Sailboats Inc., SI Marine Management
Sailing Charters

Call 715-779-3269 To Book Your Charter or email

Great Lakes Sailing Charters

Charter Fleet Locations:
Click on location to view charter yachts.

Bayfield, WI
Chicago, IL
Lake City, MN

Deposits & Confirmation:

Reservations made before May 1:
1st deposit - 25% of total charter fee to confirm
2nd deposit - due by May 1, additional 25% of total charter fee

Reservations made May 1 or after:
A deposit of 50% of total charter fee to confirm

Check, VISA, MasterCard or Discover are welcome. Your reservation will be held for 5 days pending the receipt of your check.

Balance due upon check-in at charter location.

Security Deposit:

A deposit equal to the yacht's insurance deductible, with a $500 minimum amount, is required at the time of check-in. Cash, certified check, Visa or MasterCard is acceptable.

Cleaning Deposit:

A cleaning deposit of $100 is required at the time of check-in. If above normal cleaning of the yacht or contents is required, the time will be billed to the charterer, against the cleaning deposit.

Departure Dates:

Charters may commence any day of the week. You may courtesy board your yacht the evening before the charter begins - no need for motel accommodations. (Applies to charters of 2 days or more.)


45 days or more prior to departure - $50 cancellation fee or reschedule with no penalty.
44 to 30 days prior to departure - 50% of deposit for cancellation or a $100 fee to reschedule.
Less than 30 days prior to departure - 100% of deposit for cancellation or to reschedule.


Midweek Special:
Charter any Tuesday, Wednesday and Thursday and receive a 15% discount!

Fullweek Special:
Begin a charter on a Wednesday and return the yacht the following Tuesday and receive a 20% discount!

Frequent Sailor Program:
Purchase 10 discounted days of charter. Use them in any combination or 10 separate days. You have a choice of any boat with the same rate, as available.

Charter Documents:

Charter Documents (Résumé and Float Plan) can be downloaded here.

If You Or A Friend Are Not Certified To Charter. . .

You Can Learn to Sail & Cruise with our Sailing Charter Certification 3 Day Mini Vacation for only $895 and any additional students only $745! Available from five Midwest locations on the Great Lakes or Lake Pepin. Vacation sessions are offered weekends and weekdays from May to September. To enroll or receive a complete brochure, call 715-779-3269 or visit

Live Outside the Midwest?

Delta Airlines conveniently serves all of our locations

Bayfield, WI: Duluth-Superior International
Lake City, MN: Minneapolis International (next to the Mall of America)
Chicago. IL: Chicago O'Hare International & Midway International.

Delta Airlines full schedule is on their web page:

Call 715-779-3269 To Book Your Charter or email

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For reservation information and specific yacht availability, call: 715-779-3269
Your individual information will never be shared with others.
Corporate Office: 117 South 1st Street • Bayfield, WI 54814