Paddle through Chicago’s illuminated skyline and enjoy the Navy Pier fireworks on this exclusive two-hour kayaking adventure. Perfect for a romantic evening or summer fun!
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for people in average physical condition who can sit and paddle for two hours on calm water.
Wildlife
History
The Chicago River has been central to the city's development and was famously reversed in 1900 to protect drinking water sources.
Conservation
Urban Kayaks actively promotes clean waterways by educating paddlers about pollution prevention and supporting local river clean-up initiatives.
Urban Kayaks
Paddle through Chicago’s illuminated skyline and enjoy the Navy Pier fireworks on this exclusive two-hour kayaking adventure. Perfect for a romantic evening or summer fun!
Urban Kayaks is a Chicago-based paddling company operating from Monroe Harbor that offers guided kayak tours, paddleboard classes, rentals, and instructor training. Specializing in urban waterways, the company runs a range of experiences on the Chicago River and Lake Michigan, including sunset and twilight paddles, fireworks tours from Navy Pier, and family-friendly rentals. Programs include beginner paddleboard lessons, youth kayak classes for ages 9–16, an after-school kayak class for ages 10–16, and a multi-day Level 2 kayak touring instructor certification workshop.
All activities are led by experienced instructors who prioritize safety, small group sizes, and hands-on learning. Equipment rentals include single and tandem kayaks and paddleboards suitable for beginners and confident paddlers. Seasonal lakefront rentals operate on weekends through mid‑September, while guided river and harbor tours run throughout the paddling season.
Urban Kayaks emphasizes education and progression with dedicated youth programs and formal instructor certification opportunities. The youth five-day kayak class and the five-day after-school format provide progressive skill development in a supervised environment. The Level 2 Essentials of Kayak Touring Instructor Certification is a four-day immersive workshop focused on teaching methods, group management, and risk management for aspiring instructors.
By combining guided exploration of Chicago’s architecture, waterfront history, and natural shoreline scenery with structured learning and equipment access, Urban Kayaks provides reliable, memorable paddling experiences for families, beginners, and prospective instructors. Booking is available online or in person at Monroe Harbor, with seasonal schedules and class details posted on the company's website. Safety briefings included before every activity.
Location
Chicago, IL
Paddles depart from Monroe Harbor
Age Range
Kids 9–16 • Adults 18+
Programs for youth and adults
Tours Offered
10 Experiences
From 1-hour rentals to 4-day courses
Instructor Training
Level 2 Course
4-day essentials of kayak touring
Reserve guided tours, youth classes, rentals, or Level 2 instructor training—check seasonal schedules and weekend rental availability through mid‑September.
Arrive Early for Orientation
Come 15 minutes before your scheduled time to get fitted with gear and receive a safety briefing.
Wear Comfortable, Water-Ready Clothing
Dress for the water and weather—quick-drying and layered clothes work best for comfort during paddling.
Bring a Waterproof Camera
Capture the stunning river views and fireworks, but be sure your camera or phone is protected from splashes.
Keep a Moderate Pace
The tour is leisurely; focus on enjoying the scenery and staying with the group to maximize safety and experience.
Waterproof Jacket
Protects you from spring showers and cool breezes on the river.
spring
Sun Hat & Sunscreen
Essential for guarding against strong summer sun during daytime paddling.
summer
Layered Clothing
Helps you stay comfortable as temperatures change rapidly in the evening.
fall
Water-resistant Gloves
Keeps your hands warm and dry if you kayak in colder conditions.
winter