Sailing Charter Rates

Chicago Air And Water Show Rates

For rates and specials please contact us.
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Weekday Rates (Monday - Thursday)

Afternoons: $370
Evenings: $390

Weekend Rates (Friday - Sunday)

Mornings: $390
Afternoons: $410
Evenings: $445


  • Cruise duration is 2 hours
  • Approximately 6 passengers
  • The trip follows the wind, and views of the skyline of Chicago. Should winds be light, we can motor along the beaches to view the North Shore homes. During certain months, the boat can be anchored and charterers can swim off the boat for a short time during the 2 hour charter.
  • Children 12 and under must wear a life jacket for the entire cruise. Please bring your own life jackets or make arrangements in advance with the Captain.
  • Life jackets for all other passengers are available on the boat.
  • No pets are ever allowed on the cruises.
  • Charterers may bring food and beverages but heavy drinking is discouraged.
  • Should any members of the party be prone to seasickness, please take precautions in advance of the trip. Typically, we have seen passengers use Dramamine successfully, taking in advance of the trip (the evening prior) and the morning of the trip.


  • Review our fee schedule
  • Call our office once you have a few date options established:
    • 847.921.4774 and ask for Allen
  • Once date agreed upon, mail a $150 deposit for the trip to:
    • Free at Last Charters
    • 1728 Washington Avenue, Wilmette, IL 60091
  • Please note, 10 percent of trips wind up being rescheduled due to weather. Both parties will then choose a mutually agreeable date for the rescheduled trip. Should this not occur and the charterer has made every effort with operator to rebook, then $75 is refunded to the charterer and the balance retained by the charter to cover overhead and rebooking related expenses.