience—there’s something special about enjoying a concert on a boat with the city skyline in the background.

The Itinerary Breakdown

The tour is straightforward: you meet at the designated point at 7:00 pm, and the experience lasts roughly two hours. It’s a social, informal event rather than a tightly scheduled tour, giving you flexibility to enjoy the music and the atmosphere at your own pace.

The main highlight is the live performance by Michael Charles. While the specifics of the setlist aren’t provided, the focus is on good music in a relaxed setting. What’s nice is that you’re not confined to a seat—you’re welcome to move about, chat, or just enjoy the views from different parts of the ship while the tunes play.

The Concert Experience

Since the experience is designed to be about 2 hours, it’s a perfect length for an easygoing evening. You could arrive a little early for a drink or to soak in the sunset views, then settle in for the music. The fact that “most travelers can participate” suggests that the event is accessible and not overly formal or strenuous.

Group Size and Atmosphere

Limited to about 99 travelers, the group size feels intimate enough to enjoy a communal vibe without feeling crowded. It’s an ideal setting for meeting fellow music fans or just enjoying a quiet night with a friend or partner.

Price and Value

At $80.72 per person, the price is quite reasonable for a live music cruise in a lively city like Chicago. Consider that you’re paying for two hours of entertainment, scenic views, and the experience of being on a boat—plus, the music itself. While it’s not a full-blown concert hall experience, the setting on the water offers a different, memorable ambiance.

Booking and Cancellation Policies

A key detail to keep in mind is that this experience is non-refundable. If you’re someone who likes to keep flexible or might have unpredictable plans, this could be a concern. Booking early is wise since tickets tend to sell out, especially in peak seasons or on popular nights.

The Realities and Considerations

Authentic reviews aren’t available yet, but the general vibe indicates that this experience is casual and fun. One reviewer notes that “you are free to move about the ship, while the music plays, everywhere,” which hints at a lively, social atmosphere rather than a formal concert setting. This adds to the overall appeal for those who want something relaxed and different from typical night outings.

However, since the experience happens on a boat, weather conditions can impact your enjoyment. Wind, rain, or cooler evenings might make the experience less comfortable if you’re not prepared. It’s wise to check the forecast and dress accordingly.

Who Will Love This Experience?

If you enjoy live music in a scenic environment, this cruise offers something a little different. It’s perfect for those who want a relaxed evening without the fuss—great for couples, small groups, or anyone looking to blend sightseeing with entertainment.

It’s also suited for travelers who appreciate casual, open environments where they can move freely and enjoy the surroundings. Keep in mind, it’s not a formal or structured concert; it’s more about the vibe, the views, and the music.

Final thoughts

The Monday Night Concert Series aboard the Tall Ship Windy offers a charming way to end your day in Chicago. It combines the enjoyment of live music with the scenic appeal of a boat cruise, all wrapped in a relaxed, friendly atmosphere. While it may not be the most comprehensive or elaborate experience out there, it’s a good choice if you want to enjoy some tunes and the city’s skyline in a laid-back setting.

Just remember, since tickets are limited and non-refundable, it’s best to plan ahead and be sure your schedule allows for a fun, casual night on the water.

FAQ

Is this experience suitable for all travelers?
Most travelers can participate, indicating it’s accessible and easy to enjoy regardless of mobility or age.

What time does the tour start?
The meeting point is at 7:00 pm, and the experience lasts about two hours.

Can I move around the ship during the concert?
Yes, you are free to move about the ship while the music plays, which creates a relaxed and informal vibe.

What is the price of this experience?
It costs $80.72 per person, which is reasonable for a live music event on a boat in Chicago.

Where does the tour start and end?
It begins at 600 E Grand Ave, Chicago, and ends back at the same meeting point.

Is this a family-friendly activity?
While not explicitly stated, the general description suggests it’s suitable for most travelers, but it’s best for adults or older children who enjoy live music and boat outings.

What if I need to cancel?
This experience is non-refundable and cannot be changed once booked, so be sure of your plans before booking.

Are service animals allowed?
Yes, service animals are permitted, making it accessible for travelers with disabilities.

Whether you’re after a casual night out or looking to enjoy a different perspective on Chicago’s skyline with some good tunes, this cruise could be a memorable part of your trip. Just plan ahead, dress comfortably, and enjoy the music and views.