Come Sailing, Inc.

Call Directions Website Contact the business

Come Sailing, Inc. Sailing Lake Michigan from Navy Pier Marina in Chicago! Home to CITY CAT (49-passenger catamaran) & BERNARD (6-passenger sailboat).

Offering private charters and individual tickets for Day Sails, Sunset Sails, Fireworks Cruises, and Swimming. Private sailing charters on Lake Michigan in downtown Chicago. Sunset Sails, Fireworks, and Fun!

10/08/2026

78°F on the lake this Saturday?! ☀️ Summer isn't done with Chicago just yet!

The nearshore marine forecast for Saturday is looking incredible—sunny and 78°F—making it the perfect weekend to get out on Lake Michigan. With our 2026 season officially concluding on Sunday, October 18, we are down to our final 10 sailing days of the year.

Whether you're looking for a relaxing afternoon sail or a golden hour sunset view of the skyline, our October schedule is live Wednesday through Monday:

⛵ CITY CAT (48' Catamaran): 1:30 PM Daysail | 4:30 PM Sunset Sail

⛵ BERNARD (36' Catalina): 1:30 PM Daysail | 4:30 PM Sunset Sail

🎁 October Fall Specials:
• Use promo code FATCAT20 for 20% OFF when you buy 4+ tickets on CITY CAT or book a private charter (save up to $432)!
• Enjoy complimentary hot c***r and cocoa (or cold soft drinks on warm days like Saturday!).
• Book with total peace of mind thanks to our Captain's Weather Guarantee (100% refund for weather cancellations).

📍 Departing conveniently from Navy Pier Marina.

Grab your tickets or book a charter now before the season ends at comesailing.us! ⛵

10/01/2026

18 days left of sunset views like this. 🌅

​Catch the sun dropping behind the skyline from the trampoline before we pack up for the winter! Whether you’re grabbing a single ticket ($75) for a relaxing evening or booking out a private charter for your crew, don't miss out on these final Lake Michigan sails of the season. ⛵✨

​🎟️ Tap the link in bio to lock in your spot!

The countdown to winter haul-out is on! ⛵️🍂Our 2026 sailing season officially comes to a close on Sunday, October 18. Be...
09/26/2026

The countdown to winter haul-out is on! ⛵️🍂

Our 2026 sailing season officially comes to a close on Sunday, October 18. Before we pack up for the winter, bring your crew out to experience autumn on Lake Michigan aboard CITY CAT—Chicago’s widest and most stable sailing catamaran!

To celebrate our final weeks on the water, we’re offering an exclusive fall group special:

✨ Use Promo Code FATCAT20 at checkout to get:
• 20% OFF when you buy 4+ tickets for any public sail (Adults & Children!)
• 20% OFF private charters aboard CITY CAT (Save up to $432)
• Complimentary Hot C***r & Cocoa served on deck to keep everyone cozy
• Captain’s Weather Guarantee: 100% money-back refund if weather cancels our sail!

Whether you’re planning a family afternoon, a cozy sunset sail with friends, or a corporate outing, these final weeks are the purr-fect time to get on the lake.

🎟 Book your spot before Oct. 18: https://www.comesailing.us

(Discounts and hot drinks apply exclusively to CITY CAT bookings).

Last Call for Sail & Sip this year! ⛵️🍷We’re teaming up with Reunion one last time this Saturday for the season finale o...
09/25/2026

Last Call for Sail & Sip this year! ⛵️🍷

We’re teaming up with Reunion one last time this Saturday for the season finale of our Sail & Sip series on Lake Michigan!

Join us aboard CITY CAT for a 2-hour luxury catamaran sail featuring an open bar, chef-crafted light bites, and incredible views of the Chicago skyline.

✨ Event Details:
• Date: Saturday, September 26
• Sails: 1:00 PM – 3:00 PM
• Location: Navy Pier Marina, Chicago, IL
• Tickets: $150 per person

⚠️ CAPACITY IS STRICTLY CAPPED AT 44 GUESTS PER SAIL.

