CITY CAT

CITY CAT is Chicago's premier sailing catamaran, specifically designed for those who want the thrill of sailing with maximum comfort and stability. Unlike traditional sailboats that lean, CITY CAT’s twin-hull design remains level, making it the perfect choice for all ages and corporate events. She features a massive deck with 49-passenger capacity and trampolines on the bow perfect for sunbathing or watching the Navy Pier fireworks. CITY CAT offers a perfect social experience on Lake Michigan. Both private charters and Individual tickets for Public Tours are available.

​PRIVATE CHARTERS

WEEKDAY ​​BASE RATE
​(Mon-Thurs)

$1800

WEEKEND BASE RATE
(Fri-Sun)

$2160

Base rates include up to 24 passengers.

NOTE: All private charters are subject to a 15% minimum gratuity and applicable taxes & fees.

Maximum capacity:      49 Passengers
Length over deck:         48 feet    
Notes:         
​

• Instant booking confirmation.
• Superior Stability: Twin-hull design means the boat sails level - no "leaning" or "heeling" - making it the most comfortable ride on the lake for all ages.
• Massive Deck Space: A wide beam provides significantly more room to spread out than a traditional sailboat.
• Trampoline Lounging: Features forward nets perfect for sunbathing or watching the Navy Pier fireworks.
• Ideal for corporate outings, wedding parties, and large celebrations.

INQUIRE FOR 2026

PUBLIC VOYAGES ​

Looking for a single ticket? Join one of our scheduled public catamaran tours departing daily from Navy Pier Marina. It’s the most affordable way to experience a 49-passenger sailing vessel in Chicago. Book today and ​experience the magic of Lake Michigan without booking the whole boat. Perfect for individuals, couples, and small groups.

Trip Type	Weekday	Weekend/Holiday
Day Sail (2hr)	$75	$90
Sunset Sail (2hr)	$75	$90
Fireworks Cruise (2hr)	$75	$90
Wednesday Sunset/Fireworks Combo (3hr)	$112.50

​Prices are per person plus taxes and fees. Infants (0-2) are always free.

BERNARD

BERNARD is a classic cruising sailboat offering an intimate and authentic sailing getaway for groups of up to six.  Configured for comfort and ease of sailing, she features a spacious cockpit with 'Rock Star' seats and a large forward deck perfect for sunbathing or relaxing in front of the Chicago skyline. Whether you are planning a romantic sunset sail, a family outing, or a private celebration with friends, BERNARD provides a premier, personalized sailing experience departing from Navy Pier Marina.​

Bernard at Anchor

Refrigerator

Main Saloon

​PRIVATE CHARTERS

WEEKDAY ​​RATE
(Mon-Thurs)

$444

Plus taxes and fees
​Includes ≤ 6 Passengers

WEEKEND RATE
(Fri-Sun)

$498

Plus taxes and fees
​Includes ≤ 6 Passengers

Maximum Capacity:      6 Passengers
Length over deck:         36 feet
Notes:         
​

• 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.

​

BOOK A DAY SAIL

The Head (Marine Toilet)

Cockpit

Side Deck and Cabin Roof