Chicago Adventure Pass: Bike, Kayak and Swim

Thinking about exploring Chicago’s scenic outdoor spots in a way that mixes activity with a bit of relaxation? The Chicago Adventure Pass: Bike, Kayak and Swim is designed to do just that. It offers a blend of biking along the city’s iconic lakefront, paddling on Lake Michigan, and enjoying a dip at Ohio Street Beach—all at a reasonable price point.

What we really appreciate about this pass is its flexibility: you can spread out the activities over 1 to 3 days, fitting it into your travel style. Also, the combination of biking, water activities, and swimming makes it a well-rounded outdoor experience that can appeal to many—whether you’re a solo traveler, couple, or outdoor enthusiast.

One point to keep in mind is that the activities are weather-dependent. If rain or high winds hit, parts of your plan might get canceled or postponed—something to consider if you’re visiting during uncertain weather months. This pass is best suited for those who want an active, outdoor-focused day or two without the hassle of planning each element separately.

If you’re looking for a way to enjoy Chicago from the waterfront, appreciate scenic views, and get some exercise, this experience could be just right. It’s especially appealing if you want a taste of Chicago’s natural beauty without breaking the bank.

Key Points

• Flexible schedule: Use the pass over 1 to 3 days at your own pace.
• Great value: For under $80, you get biking, kayaking/SUP, and swimming—usually valued at much more if rented separately.
• Iconic sights: The Lakefront Trail and Ohio Street Beach are prime locations for views and photo ops.
• Weather considerations: Activities depend on good weather, so plan accordingly.
• Family-friendly potential: While not explicitly marketed for kids, the calm waters and scenic trail could suit families with older children.
• Easy access: The meeting points are near public transportation, making it convenient to start your outdoor adventure.

We’re all aware Chicago has an incredible skyline and lively neighborhoods, but its lakeside offers a different, more relaxed side of the city. The Chicago Adventure Pass invites you to enjoy this natural space actively and at your own pace. Let’s walk through what you can expect and how this experience stacks up.

The Biking Experience: 20 Miles of Lakeside Beauty

The biking portion of the pass is what many will enjoy the most. You get half a day (4 hours) of bike rental to traverse the 20-mile car-free Lakefront Trail. Starting near Evanston in the north and heading down to the South Shore Culture Center, this stretch is a cyclist’s dream—safe, scenic, and packed with sights.

What’s so attractive about this trail? For one, it’s completely free of cars, letting you pedal at your own pace without worrying about traffic. It’s also incredibly accessible: along the way, you’ll pass Millennium Park, Grant Park, Buckingham Fountain, Museum Campus, and even Wrigley Field, making it easy to hop off for quick photos or short sightseeing stops.

The trail is the perfect way to get a sense of Chicago’s outdoor character. We loved the way the lakeside breeze kept us cool, even on a warm day, and how the views of the skyline kept us inspired. The route’s ease makes it suitable even for casual riders or those new to biking.

From reviews, people seem to think the cycling experience offers fantastic views for a reasonable price, and many appreciated that it was a good way to combine exercise with sightseeing. One traveler said, “It’s a great way to see the city from a different perspective, and the bike was in good shape.”

Kayaking and Stand-Up Paddleboarding on Lake Michigan

Next up is the kayaking or paddleboarding option at Ohio Street Beach. With 2 hours included, this activity offers a stunning vantage point of the Chicago skyline. The beach is known for its calm waters within a breakwall, which makes it great for beginners or those who just want a relaxing paddle.

The photos you can snap from the water are definitely Instagram-worthy. Imagine gliding past the city’s high-rises with Lake Michigan stretching out before you—truly a memorable experience. Many reviews mention how calm and clear the water is, which is ideal for first-timers or anyone looking for a peaceful paddle.

We found the VIP locker service particularly convenient—who wants to lug around their gear or worry about valuables? Plus, swimming is included, so after paddling, you can take a dip in the lake to cool off. The beach itself is top-rated, offering a laid-back vibe and easy access for a quick swim.

One subtle point: timing is flexible, but if you’re planning to kayak or paddleboard, it’s best to do it earlier in the day for the best weather and fewer crowds. Also, keep in mind that the activity depends on good weather, so if you visit on a rainy or windy day, your plans might be affected.

The Scenic Lakefront Trail Ride

The third component offers an opportunity to explore the full length of the Lakefront Trail on your own or with the bike rental. This 4-hour segment can be tailored to your interests—whether you want to do a quick 5-mile jaunt or a more leisurely 20-mile ride.

