Music & Event Calendar
Fall Fest
Saturdays from 12PM - 8PM
(starts 9/19 thru 10/31)
Throw on your favorite sweater and enjoy all the activities that Fall has to offer! At Fall Fest on the Riverwalk you'll learn that this season has so much more to offer than pumpkin spiced lattes!
Whether you're looking to get a group of friends together to enjoy some much needed adult beverages or bring the kids out for a stress-free day of fun, this is the perfect destination. This outdoor experience is fun way to catch up with friends and make new ones, all along the beautiful Chicago Riverwalk!
Mimosa Fest
Saturdays from 11AM - 1PM
Sundays from 11AM - 1PM
Enjoy Mimosas from 11am-1pm & French Toast Sticks on the Chicago Riverwalk!
3 mimosa varieties to try:
Orange, Cranberry, Pineapple OR
Gruvi Dry Secco w/ Juices (N/A)
Margarita Fest
Wednesdays from 7PM - 9PM
Sundays from 3PM - 5PM
Enjoy Margaritas for 2 hours, chips & salsa plus fireworks show views on the Chicago Riverwalk on Wednesday nights!
5 margarita varieties to try:
Regular, Mango, Strawberry, Watermelon & THC
Fall Fest Music:
Sir Charles & The Mix
Saturday, October 31, 2026
1:00PM - 4:00PM
Sir Charles and the Mix blends soul, R&B, reggae, pop, and Caribbean grooves into an energetic, feel-good live experience. Led by vocalist and keyboardist Sir Charles, every show is about great music, good vibes, and turning the crowd into part of the experience.
Tito's Bark-tober
Saturday, October 31, 2026 2:00PM - 4:00PM
A special Halloween costume contest that is geared towards all furry friends! Our partners at Tito's will be giving samples for 21+ guests while best dog costume will win a prize.
Fall Fest Music:
Square Cut
Saturday, October 31, 2026
5:00PM - 8:00PM
Square Cut brings the raw energy, heavy riffs, and nostalgic anthems of the 1990s straight to the heart of Chicago. As one of the city’s premier rock cover bands, they specialize in the golden era of grunge and alternative rock—delivering blistering, high-octane sets featuring hits from legends like Nirvana, Pearl Jam, Soundgarden, and beyond. Their tight musicianship and authentic sound make them a staple of the local music scene, keeping Chicago's rock heritage loud and alive.
Our Fleet
Enchantment
Ideal Guests - 40 TO 100
Max Guests - 120
Smoking Permitted - Yes
Full Bar On Board - Yes
BYOB - No/BYOF - Yes
Boarding - Chicago Riverwalk
Swiming/Waterslide - No
Air Conditioning & Heat - Yes
Dog Friendly - Yes
Enchantment is great for groups of 40 to 120 people. Featuring full bar, air conditioning, heat, upper and lower cabins along with a large out door area on the bow and upper deck.
Island Time
Ideal Guests - 40 TO 70
Max Guests - 90
Smoking Permitted - Yes
Full Bar On Board - Yes
BYOB - No/BYOF - Yes
Boarding - Chicago Riverwalk & Monroe
Swiming/Waterslide - No
Air Conditioning & Heat - Yes
Dog Friendly - Yes
Island Time has full bar service (available as cash bar or with multiple packages to choose from), premium sound system inside and out on both levels to create the perfect atmosphere. This party boat is equipped with an auxiliary cord that can be used with most phones, computers, or tablets, so you can bring your own favorite music playlists, or let us play DJ and pick the music for you!
Kona & Grand Luau
Ideal Guests - 18 TO 30
Max Guests - 36
Smoking Permitted - No
Full Bar On Board - Yes
BYOB - No/BYOF - Yes
Boarding - Chicago Riverwalk
Swiming/Waterslide - Yes
Air Conditioning & Heat - No
Dog Friendly - Yes
Party on the Big Island. Kona & Grand Luau are 50 foot Tiki/Island themed party boats outfitted for comfort and fun with many conveniences for up to 36 guests (and plenty of Island character.)
Kona & Grand Luau have premium sound systems featuring 8 speakers both inside and out on both levels to create the perfect atmosphere.
Polynesian & Tahitian
Ideal Guests - 6
Max Guests - 6
Smoking Permitted - No
Full Bar On Board - No
BYOB - No/BYOF - Yes
Boarding - Monroe Harbor
Swiming/Waterslide - Yes
Air Conditioning & Heat - No
Dog Friendly - Yes
32 foot (length over all) pontoon Party Boat, with a water slide and plenty of seating for 10 people. Hit the Play Pen Lake Michigan for a dip, or cruise the Chicago River.
