CHICAGO'S PREMIER ​SAILING EXPERIENCE
​AND PRIVATE SAILING CHARTER FLEET

Sailing Vessel Bernard

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.​
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Bernard at Anchor

Refrigerator

Main Saloon

PRIVATE CHARTERS

$392

WEEKDAYS
(Monday thru Thursday)
​Taxes are additional

$444

WEEKENDS
(Friday thru Sunday)
Taxes are additional

Passengers Included:   Up to 6 Passengers
Manufacturer:                Catalina Yachts
Length over deck:         36 feet
Notes:         
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• Instant booking confirmation.
• Spacious design with plenty of room for 6 passengers.
• Large cockpit area with comfortable seat cushions.
• Additional seating on sizable forward deck.
• Swimming options available.
• Options available for use of gas grill.

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BOOK s/v Bernard

Sailing on a gorgeous autumn day in Chicago! Love it! - Spherical Image - RICOH THETA

The Head (Marine Toilet)

Cockpit

Side Deck and Cabin Roof

Seating on the Fore Deck

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Sailing Vessel Druid

​Druid, a Shannon 28 built in 1981, is a classic heavy displacement, blue water cruiser. She was designed and built to handle any weather condition or sea state. The Shannon Sailboat Company is world-renowned for the quality and beauty of their sailboats and Druid is no exception. Her bright work and interior are warm and inviting.
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Over the last 26 years, her home ports have included Sturgeon Bay, Wisconsin, and Traverse City and Holland, Michigan. She is now back home in Chicago.

s/v Druid - 1981 Shannon 28

PRIVATE CHARTERS

$348

WEEKDAYS
(Monday thru Thursday)
​Taxes are additional

$398

WEEKENDS
(Friday thru Sunday)
Taxes are additional

Passengers Included:   Up to 6 passengers
Manufacturer:                Shannon Boat Co.
Length over deck:         28 feet
Notes:         ​
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• Classically charming sailboat.
• Luxuriously adorned with elegant teak.
• Comfortable seat cushions
• Additional seating built into aft cockpit rail.
• Sporty sailing characteristic with a bit of heel (lean).
• Room for 6, but most comfortable with 4 passengers.

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BOOK s/v Druid