Unforgettable Small Group Biking Tours From Chicago to Milwaukee

Embark on an unforgettable cycling adventure from Chicago to Milwaukee with a small group of likeminded enthusiasts. This expertly planned tour promises scenic routes, personalized guidance, and the comfort of curated accommodations. With all necessary equipment provided and a dedicated support vehicle for safety, you’ll experience the thrill of the open road in a carefree and exhilarating way. Whether you’re a seasoned cyclist or a newcomer to the sport, this tour offers an opportunity to explore the stunning landscapes between these two vibrant cities.

Good To Know

• Personalized biking tours from Chicago to Milwaukee for groups of up to 8 participants for an intimate and memorable experience.
• Includes a morning briefing on the route, safety protocols, and bike maintenance to ensure a carefree and secure journey.
• Provides all meals, transportation, and accommodation for a hassle-free adventure, with stops at scenic locations along the way.
• Allows participants to explore the scenic route from Chicago to Milwaukee, with a focus on staying together and obeying traffic laws.
• Offers modern amenities and comfortable accommodations at the Hilton Milwaukee, ensuring a relaxing and enjoyable stay.

Tour Overview

Unforgettable small group biking tours from Chicago to Milwaukee await adventurous travelers. With a maximum of 8 participants per tour, these excursions offer an intimate and personalized experience.

Travelers can expect confirmation upon booking and free cancellation up to 24 hours before the tour. The tour’s itinerary includes a morning briefing on the route and safety protocols, followed by a day of cycling between the two cities.

Meals, transportation, and accommodation are all provided, ensuring a seamless and carefree adventure. Whether you’re a seasoned cyclist or a novice, these tours cater to all levels of experience.

Meeting Point and Start Time

The tour meeting point is located at 1719 W Wolfram St, Chicago, IL 60657, USA.

Participants should arrive at 7:00 am on Saturday for a morning briefing on the route and safety protocols. The tour starts promptly at 7:00 am, so it’s important for travelers to be on time.

The biking group is limited to a maximum of 8 people, ensuring a personalized and intimate experience.

Once the tour begins, riders will embark on an unforgettable journey from Chicago to Milwaukee, taking in the scenic views and exploring the cities along the way.

Morning Briefing on Route and Safety

Before the group departs on their biking journey, the tour guide conducts a morning briefing to review the route and go over crucial safety protocols.

They discuss the day’s itinerary, highlighting any challenging terrain or busy intersections. The guide emphasizes the importance of staying together, obeying traffic laws, and using hand signals.

They review basic bike maintenance and distribute emergency contact information. Riders are encouraged to ask questions and voice any concerns.

The briefing ensures everyone is prepared and aware of safety best practices before setting out on the scenic route to Milwaukee.

Included Meals

After the morning safety briefing, the tour includes several delicious meals throughout the weekend.

For lunch on Saturday, riders will stop at Anna’s on the Lake. On Saturday evening, a dinner in Milwaukee is provided.

Sunday morning starts with a hotel breakfast before heading to Blue’s Egg for a brunch to fuel up for the day.

Lunch on Sunday is also included in Milwaukee.

With these hearty and tasty meals, riders can focus on enjoying the scenic bike ride between the two cities.

Accommodation and Transportation

For the overnight stay, the tour includes a 1-night accommodation at the Hilton Milwaukee.

Travelers will enjoy the hotel’s modern amenities and comfortable accommodations.

To transport the group, the tour provides an air-conditioned vehicle. This ensures a safe and convenient journey from Chicago to Milwaukee and back.

All necessary equipment, including bikes and biking gear, is provided. Riders must bring their own personal safety gear.

The tour also includes route planning and a safety vehicle, giving participants peace of mind during their cycling adventure.

Bikes and Biking Gear

The tour provides all the necessary bikes and biking gear for participants.

Riders are outfitted with high-quality bicycles suitable for the long ride. The bikes are well-maintained and equipped with features like sturdy frames, comfortable seats, and efficient gearing.

Plus, the tour supplies essential biking accessories, including helmets, water bottles, and repair kits. This ensures everyone has the proper equipment to tackle the route safely and comfortably.

Participants are welcome to bring their own gear, but the tour’s offerings are reliable and designed to enhance the cycling experience.

A bike pump is also available at the pickup location.

Route Planning and Safety Vehicle

To ensure a safe and enjoyable journey, the tour meticulously plans the route and provides a dedicated safety vehicle.

The route is carefully mapped out, taking into account road conditions, traffic patterns, and scenic viewpoints. The safety vehicle follows the group, carrying supplies and providing assistance if needed.

Riders can ride with peace of mind, knowing that the tour has their back. The vehicle is equipped with first-aid kits, bike repair tools, and water to address any issues that may arise during the ride.

This comprehensive approach prioritizes the safety and comfort of the participants.

Health and Accessibility Requirements

This biking tour isn’t suitable for all travelers. It isn’t wheelchair accessible and isn’t recommended for those with back problems, pregnancy, or serious medical conditions.

A moderate level of physical fitness is required, as the tour involves biking for extended periods. Riders must be able to pedal for several hours at a time and navigate uneven terrain.

The tour involves challenging climbs and descents that could be difficult for those with limited mobility or endurance. Prospective participants should carefully consider their physical capabilities before booking to ensure they can safely complete the journey.

The Sum Up

This small group biking tour from Chicago to Milwaukee offers an unforgettable adventure. With expert guidance, scenic views, and personalized attention, cyclists can enjoy the journey. Comfortable accommodations, delicious meals, and reliable equipment ensure a carefree experience. Whether you’re an avid cyclist or seeking a new exploration, this tour promises an exhilarating and memorable exploration of the region.