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    1. Local experiences
    2. /Things to do in Chicago…
    3. /Water Activities
    4. /Sailing
    5. /Chicago Romantic Sailing Charter
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    Chicago Romantic Sailing Charter

    Sail Lake Michigan together and take in Chicago’s skyline on a private weekend charter

    From$402incl. taxes and fees

    Duration

    2 hours

    Ideal For

    2 people

    Includes

    Cooler with ice, bottled water

    Highlights

    Enjoy a private two-hour sail for two on Lake Michigan. Share a peaceful, intimate view of Chicago’s skyline for a date night, anniversary, or special occasion.
    • Relax on a private weekend sailing charter for two guests
    • Take in Chicago’s skyline from Lake Michigan
    • Celebrate a date night, anniversary, or special occasion
    • Meet at Belmont Harbor in Chicago

    Know before you go

    • Arrive 15 minutes before your scheduled charter

    Cancellation Policy

    Cancel or reschedule less than 72 hours before departure and a 10% fee applies. Cancellations less than 24 hours before departure receive no refund.

    FAQs

    Your private sail may operate in light rain. If high winds or lightning make conditions dangerous, the charter will be canceled and you will be notified about rescheduling or a refund.

    Dress in layers, as it can be cooler on the water. Wear soft-soled shoes such as sneakers or boat shoes; high heels and black-soled boots are not permitted on deck.

    Yes. Bring your own snacks and beverages. A cooler with ice and bottled water are available on board.

    Experience provided by Seabird Sailing
    Experience provided by Seabird Sailing

    How can we help?

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

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #UH8YCF

    Private Charter

    $402.50

    Up to 6 people

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

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