Come Sailing, Inc. - Chicago's Premier Private Sailing Charter
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  • Home
  • Charters
    • Private Charters >
      • Private Day Sail
      • Private Sunset Sail
      • Private Fireworks Cruise
      • Private Sunset/Fireworks Sail
      • Chicago Air and Water Show
      • Custom and Swimming Charters
    • Shared Semi-Private Charters >
      • Shared Sailing Charter
      • Shared Sunset Sail
      • Shared Fireworks Cruise
  • Purchase
    • Book a Charter
    • Gift Certificates >
      • Purchase
      • Redeem
  • Additional Info
    • FAQ
    • Weather
    • News
    • Fundraising and Donations
    • Login
  • About Us
    • The Crew
    • The Fleet
    • Contact Us
PRIVATE SUNSET/FIREWORKS SAIL

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

Join us for a very special combination of a breathtaking sunset sail ending with a spectacular finale of the Navy Pier Fireworks.  This is the ultimate sail for romantic getaways, a night out with friends, or entertaining clients.
Checkout our CUSTOM CHARTERS for options like SWIMMING and GRILLING.
and
Checkout this article by Mark Stevens about Chicago in the June 2019 issue of Canadian Yachting Magazine
featuring a sail with
Captain Mike on our Shannon 28 sailboat named Druid. 
Come Sailing is Chicago's premier sailing experience and private sailing charter offering a variety of boat rides, sailing charters, sightseeing tours, swimming trips, and customer private charters on Lake Michigan.  Take a break, Come Sailing, and let the wind blow away the stress of everyday life!
Your Chicago sailing and offshore adventures start here!

Day Sail

FOR DETAILS / BOOKING
CHOOSE CHARTER TYPE
SHARED
PRIVATE

Private
​Sunset & Fireworks


This is a private charter.
​The passenger list is at your discretion.​
FEATURES
  • Up to 6 Passengers
  • Three-hour Charter *
  • Departs @ 7:00 PM
  • USCG Licensed Captain
* Extend your time on the water with a
CUSTOM CHARTER

Sunset Sail

FOR DETAILS / BOOKING
CHOOSE CHARTER TYPE
SHARED
PRIVATE
STEP 1 - CHOOSE A SAILBOAT
Sailing Vessel Bernard
​
Our 36 ft. Sailboat built by Catalina Yachts

$588

WEDNESDAYS
Taxes are additional
FEATURES
  • 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.
  • See more details on s/v Bernard​
​
2004 Catalina 36 MkII Sailboat s/v Bernard under sail
BOOK s/v Bernard
Sailing Vessel Druid

Our 28 ft. Sailboat built by Shannon Boat Co.

$522

WEDNESDAYS
Taxes are additional
FEATURES
  • 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.
  • See more details about s/v Druid
​
1981 Shannon 28 Sailboat s/v Druid under sail
BOOK s/v Druid

PRIVATE SAILING CHARTERS
SUNSET SAILS • FIREWORKS • SPECIAL OCCASIONS

Come Sailing, Inc.
Chicago's Premier Private Sailing Charter
Sunset Sails, Day Sails, Fireworks Cruises, and Special Occasions

Contact Information

​
Phone:
​708-824-7245


Email:
Info@ComeSailing.us

Website:
www.ComeSailing.us
Hour of Operation

Winter
Columbus Day thru Memorial Day Weekend
No Sailing.  Phone and Email only.
Mon-Fri:  10 am - 5 pm

Summer
Memorial Day Weekend thru Columbus Day
Sailing out of Monroe Harbor
Mon-Sun:  8 am - 11 pm

SOCIAL MEDIA LINKS

Operational Locations

Monroe Harbor
Foot of Monroe Street at Lake Shore Drive
​Chicago, IL
​
Boarding Location within Monroe Harbor
Lakefront Trail along the "Charter Wall" on the north side of Monroe Harbor
Copyright © 2018.  All Rights Reserved.  Come Sailing, Inc.