1. Charter this Beautiful Catalina 36 Sailboat w/Professional in Chicago
  2. Charter this Beautiful Catalina 36 Sailboat w/Professional in Chicago
  3. Charter this Beautiful Catalina 36 Sailboat w/Professional in Chicago

Charter this Beautiful Catalina 36 Sailboat w/Professional in Chicago

10 reviews
25 bookings

s/v BERNEARD Enjoy a private sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let our US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route. All charters are NON-SMOKING experiences. Bernard, a Catalina 36 built in 2004, is a classic cruising design perfect for sailing on the Great Lakes. Configured for singlehanded sailing, she has competed in many long distance solo races; the latest of which was the 2015 Solo Mac. (Ask Captain Mike about the Pickle Flag!) The largest sailboat in our fleet, Bernard has plenty of room for a group of six to spread out and relax. She features a comfortable cabin for relaxing out of the sun, a large forward deck perfect for sunbathing or watching fireworks, and a roomy cockpit (Check out the Rock Star seats!). With a refrigerator for keeping food and beverages cold and speakers in the cockpit for enjoying your favorite music, Bernard is equipped to cater to your needs. PLEASE READ ALL OF THE TERMS AND CONDITIONS BEFORE BOOKING!

Captain is included.
A captain is provided by the listing owner to host and operate the trip.
6 guests
Cruising Monohull


Captain Mike is a US Coast Guard licensed Charter Captain. He grew up sailing the waters of Lake Michigan with his Dad, who taught him how to sail from an early age. After many summers spent sailing in Door Country, Wisconsin and Traverse City, Michigan, Captain Mike purchased a sailboat of his own, a 36-foot Catalina that he named Bernard. In addition to sharing his love of sailing with other people, Captain Mike has developed a passion for sailing solo. He has competed in three long distance (100 miles plus) solo sailing races (including two races from Chicago, Illinois to Mackinac Island, Michigan) and has achieved membership in the Great Lakes Single-Handed Society. Not only do these extended solo sailing voyages allow Captain Mike to practice and improve his sailing skills, they also provide opportunities to see beautiful sunrises sunsets, and amazing night skies from the unique viewpoint of the water, away from the bright lights of the city and often without any land in sight. Whenever possible, Captain Mike loves to have his wife and three daughters join him for sailing adventures throughout the Great Lakes


10 reviews

4.9 out of 5!

  • Listing Accuracy

  • Departure & Return

  • Vessel & Equipment

  • Communication

  • Value

  • Itinerary & Experience

7 photos have been added by reviewers who booked this listing.
  1. CK

    Thanks for a great time closing out the warm weather days!

  2. DK

    The service was great, and the trip was a lot of fun

  3. ED

    Awesome boat great time!

  4. LM

    Booked a two-hour sunset cruise with Captain Mike and it was amazing! He was very kind and checked to make sure everyone was doing great - all in all a great experience and will definitely book again!

  5. KS

    Boat was beautiful and the captain was great!! I’ll book again!

Features & Details

  • Life jackets/required safety gear
  • Bluetooth
  • Galley Stove & Oven
  • Cabin
  • Wheel steering
  • Bimini
  • Inboard Engine
  • Autopilot
  • CD Player
  • Chart Plotter
  • Dodger
  • Single Engine
  • Fuel type: Diesel
  • Furling Headsail
  • Furling Mainsail

Approximate Location

You’ll get directions for the exact departure location when you make a booking inquiry.

The boat's approximate location on a map

Cancellation Policy

Full refund up to 2 days prior.

Additional Terms & Information

COVID-19 FACE MASK POLICY ALL passengers are REQUIRED to wear face masks covering both their nose and their mouth. If, for any reason, you are unable or unwilling to wear a face mask, please do not book a charter with our company. Masks are not provided, please bring your own. The captain and crew are REQUIRED to wear face masks covering both their nose and their mouth. The captain will explain the rules under which passengers will be allowed to temporarily remove their masks in order to enjoy the fresh lake breeze. Only under those rules and only with the captain's approval may passengers temporarily remove their masks. Passengers will don their again masks immediately upon request of the captain. COVID-19 SOCIAL DISTANCING POLICY We have cancelled all of our semi-private shared sailing experiences for the 2020 season because of the lack of social distancing space aboard our sailboats. Social distancing within your own group during your private sailing charter is at your discretion and is your responsibility. In order to safely sail and maneuver the boat the captain and crew will need to around the boat and may be in close proximity to you for short moments of time. The captain may request passengers to move to certain parts of the boat at different times to minimize the amount of time spent in close proximity. COVID-19 SICK PEOPLE SHOULD STAY AT HOME POLICY People who are sick should STAY AT HOME. We will see you when you feel better. Anyone with symptoms of COVID-19, the flu, or any other potentially contagious disease are not permitted on our sailboats. PLEASE STAY AT HOME. All passengers agree to self-diagnose and not board any of our sailboats if they have any symptoms of COVID-19, the flu, or any other potentially contagious disease. Anyone who has been exposed to persons with symptoms of COVID-19, the flu, or any other potentially contagious disease are not permitted on our sailboats. PLEASE STAY AT HOME. COVID-19 RESTRICTED ACCESS TO CABIN POLICY Due the COVID-19 pandemic, it is necessary for us to restrict passenger access to the cabin and spaces below deck. Therefore, please keep the following in mind: Passengers will not be allowed below deck (in the cabin) and will NOT have access to the restroom. Please use public restrooms on shore PRIOR to boarding. In addition, passengers will NOT be allowed to store food or drinks in the sailboat refrigerator. If you must keep things cold, please bring a small cooler. Passengers will not be allowed to store personal belongings or food below deck (in the cabin). Please minimize personal belongings as storage is very limited. Please consider NOT bringing a bunch of food and beverages. We suggest a small personal water bottle for hydration and, if necessary, individually wrapped snacks like granola bars. COVID-19 ICE AND WATER POLICY We will not be able to provide ice for charters this year. If you need ice, please plan to bring it. We will have bottle of water available. However, we would encourage you to bring your own water and help us reserve these bottles of water for emergency hydration. NO SMOKING 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. ALCOHOL Customers and guests are allowed to bring and consume reasonable amounts of alcoholic beverages within the bounds of Illinois State law. NO GLASS ON BOARD Glass containers are prohibited. Please do not bring them. SWIMMING Swimming is NOT guaranteed and is at the captain’s sole discretion. Any person wishing to swim during the charter will be required to sign a waiver and release upon boarding the sailboat. Allowance for swimming will only be considered on charters of 3 hours or longer. Swimming will not be allowed after the scheduled departure time for that day's regularly scheduled sunset charter. CUSTOMER/GUEST BEHAVIOR 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. WEAPONS ARE STRICTLY PROHIBITED 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. FOOD AND BEVERAGE 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. SEASICKNESS/MOTION SICKNESS 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 Cleaning fees, if applicable, will be equivalent to the standard, full price of your charter. TERMINATION OF 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. A refund will be offered if rescheduling cannot be agreed upon. LATE ARRIVALS The late arrival of customers and guests may result in a shortened charter sail without refund or adjustment to price. CONSENT TO BE FILMED/PHOTOGRAPHED Boarding any sailboats operated by us is your implied consent to be filmed, photographed, and recorded. Furthermore, by boarding any of our sailboats you are granting us, 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 us. 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. MINIMUM AGE Passengers must be at least 10 years old.

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