Yacht charter

Vagabond

Vagabond is built for golden-hour sails and celebration nights—wide aft deck, climate-controlled salon, and a steady ride when the chop picks up.

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Montrose Harbor

Gallery

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About This Vessel

From the flybridge to the swim platform, every level is set up for conversation, music, and skyline photos without crowding your guests. Below deck you’ll find a proper galley, climate-controlled lounge, and heads finished like a boutique hotel—ideal for longer charters and corporate hospitality. Our flagship sailing yacht built for premium private charters. Spacious, smooth, and ideal for Chicago skyline sails, celebrations, and unforgettable group experiences on the water.

Departing from Montrose Harbor

We’ll confirm slip and parking at Montrose the day before your charter. Plan to arrive fifteen minutes early so we can brief safety and stow coolers.

Arrive at the harbor
Follow the pin your captain sends—look for our burgee and a clear load-in zone.
Head to the assigned slip
Soft bags and coolers first; we’ll brief safety and stow gear before casting lines.
Meet your captain
Quick intros, route for the day, and music preferences—then we’re off the dock on time.

What's Included

Included with your charter plus a few common exclusions—add-ons are available when you book.

Bluetooth sound & deck zones
Interior lounge & dining
Swim platform & shower
Flybridge seating
Galley & cold storage
Stabilized ride in chop
Outside beverages

Optional upgrades

Sunset + fireworks routing
Live acoustic welcome (add-on)
Chef-paired small plates
Extended swim stop
Floral & milestone staging
Photographer coordination

More Information

How it works▼

Pick a date window and guest count. We confirm captain availability, harbor logistics, and weather buffers—then send a contract with final pricing before you pay a deposit.

Capacity explained▼

Posted guest counts follow USCG licensing and insurance for this vessel. Infants and children count toward capacity; let us know mixed-age groups so we can plan seating and safety.

Food & beverage policy▼

Our bar and catering options vary by charter—ask what’s included on your booking. Outside alcohol may be restricted; we’ll spell out what you can bring versus what we supply.

Things to keep in mind▼

Lake weather shifts quickly—layers, soft-soled shoes, and sunscreen are smart. We monitor wind and small-craft advisories; rare cancellations follow our refund policy.

What to bring▼

Sun protection, wind shell, phone/camera, and any medications. Soft bags are easier to stow than rigid coolers—we’ll confirm cooler policy for your trip.

What not to bring▼

Avoid red wine or staining liquids on white upholstery, high heels that scar teak, and drones without prior approval. Ask about pets before booking.

Cancellation policy▼

Deposits and refunds depend on how far out you cancel and whether we can rebook the date. You’ll receive the exact terms in writing with your quote.

Have questions?

Our team is here to help plan your perfect charter experience.

Book Vagabond today

Lock your window, invite your crew, and we’ll handle lines, ice, and playlist handoff—captain-led from dock to dock.

Select your date
Share preferred window—we’ll confirm tide, breeze, and slip availability.
Captained charter
USCG-licensed skipper on every outing; you relax at the rail or take the wheel.
Prep for your outing
Layers, soft shoes, sunscreen—we handle ice, lines, and sound check before you step on.

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