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attractions & tours, +1
Published APR 30, 2025
The Best Ways to Spend a Day on the Water in Chicago
Booze cruises, architecture tours, jet skiing and more. Here's how to spend a sunny day in Chicago's Playpen. ⛵☀️
By Chicago Bucket List
Recommended Experiences
Arab Summer Cruise (Up to 10% off!)
SATURDAY
$75
4% OFF
Summer Yacht Series: Meet Me at the Playpen
SEP 19
$75
35% OFF
BEST PRICE
Laugh Factory (Up to 30% off)
SEP 5 - SEP 30
$30
44% OFF
Up, Up and Away Yoga on the 99th floor at Skydeck Chicago
SEP 6 - SEP 28
EXCLUSIVE
Private Cycleboat Lakefront Cruises
SEP 6 - OCT 1
$1.4K
15% OFF
BEST PRICE
Wrigley Rooftops - Chicago Cubs Season 2025 (Up to 15% off!)
SEP 6 - SEP 28
$93
BEST PRICE
Hubbard Haus: River North's Oktoberfest Block Party
SEP 27
$21
20% OFF
BEST PRICE
Nightmare on Clark Street
OCT 10 - NOV 3
EXCLUSIVE
Make Scents on Mag Mile - Candle and Perfume Making Classes
SEP 5 - DEC 31
$75
4% OFF
DIY Sneaker Design & Date Night Workshops (Up to 25% Off!)
SEP 5 - OCT 30
$60
19% OFF
BEST PRICE
Arab Summer Cruise (Up to 10% off!)
SATURDAY
$75
4% OFF
Summer Yacht Series: Meet Me at the Playpen
SEP 19
$75
35% OFF
BEST PRICE
Laugh Factory (Up to 30% off)
SEP 5 - SEP 30
$30
44% OFF
Up, Up and Away Yoga on the 99th floor at Skydeck Chicago
SEP 6 - SEP 28
EXCLUSIVE
Private Cycleboat Lakefront Cruises
SEP 6 - OCT 1
$1.4K
15% OFF
BEST PRICE
Wrigley Rooftops - Chicago Cubs Season 2025 (Up to 15% off!)
SEP 6 - SEP 28
$93
BEST PRICE
Hubbard Haus: River North's Oktoberfest Block Party
SEP 27
$21
20% OFF
BEST PRICE
Nightmare on Clark Street
OCT 10 - NOV 3
EXCLUSIVE
Make Scents on Mag Mile - Candle and Perfume Making Classes
SEP 5 - DEC 31
$75
4% OFF
DIY Sneaker Design & Date Night Workshops (Up to 25% Off!)
SEP 5 - OCT 30
$60
19% OFF
BEST PRICE
Arab Summer Cruise (Up to 10% off!)
SATURDAY
$75
4% OFF
Summer Yacht Series: Meet Me at the Playpen
SEP 19
$75
35% OFF
BEST PRICE
Laugh Factory (Up to 30% off)
SEP 5 - SEP 30
$30
44% OFF
Up, Up and Away Yoga on the 99th floor at Skydeck Chicago
SEP 6 - SEP 28
EXCLUSIVE
Private Cycleboat Lakefront Cruises
SEP 6 - OCT 1
$1.4K
15% OFF
BEST PRICE
Wrigley Rooftops - Chicago Cubs Season 2025 (Up to 15% off!)
SEP 6 - SEP 28
$93
BEST PRICE
Hubbard Haus: River North's Oktoberfest Block Party
SEP 27
$21
20% OFF
BEST PRICE
Nightmare on Clark Street
OCT 10 - NOV 3
EXCLUSIVE
Make Scents on Mag Mile - Candle and Perfume Making Classes
SEP 5 - DEC 31
$75
4% OFF
DIY Sneaker Design & Date Night Workshops (Up to 25% Off!)
SEP 5 - OCT 30
$60
19% OFF
BEST PRICE
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