On A Boat Sailing

On A Boat Sailing ⛵️ Private Sailboat Charters & Cruises
📍 Navy Pier Marina - Chicago, IL
👨‍✈️ USCG-certified Cpt.

Greg Scannell
👥 Accommodates up to 12 guests
🌇 Celebrate birthdays, bach parties, engagements, proposals, reunions, family outings and more! We're a one boat, one captain business sharing our passion for sailing from the docks of Monroe Harbor in Downtown Chicago. Our trips have been enjoyed by thousands of guests since our first private charter in 2017. We pride ourselves on offering a safe & unforgettable experience on Lake Michigan for you & your group.

05/06/2026

Who’s ready for summertime chi and nights like these?

04/20/2026

PSA: sunset cruises make for the perfect date 😉🧡🌇

Navy Pier Fireworks return Memorial Day Weekend and continue every Wednesday and Saturday evening through Labor Day! Our...
04/10/2026

Navy Pier Fireworks return Memorial Day Weekend and continue every Wednesday and Saturday evening through Labor Day! Our location offers the best possible location for boating to and from the show.

03/27/2026

The best way to catch a sunset in Chicago is On A Boat Sailing!

Counting down the days until we’re back on the docks
03/07/2026

Counting down the days until we’re back on the docks

Exumas, Bahamas February 2026 with our two best crew!
02/28/2026

Exumas, Bahamas February 2026 with our two best crew!

01/14/2026

Hang in there Chicago, summer nights are coming

Summer is half way over or just half way getting started?! Get us on the calendar now, your winter self will thank us la...
08/01/2025

Summer is half way over or just half way getting started?! Get us on the calendar now, your winter self will thank us later

Happiest of days on a boat sailing! 📸
07/31/2025

Happiest of days on a boat sailing!
📸

Summer vibes off to a hot start ☀️😎🌆📸 radziszewski eats.chi
06/26/2025

Summer vibes off to a hot start ☀️😎🌆

📸 radziszewski eats.chi

Address

Chicago, IL
60605

Telephone

+13126197858

Website

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