Boat charter

Drifter

Drifter is the weekday workhorse: shade when you need it, sporty lines when you don’t, and enough deck for six without stepping on toes.

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Montrose Harbor

Gallery

5 photos

About This Vessel

A single-level layout keeps everyone in the conversation—forward sun pad, midship cooler, and a helm that still feels sporty when you open her up. Rigged for quick turnarounds: rinse shower, swim ladder, and storage for boards or a small spread from your favorite market. Our smaller private charter boat, perfect for intimate groups. Easygoing, flexible, and ideal for cruising the Chicago shoreline, date nights, and relaxed time on the water.

Meet us at the day dock

Look for the Two Brothers burgee on the finger pier. Your captain will text a pin when the slip is set—easy load-in for soft bags and 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 + wet-bar zone
Swim ladder & rinse
Convertible shade / sun
Helm with full nav
Cooler & dry storage
Single-engine efficiency
Outside beverages

Optional upgrades

Playpen raft-up package
Curated harbor playlist
Charcuterie drop-off
Extra swim stop
Towel service
Beginner helm time

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 Drifter today

Pick a half-day or sunset slot—we’ll match tide and breeze so first-timers feel confident at the rail.

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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