Sail Chicago’s Skyline: Private Bareboat Charter Aboard the Gemini Freestyle Catamaran
Difficulty
moderate
Duration
3–6 hours
Fitness Level
Participants should be in moderate physical shape, comfortable with light to medium exertion such as handling lines and moving on deck.
Overview
Discover Chicago’s skyline from the water with a private bareboat charter on the 38’ Gemini Freestyle Catamaran. Enjoy spacious seating, onboard amenities, and unforgettable lake views on your own sailing adventure.
Bareboat Private Charter
All Ages • 13 Passengers Max • Captain not included per coast guard regulation
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About This Adventure
Embark on an unforgettable sailing adventure aboard "Just Be," a 38' Gemini Freestyle Catamaran. Experience Chicago's stunning skyline while enjoying spacious seating, a large Yeti cooler, and a powerful Bluetooth audio system. With onboard amenities like a restroom and changing room, this cruise promises comfort and excitement on the water.
Start your next adventure!
Where do we sail?
Enjoy cruising along Chicago's magnificent Skyline aboard "Just Be", our 38' Gemini Freestyle Catamaran.
The Boat
- Our Gemini Freestyle 37 is the most flexible and accommodating design available. Your Catamaran Adventure comes equipped with:
- Spacious seating including cushioned foredeck and rear hammock
- Large Yeti Cooler
- Powerful Bluetooth audio system
- On-board rest room (head) and separate changing room.
Adventure Tips
Check Weather Before Departure
Lake Michigan conditions can change rapidly; always verify local weather forecasts and wind patterns before setting sail.
Bring Layers for Changing Conditions
Even on sunny days, winds off the lake can be cool—dress in layers to stay comfortable.
Secure Loose Items
Ensure all personal belongings and gear are stowed or secured to prevent loss during sailing maneuvers.
Practice Basic Sailing Skills
While the boat is user-friendly, a basic understanding of sailing techniques will enhance safety and enjoyment.
Local Insights
Wildlife
- Herring gulls gliding over the lake
- Occasional sightings of freshwater seals in the harbor
History
Lake Michigan has been central to Chicago’s development, supporting transport and recreation since the city’s founding in the 1800s.
Conservation
Efforts by local maritime groups promote clean waterways and encourage sustainable boating practices to preserve this crucial freshwater ecosystem.
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Adventure Hotspots in Chicago
Frequently Asked Questions
Recommended Gear
Sailing Gloves
Protect your hands while handling sails and lines during your adventure.
summer specific
Windbreaker Jacket
Shield yourself from lake winds and keep warm on cooler days.
spring specific
Non-Slip Boat Shoes
Maintain secure footing on the wet deck with appropriate footwear.
Polarized Sunglasses
Reduce glare off the water for clearer vision and eye protection.
summer specific