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Chicago Private Sunset Sail on Lake Michigan

Sail Chicago's lakefront at sunset with a private charter. Enjoy skyline views, customizable routes, and a licensed captain for a memorable experience.

Chicago
2 hrs
4.57Rating:
1 provider liveLast updated: April 19, 2026

Provider Score Distribution

Cumulative distribution showing how many tours score at or below each rating on each provider platform in Chicago.

Provider Scores

Viator logo
4.96
27 reviews

Important Information

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • No smoking on board
  • Alcohol allowed within Illinois State law
  • No glass containers except secure wine bottles

Experience the magic of a private sunset sail on Lake Michigan, departing from Chicago's iconic Navy Pier. This two-hour journey offers a unique perspective of the city’s skyline, with a licensed US Coast Guard captain at the helm. Relax as you glide across the water, enjoying the flexibility to customize your music and sailing route. Whether you're looking to unwind or celebrate a special occasion, this private charter provides the perfect setting. Capture stunning sunset views and create unforgettable memories. Book your Chicago Private Sunset Sail today for a serene escape on the water.

Pros

  • Sail along Chicago's stunning lakefront
  • Relax with a private charter experience
  • Customize your music and route
  • Admire the iconic Chicago skyline
  • Enjoy a licensed US Coast Guard captain
  • Capture breathtaking sunset views

Includes

  • Use of Bluetooth speakers
  • Professional captain licensed by the US Coast Guard
  • Navy Pier Facility Fee
  • All taxes

Excludes

  • Gratuities
  • Food and drinks (you may bring your own)
  • Parking

FAQ

  • What Is the Maximum Group Size?

    The sail accommodates up to six people.

  • Can We Bring Our Own Food and Drinks?

    Yes, you may bring your own food and drinks.

  • Is There a Guide on Board?

    The captain can point out sights and share anecdotes.

  • Are Pets Allowed on the Sailboat?

    Unfortunately, animals are not permitted on board.

  • What Happens in Case of Bad Weather?

    Charters may be rescheduled or refunded if canceled due to weather.

$507.96
4.57Rating:

Tour Highlights

  • Sail along Chicago's stunning lakefront
  • Relax with a private charter experience
  • Customize your music and route
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