What makes this part particularly special is the constant backdrop of Chicago’s skyline on one side and Lake Michigan on the other. It’s a relaxing way to see the city’s architectural diversity, sandy beaches, parks, and even some iconic landmarks.

Reviews speak highly of the visual feast the trail provides. One user commented, “The views are stunning, and the breeze makes it a perfect way to get some exercise while enjoying Chicago’s natural beauty.” The trail’s accessibility makes it suitable for all levels, especially those looking for a scenic, outdoor activity without too much difficulty.

The Ohio Street Beach & Swimming

Finally, the beach experience tops off this outdoor adventure. Ohio Street Beach is well-known for its clean, soft sand and great water quality. With VIP lockers included in your pass, you can enjoy a hassle-free swim after your paddling or biking.

This part of the experience offers a relaxing break from more active pursuits. It’s a nice way to unwind, soak in the sun, and enjoy the lake views. As some reviews note, the beach is highly rated—meaning it’s a popular spot for both locals and visitors alike.

Given the structure of this pass, it’s important to plan your timing wisely. Activities are scheduled on a self-guided basis, so you can stretch them out or do them back-to-back depending on your preference. Keep in mind that the activities are weather-dependent; poor weather could lead to cancellations or rescheduling.

The price point of $79.99 is quite reasonable considering the combined value of bike, kayak, and swim rentals. Renting these items separately would likely cost more, and you get the added flexibility of spreading out your time.

Since the pass is valid for up to three days, it’s a great way to maximize your outdoor time in Chicago without feeling rushed. And if you’re traveling with friends or a group, it’s easy to coordinate and enjoy multiple activities together.

This outdoor pass is best suited for active travelers who want a flexible, outdoor-focused way to explore Chicago’s lakeside. It’s ideal if you’re looking for a balanced mix of sightseeing, water recreation, and relaxation, all at an affordable price.

It’s also suitable for those who prefer self-guided experiences, want to avoid crowded tours, or simply love spending time in nature. If weather is on your side, it offers an excellent way to make the most of Chicago’s outdoor offerings.

However, if you prefer guided tours, detailed historical commentary, or aren’t comfortable being outdoors in less-than-ideal conditions, this may not be the perfect fit.

The Chicago Adventure Pass: Bike, Kayak and Swim offers a cost-effective and flexible way to enjoy some of the city’s most scenic outdoor spots. From the breathtaking views along the Lakefront Trail to the calm waters of Lake Michigan for paddling and swimming, it captures a lively, natural side of Chicago that many visitors overlook.

If you’re after stunning scenery, outdoor activity, and a chance to see Chicago from a different perspective, this pass can deliver a memorable experience. It’s especially good for those who enjoy self-guided adventures and want to make the most of their time without rushing or complex planning.

While weather can be a factor, if the forecast looks clear, you’ll find this to be a value-packed, enjoyable outing. Whether spreading it over a few days or doing it all in one, it’s a nice way to blend physical activity with sightseeing—perfect for the active traveler.

FAQ

Is this experience suitable for families or children?
While not explicitly marketed as family-friendly, the activities such as kayaking and swimming are generally suitable for older children or teens who can handle water safety. The calm waters at Ohio Street Beach are often appreciated by those seeking a relaxed swimming spot.

Can I use the pass on multiple days?
Yes, the pass is valid for 1 to 3 days, so you can spread out the activities across your trip or do them all in one day if you prefer.

What if the weather turns bad?
Since the activities depend on good weather, poor conditions could lead to cancellations. In that case, you’ll be offered a different date or a full refund if you cancel at least 24 hours in advance.

Are the activities guided or self-guided?
This is a self-guided experience, giving you the freedom to enjoy each part at your own pace without a guide.

Is the equipment in good condition?
While specific reviews aren’t available, the inclusion of VIP lockers and the overall value suggests that equipment quality is maintained for safety and comfort.

How close are the meeting points to transportation?
The experience is near public transportation, making it easy to start your outdoor adventure without needing a car.

Can I bring my own gear or accessories?
While the pass includes rentals, you might want to bring your camera and personal items, especially since the water and scenic views are a big part of the experience.

Is there an age limit or physical requirement?
Most travelers can participate, but those with mobility issues or very young children should consider the physical aspects of biking and paddling.

How is the overall value for the price?
Considering the cost, you’re getting a mix of activities that could easily cost more if rented separately, making this a good deal for outdoor lovers wanting variety.

If you’re looking for a way to enjoy Chicago’s lakeside in an active, flexible manner without breaking the bank, this pass is worth considering. Just keep an eye on the weather, plan your activities, and prepare for some beautiful views and fun on the water.