Sailing & Charter Packages

If you have more than 6 people, you don’t see the day / time you would like to sail or you would like to
Power Boat instead of Sail, just give us a call at 630-816-1427

Below is a description of the different adventure packages available. Click Book Now to reserve your special adventure…

 

Cityscape

See the beautiful sights – Sail the city front from Museum Row to Navy Pier…

Whether you’re visiting Chicago for the weekend, or have been living in the area all your life, setting sail along Lake Michigan and soaking in the sites is timeless. We can take you along downtown to see Navy Pier, the water cribs, and so much more.

Sunset

Sunsets with family and friends – Like the romance sail, you will enjoy the beauty of day turning to night…but on this ride you’ll have to sneak below to get alone because your passengers will be tagging along for the fun…

Nothing beats the look of Chicago’s skyline at sunset. That’s why it’s one of our most requested times to rent a sailing charter. It’s the perfect setting for a romantic getaway, or spending time with loved ones.

Off-shore

Sail to the historic Chicago Cribs and beyond . You still get the great city views while adventuring a bit further to sea…

At the end of the day, we’re a people that loves the art of sailing, and we hope to share that passion with you. Give us a call today and book your next Chicago sailing adventure. We look forward to providing you with the exact adventure charter you desire.

Party

Swim Socialize and Sunbathe – Sail over and join the crazy crowds at Chicago’s famous Playpen – a protected anchoring area just off Oak Street Beach where boaters of all kinds park and play…

If you’re looking for something a little more turned up, we’ve got you covered. So invite all your friends and step aboard any one of our sailboats for the ride of your life. Besides, who said speed boats get to have all the fun?

Romance

Sunsets with your sweetheart – This is a couple(s) sail scheduled so that you capture breathtaking views of the sun setting while the city lights are rising – truly a perfect date night…

Theme Sail

Choose a Theme and Show off Your Style – These theme sails are tailor made for bachelor and bachelorette parties, birthdays and family reunions. Cruise the shoreline while the landlubbers gawk and cheer you on then sail the cityscape or anchor in the playpen and party party party…

Capt’s Choice

Sailing with the Wind – A little less mullah for an undetermined course  – This direction of this sail is determined by the captain based on wind and weather conditions…of course it still includes breathtaking views and full sail adventure…

Team Building

Sailing is the perfect way to challenge your team to work together like never before. Call us to arrange a great day on the lake that is sure to build camaraderie and team skills…

Learn To Sail

Come learn at your pace everything from basics to full skipper abilities. We have several sailing lesson packages available based on quantity of lessons and day/time. Call us today to book your lesson package – 630-816-1427