Chicago’s waterways offer prime paddling opportunities right in the heart of downtown. The best spot to start is Ohio Street Beach, where kayak rentals provide direct access to Navy Pier and stunning skyline views.
My favorite guided experience is the 3-hour combination walking and kayak tour along the Chicago Riverwalk – it’s perfect for mixing city insights with water adventure.
For a quieter experience, I’m especially fond of the 2-hour stand-up paddleboard excursion, which lets you float past architectural landmarks while avoiding the busier boat traffic.
These carefully selected tours showcase Chicago’s waterfront at its finest.
Key Points
- Explore the stunning views of the Chicago skyline from Navy Pier on a kayak rental at Ohio Street Beach.
- Experience a comprehensive food tour of Chicago landmarks with an optional kayak or bike rental.
- Enjoy a peaceful stand-up paddleboard tour along the serene waterways of Chicago and the North Shore.
- Discover iconic architectural wonders of the city from a unique vantage point on the water.
- Paddle through the heart of downtown Chicago and learn about the vibrant urban landscape.
Chicagos Lake Michigan Downtown Kayak Rental at Ohio Street Beach
The Chicago’s Lake Michigan Downtown Kayak Rental at Ohio Street Beach offers a unique opportunity to explore the city’s stunning waterfront from a different perspective. Located just half a block from Navy Pier, this highly-recommended rental service boasts an impressive 4.8-star rating based on over 20 reviews.
Travelers praise the friendly staff, particularly Ethan, for their helpful assistance, and highlight the breathtaking views of the city skyline and lakefront.
Priced at $39.99 per person, the kayak rental experience includes free cancellation up to 24 hours in advance and a convenient “Reserve Now, Pay Later” option. While the activity isn’t wheelchair accessible, it’s suitable for most travelers, with no heart problems or serious medical conditions required.
Visitors can look forward to memorable experiences, including paddling around Navy Pier and enjoying the serene and relaxing atmosphere on Lake Michigan. With its badge of excellence from Bobbys Bike Hike – Chicago, this downtown kayak rental is a must-try activity for both adventurous and family-friendly outings in the Windy City.
Read our full review: Chicagos Lake Michigan Downtown Kayak Rental at Ohio Street Beach Review
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Chicago: Classic Food Walking Tour With Bike or Kayak Rental
Explore Chicago’s renowned foodie scene and iconic landmarks on this 3-hour Classic Food Walking Tour with the option to include a free 2-hour bike or kayak rental. Priced at $79.99 per person, this tour allows you to sample Chicago’s signature dishes, including deep-dish pizza, hot dogs, and Italian beef sandwiches.
Led by a knowledgeable local guide, you’ll visit notable attractions like Millennium Park, the Chicago Riverwalk, and the Magnificent Mile.
The tour is wheelchair accessible and available in English. With a 4.8/5 overall rating from 133 reviews, it’s clear customers appreciate the excellent value, knowledgeable guides, and seamless organization.
For an additional $19.99, you can upgrade to include a VIP craft beer sampling. After the tour, take advantage of the complimentary 2-hour bike or kayak rental, redeemable within 3 days.
Bike rentals are available year-round, while kayaks can be rented from mid-May to mid-October, weather permitting.
Read our full review: Chicago: Classic Food Walking Tour With Bike or Kayak Rental Review
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Chicago & North Shore Stand up Paddle Board Lessons & Tour
Step aboard a stand-up paddleboard and explore the serene waterways of Chicago and the North Shore.
The Chicago & North Shore Stand up Paddle Board Lessons & Tour offers a unique way to experience the city from a different perspective. This 2-hour tour takes you along the calm waters, allowing you to admire the stunning architecture and skyline of Chicago.
The tour also includes a lesson, ensuring you feel comfortable and confident on the paddleboard before setting out. Pricing starts at 935 CZK per person, making it an affordable and accessible activity for both locals and visitors.
Whether you’re a beginner or an experienced paddler, this tour provides an enjoyable and unique way to spend time in the city. Glide past iconic landmarks, take in the peaceful surroundings, and create lasting memories on the water.
Read our full review: Chicago & North Shore Stand up Paddle Board Lessons & Tour Review
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Recap
Chicago’s lakefront offers a variety of exciting water-based experiences. Kayak rentals and tours provide a unique perspective of the city’s skyline and landmarks. Paddle boarding lessons and tours allow visitors to explore the area’s serene waterways. Whether you’re looking for a leisurely float or an active adventure, Chicago’s canoe and kayak offerings cater to a range of interests and skill levels.