Don't wait—reserve your tickets before they're gone!

👉 Book Tickets Here: https://www.comesailing.us/sail-and-sip

Beating the city heat, one beautiful sunset sail at a time. 🌇 While the pavement was baking ashore, a cool breeze kept C...
09/03/2026

Beating the city heat, one beautiful sunset sail at a time. 🌇 While the pavement was baking ashore, a cool breeze kept CITY CAT purring along on the lake.
​Trade the sweltering concrete for some fresh air and relaxation on the water. Link in bio to book your escape! ⛵🐾

The time has come! We are beyond excited to introduce swimming charters on CITY CAT, Chicago's only 49-passenger sailing...
09/01/2026

The time has come! We are beyond excited to introduce swimming charters on CITY CAT, Chicago's only 49-passenger sailing catamaran.

​This is what sailing cats are so well known for—just walk down the bow stairs and straight into the water! It is a super fun experience to swim from a big charter catamaran in Lake Michigan with the beautiful Chicago skyline in the background.

​Swimming is available on select public sails and private charters.

​Ready to dive in? Book now at the link in our bio! ⛵🌊

Reunion & Come Sailing present: Sail & Sip on Lake Michigan! ⛵️🍷We’re teaming up with our friends at Reunion for an excl...
08/29/2026

Reunion & Come Sailing present: Sail & Sip on Lake Michigan! ⛵️🍷

We’re teaming up with our friends at Reunion for an exclusive 2-hour premium catamaran cruise aboard CITY CAT!

Enjoy open bar, delicious light bites, and the absolute best skyline views in Chicago.

✨ What’s Included:
• 2-Hour Skyline Cruise aboard CITY CAT
• Open Bar & Light Bites by Reunion
• Unbeatable views of the Chicago skyline

🗓 Dates: Saturday, September 13 & Saturday, September 20

⏰ Times: 1:00 PM – 3:00 PM | 3:30 PM – 5:30 PM

📍 Departure: Navy Pier Marina, Chicago, IL

🎟 Tickets: $200 per person

⚠️ STRICTLY LIMITED TO 44 SPOTS PER SAIL!

Don't wait—lock in your tickets before they sell out!

👉 Reserve Your Spot Here: https://www.toasttab.com/catering/chefartsmithreunion.com/menu/reunion%20x%20city%20cat%20boat%20ride/

08/27/2026

Join us for a relaxing Sunset Sail this Friday evening or a spectacular Fireworks Cruise on Saturday aboard our 49-passenger catamaran, CITY CAT. Single tickets are available for both of these public sailing events at www.ComeSailing.us. Link in bio.

Come sailing with friends, family, and colleagues! ⛵️CITY CAT is Chicago’s only true commercial charter catamaran. At ne...
08/22/2026

Come sailing with friends, family, and colleagues! ⛵️

CITY CAT is Chicago’s only true commercial charter catamaran. At nearly 29 feet wide, she offers stability, wide-open deck space, and shaded seating with plenty of room for groups up to 49 passengers.

Quiet, stable, and powered by the breeze. Kick back on the bow trampolines, take in the iconic skyline views, and experience Lake Michigan by sail.

📍 Departing from Navy Pier Marina

🔗 Book your private charter or public sail today: www.ComeSailing.us

Sunset sail on CITY CAT; Beautiful and Relaxing.
08/20/2026

Sunset sail on CITY CAT; Beautiful and Relaxing.

Address

Chicago, IL
60603

Opening Hours

Monday 9:20am - 9pm
Tuesday 9am - 9pm
9:30pm - 11pm
Wednesday 9:30am - 9pm
Thursday 9:30am - 11pm
Friday 9:30am - 11pm
Saturday 9:30am - 11pm
Sunday 9:30am - 11pm

Telephone

+17088247245

Alerts

Be the first to know and let us send you an email when Come Sailing, Inc. posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Come Sailing, Inc.:

Shortcuts

Share

Category