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    Chicago Singles & Solo Travelers Adventure Club

    Explore Chicago through social adventures with fellow solo travelers

    4.9 stars• 2.5K reviews

    • No hidden fees
    • Includes concierge support

    Duration

    3-4 hours

    Highlights

    Join a monthly club designed for singles and solo travelers to explore Chicago together. Connect through guided outings that spotlight the city’s neighborhoods, skyline, and food scene.

    • Meet new people through shared city adventures
    • Explore Chicago on rotating bike rides, kayaking outings, food tastings, hikes, and social mixers
    • Discover neighborhoods, skyline views, and local culinary experiences
    • Build connections in a low-pressure social setting

    Important details

    • Ages 21+ only
    • Complete the required pre-arrival waiver before you arrive
    • Arrive 15 minutes early for check-in
    • Dress for current weather conditions; outings run rain or shine
    • Stay with your guide for the duration of the event
    • Some dietary restrictions may carry a surcharge and cannot be guaranteed; vegan and gluten-free options are limited

    Cancellation Policy

    Cancel at least 72 hours before the tour for a full refund minus a 10% credit card processing fee. No cancellations within 72 hours. Weekend changes within 72 hours incur a $10 per-person service fee. A minimum of 2 people is required; if not met 2 hours before, the tour may be canceled with a full refund. Full refund if the operator cancels due to severe weather.

    Product ID: 59MVC8

    FAQs

    Join only if you are 21 or older.

    Bring a bottle of water and a camera.

    Dress for current weather conditions and wear comfortable walking shoes and clothes. Bring rain gear (umbrella or poncho) if rain is expected, and consider layers because conditions can shift near the lake.

    Meeting details

    Bobby's Bike Hike, 540 N. Lake Shore Drive

    Experience provided by Bobby's Bike Hike

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

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