Skip to primary navigation Skip to content Skip to footer

Monday Night Concert Series

Chase Away your Monday Blues with a Symphony of Soul!

Quick Details

Adult Ticket

Ages 13+

$ 59

Child Ticket

1 to 12 years of age

$ 49

Adult Admirals Ticket

Ages 13+ • Includes ticket, trip insurance and VIP boarding line

$ 69

Child Admirals Ticket

1 to 12 years of age • Includes ticket, trip insurance and VIP boarding line

$ 64

Group Rates

20+ People

Adult Tickets

Price per person

$ 53.10

Adult Admiral Tickets

Price per person

$ 62.10

Join Us for an Unforgettable Evening of Music on Lake Michigan, sailing off Navy Pier Chicago!

We’ll help you chase your “Monday blues”, aboard the 148-foot Tall Ship Windy as you enjoy the breathtaking views of Chicago from the waters of Lake Michigan accompanied by the unique sounds from guitar driven, Grammy elected, Australian born, Hall of Famer Michael Charles and His Band. Whether you’re a long-time fan or a newcomer to his music, you’re sure to be transported by the talent and passion of this amazing artist. With a full bar and a friendly, knowledgeable crew, you’ll be able to relax and enjoy the music in comfort and style. Here is his YouTube channel!, please click and subscribe.

Each concert will bring a unique twist to the genres, showcasing the diversity and versatility of his legendary music form. Is he too bluesy to be called rock?  Or is he too rocky to be called blues? You be the one to decide as you listen to MC’s distinctive sound. Here is Michael Charles and his band’s website.

Tall Ship Windy’s Monday Music Concerts are set to become the concert event of the summer! Book your tickets now and experience the magic of Michael Charles’ music against the backdrop of one of the world’s most beautiful skylines.

Musician wearing a cap adjusts a guitar on stage. Black and white image of a guitarist playing an electric guitar against a dark background. Black and white image of a man playing an acoustic guitar. Musician with guitar and text: Michael Charles, Where to Next? 2026. Guitarist playing on a boat at sunset with city skyline in background.

Optional Items:

These can be added to your reservation while booking


 

Enjoy the beautiful Chicago lakefront and skyline from your favorite tall ship throughout our sailing season with our memberships. Once you purchase your membership, you’ll be able to join us during our Skyline Sails throughout the sailing season for *no additional cost. After purchasing your membership, you’ll receive a unique membership number that can be used according to the membership level you selected, along with a code for 10% off to share with friends and family.
*Please note, a small tax will apply due to passenger fees at Navy Pier, for each use.