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Private Day Sailing Excursion on Lake Michigan

Select Date and Travellers
US$ 389.76
1 traveller
    What to Expect
    The Experience

    Come Sailing is Chicago's Premier Private Sailing Charter offering daily sailing charters, sunset sails, fireworks cruises, and customized sailing experiences.

    During this two-hour private charter our experienced crew will treat you to a relaxing sail along Chicago's beautiful lakefront. Exclusively for you and your invited guests, no other passengers will be aboard. Feeling adventurous? Take a turn at the helm. Captain Mike and his crew will be there to ensure a safe and fun experience. Whatever your choice, these exclusive sailing charters are tailored to your preferences. Captain Mike's mission is to provide safe, enjoyable, customized sailing adventures for his customers. Come Sailing with Captain Mike. 

    There's a refrigerator on board that you may use and a bag of ice will be supplied. Please avoid bringing glass containers if possible. Bring your camera, your sunglasses, some sunscreen, and don't forget to bring a Bluetooth device loaded with your favorite music. 
    • Private Sailing Charter, only you the your invited guests
    • Up to six passengers
    • Enjoy a relaxing sail along Chicago's beautiful lakefront
    • Captain Mike and his crew will be there to ensure a safe and fun experience
    • Captain services included with all charters
    • BYOB but please avoid bringing glass containers

    See you on the water.
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    Important Information
    Departure Point
    Monroe Harbor Charter Wall
    • Private sailing charter for up to six passengers
    • Captain services
    • 1 bag of ice
    • Local taxes
    • Food and drinks
    • Gratuities
    • Hotel pickup and drop-off
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    Additional Info
    • Confirmation will be received at time of booking
    • All charter are NON-SMOKING. Use of any tobacco products, cigars, pipes, cigarettes, e-cigarettes, vapor devices, etc. are strictly prohibited. Use of any of these products may result in a non-refundable, early termination of your charter and the assessment of a cleaning fee.
    • Customers and guests are allowed to bring and consume reasonable amounts of alcoholic beverages within the bounds of Illinois State law.
    • Glass containers are prohibited. Please do not bring them.
    • Customers and guests are expected to conduct themselves in an appropriate manner. Inappropriate behavior will not be tolerated. Any behavior determined by the captain to be inappropriate (lewd, offensive, unsafe, etc.) may result in a non-refundable, early termination of your charter.
    • No guns, knives, or weapons of any kind are allowed on board our vessels at any time. Bringing any of these prohibited items aboard may result in a non-refundable, early termination of your charter.
    • Any person wishing to swim during the charter will be required to sign a waiver and release upon boarding the sailboat. Swimming will be allowed on the morning and day sail charters only and will be at the captain’s discretion.
    • Food and beverages may be consumed on deck. Please clean up any spilled food or beverage and take your garbage with you. A cleaning fee may be assessed for excessive spillage.
    • Any person that experiences seasickness must remain on deck. The cabin area below deck is NOT an appropriate place for any person to deal with seasickness. A cleaning fee will be assessed for any person vomiting anywhere in the below deck cabin area of the sailboat, including the “head”/bathroom.
    • Cleaning fees will be equivalent to the standard, full price of your charter.
    • The captain reserves the right to cancel a charter at any time for reasons of weather, mechanical failure, or safety. Charters will be rescheduled at the customer’s convenience.
    • Gift Certificates may not be redeemed for cash. Gift certificates may be used to purchase products and services offered by Come Sailing, Inc. Gift certificate will expire one year from the date of purchase. The terms “gift voucher” and “gift certificate” have the same meaning and are used interchangeably throughout our website.
    • The late arrival of customers and guests may result in a shortened charter sail without refund or adjustment to price.
    • Boarding any sailboats operated by Come Sailing, Inc. is your implied consent to be filmed, photographed, and recorded. Furthermore, by boarding any of our sailboats you are granting Come Sailing, Inc., their agents, successors, assignees and affiliates, and their respective employees, officers, directors, shareholders, and representatives the right and permission to use such film, photographs and recordings and to use your name, voice, image, and likeness for the purpose of promoting Come Sailing, Inc. and its related services. You further agree that you will not receive any financial compensation or cash payment for the rights or permissions granted by you.
    • In such case that you are the parent or guardian of any minor child that has accompanied you aboard our sailboat, you further consent to the foregoing on behalf of such minor child.
    Cancellation Policy
    For a full refund, cancel at least 24 hours in advance of the start date of the experience.
    Traveller rating
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    Popular mentions
    Thank you Mike for the nice ride on your beautiful boat. We had such a great time and fun ! Appreciate that we could take commands and enjoy the strong wind.
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    Great tour! Fun experience. Excellent city views. Captain Mike was awesome. We lucked out and scored amazing weather.
    Read more
    Response from Michael B, Owner at Private Day Sailing Excursion on Lake Michigan
    Responded 19 Aug 2018
    Thanks Kim! That is very kind of you to say. I'm so glad that you had such a great time and that the weather worked out so well. - Capt. Mike
    Read more
    We were initially attracted by the colorful flag flying off the back of the boat. After meeting Captain Mike we knew we wanted to go out and went home and booked a cruise for the next day. We had a blast. It was a beautiful day with a heavy breeze and we left the Chicago
    Read more
    Response from Michael B, Owner at Private Day Sailing Excursion on Lake Michigan
    Responded 19 Aug 2018
    Thanks A1355CImichaelo for such a flattering review! I love reading about our customers' experiences and greatly appreciate it when they take the time to write about them. Thank you for sailing with us!
    Read more
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