Private Sailing Charters

Fireworks and our breathtaking skyline are best seen from the water, sailing under the stars.Enjoy the tranquility of cruising along Chicago’s beautiful lakefront before and after the show.

Windy City Sailing is happy to assist you in choosing a sailboat/power boat charter company for your outing.

Contact us 773.868.0096

Windy City Sailing

Windy City Sailing provides World-Class recreational, romantic and educational experiences to individuals and small groups. Experience the thrill of sailing, with United States Coast Guard certified captains on our custom sailing yachts.
Windy City Sailing Provides the Following Services~
Private Sailboat Charters for 1 – 6 Passengers
Bed and Breakfast Service on Luxury Sailing Yachts
Private Firework Charters at Navy Pier
Special Events on Chicago’s Lakefront- Jazz Fest, Blues Fest and Taste of Chicago
July 4th Fireworks – Chicago Air & Water Show
Celebrations and Once-in-a-Lifetime Events
Specializing in Proposals
Gift Certificates for All Events
SB 773.868.0096

Fireworks Schedule

  • Experience Chicago’s lakefront under a starburst-colored sky with your family and friends as fireworks explode overhead.
  • Weekly fireworks from Memorial Day to Labor Day
  • Wednesdays at 9:30 pm
  • Saturdays at 10:15 pm
  • September and October fireworks TBD
  • Saturday May 18 8:30
    Saturday May 25 10:15
    Wednesday May 29 9:30
    Saturday June 1 10:15
    Wednesday June 5 9:30
    Saturday June 8 10:15
    Wednesday June 12 9:30
    Saturday June 15 10:15
    Wednesday June 19 9:30
    Saturday June 22 10:15
    Wednesday June 26 9:30
    Saturday June 29 10:15
    Wednesday July 3 9:30
    Thursday July 4 9:30
    Saturday July 6 10:15
    Wednesday July 10 9:30
    Saturday July 13 10:15
    Wednesday July 17 9:30
    Saturday July 20 10:15
    Wednesday July 24 9:30
    Saturday July 27 10:15
    Wednesday July 31 9:30
    Saturday August 3 10:15
    Wednesday August 7 9:30
    Saturday August 10 10:15
    Wednesday August 14 9:30
    Saturday August 17 10:15
    Wednesday August 21 9:30
    Saturday August 24 10:15
    Wednesday August 28 9:30
    Saturday August 31 10:15

Chicago Events

Chicago Memorial Day Parade
May 25
State St. from Lake St. to Van Buren
The Chicago Memorial Day Parade honors all men and women who made the ultimate sacrifice in defense of our country.
Millennium Park Music Series
  • Downtown Sound: New Music Mondays – May 27-July 29
  • Loops and Variations – June 13-July 18
  • Made in Chicago: World Class Jazz – July 25-August 29

Free music taking place at Millennium Park all summer long starting with the cutting-edge indie rock and pop music series Downtown Sound, followed by Loops and Variations, a series of six concerts that mix new music with electronica and closing out the summer is the acclaimed Made in Chicago: World Class Jazz series, which showcases jazz with a distinctively Chicago flavor on six separate nights, culminating in the 35th Annual Chicago Jazz Festival.
Chicago Blues Festival
June 6-9
Grant Park
The Chicago Blues Festival is the largest free blues festival in the world and remains the largest of Chicago’s Music Festivals.
Chicago Bike Week
June 10-14
A celebration of Chicago’s commitment to become more bicycle friendly and environmentally conscious.
Bike to Work Rally
June 14
Daley Plaza
Ditch the car and choose the economic and healthy alternative by becoming a bike commuter. Join fellow cyclists, local media, cycling groups, Goose Island Beer Company and the City of Chicago on Daley Plaza (Washington and Dearborn Streets).
Chicago Gospel Music Festival
June 20-23
Multiple Locations including the Chicago Cultural Center
The Chicago Gospel Music Festival will return in 2013 with performances taking place in multiple locations throughout Chicago.
Chicago Summer Dance
June 27 – September 15
(Thur., Fri., Sat. & Sun.)
Grant Park, Spirit of Music Garden
For eleven weeks each summer, the Spirit of Music Garden in Grant Park blossoms into an urban dance space. The series offers an introductory one-hour dance lesson by professional instructors followed by two hours of live music and dancing.
Taste of Chicago
July 10-14
Grant Park
Taste of Chicago is the nation’s premier outdoor food festival showcasing the diversity of Chicago’s dining community. The delicious array of food served at Taste of Chicago is complemented by music and exciting activities for the entire family.
Chicago Air and Water Show
August 17 & 18
North Avenue Beach
The Chicago Air & Water Show is the largest spectator event in the United States and the longest ongoing show of its kind in North America.
Chicago Jazz Festival
August 29 -September 1
Cultural Center, Millennium Park & Grant Park
The longest running of the city’s lakefront music festivals. For the past 35 years, the Chicago Jazz Festival has been a Labor Day weekend tradition.
World Music Festival
September 12-22
Multiple Venues
This city-wide, multi-venue, eleven-day festival has attracted over 600,000 concertgoers and has presented more than 600 artists and ensembles from over 80 countries since it began in 1999.
Chicago Music Summit
September 20
Chicago Cultural Center and multiple venues throughout the City
The Chicago Music Summit is a NEW program presented by the Department of Cultural Affairs and Special Events to shine a spotlight on Chicago’s vibrant music scene and connects musicians and entrepreneurs with local, national, and international industry professionals. Featuring panels, networking events, and concerts, the Chicago Music Summit provides free professional development and showcase opportunities for professionals working in all sectors and genres.