Chicago's Finest: Captain Rich Wallace at the Helm

CHICAGO BOAT RENTAL FIELD GUIDE

Chicago's Finest: Captain Rich Wallace at the Helm

A 3–4 hour guided boating experience from 31st Street Harbor led by Capt. Rich — a licensed, highly credentialed mariner who brings decades of seafaring experience to Chicago waters.

Chicago's Finest: Captain Rich Wallace at the Helm.

Duration
3-4 Hours
Location
Chicago
Operator
Knot My Boat Charters
Category
Boat Rental
Robert Eric Crews
Founder & Editor, The Adventure Collective
Published Verified

Join Captain Rich, a seasoned mariner with more than 20 years of Caribbean experience, for an expertly guided boating adventure. With extensive qualifications and mastery of many vessel types, Captain Rich offers a compact, professional charter that places an experienced captain and crew at your service for a focused 3–4 hour outing.

Highlights

Outing Highlights

THE CAPTAIN

Two Decades Afloat and Full Credentials

Capt. Rich Wallace spent more than 20 years captaining vessels in the Caribbean and holds a 100-ton International Masters license plus VSO, STCW-95 and multiple endorsements — a level of professional qualification rare on local charters.

THE SERVICE

Transparent Rates and Included Crew

Current rate is $100 per hour; that rate includes Captain and crew. Gratuities are appreciated but not bundled into the hourly price.

THE LOGISTICS

Short, Focused Charters from 31st Street Harbor

Charters run roughly 3–4 hours and depart from 31st Street Harbor (J Dock), offering a concise window to get on the water with a seasoned professional at the helm.

What the day feels like

What the Trip Feels Like

The outing is compact and professional: you meet at 31st Street Harbor on J Dock, embark under the direction of Captain Rich and his crew, spend roughly three to four hours on the water under experienced command, then return to the harbor. The emphasis is on safe, expert handling of the vessel and a straightforward, well-run charter.

Suitability

Who it's for

Who this charter suits best — and who should consider alternatives.

1
Experienced-boat seekersTravelers seeking a professionally run charter with a highly credentialed captain will find this a strong match, given Capt. Rich’s qualifications and experience.
2
Groups and private chartersThe hourly rate includes captain and crew, making this setup well suited to groups who want a turnkey boating experience without providing their own skipper.
3
Short-window plannersWith trips running roughly 3–4 hours, the charter fits visitors or locals who want a concise on-water block rather than a full-day commitment.
4
Harbor-access participantsAnyone able to embark at 31st Street Harbor (J Dock) will be able to join; the operation is based from that specific meeting point.

Practical planner

Details to review before reserving

What to Bring

Gratuities are appreciated. Plan for a 3–4 hour outing from 31st Street Harbor; bring personal essentials appropriate for a short boat charter.

Cost & Inclusions

The listed rate is $100 per hour and includes the captain and crew; gratuities are not included.

Meeting Point

Departures begin at 31st Street Harbor, J Dock; confirm the exact boarding details with the operator prior to arrival.

Booking Notice

Review cancellation policies before reserving.

Frequently asked questions

Planning Your Outing

How long is a typical charter with Captain Rich?

Charters are scheduled for approximately 3–4 hours.

Where do I meet for the charter?

The meeting and embarkation point is 31st Street Harbor on J Dock.

What is the hourly rate and what does it include?

The current rate is $100 per hour; that price includes the captain and crew. Gratuities are appreciated.

Who operates the charter and who is the captain?

The operator is Knot My Boat Charters and the captain is Captain Rich Wallace.

What are Captain Rich’s qualifications?

Captain Rich holds a 100-ton International Masters license, VSO, STCW-95, and multiple endorsements and has more than 20 years of Caribbean captaining experience.

Are crew and captain included in the price?

Yes — the listed hourly rate includes the captain and crew.