Lineup of jeeps

32nd Gateway to the Cumberlands 2025

Dates

October 16-18, 2025

Location

Williamsburg, Kentucky

Itinerary

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Trip Type

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Trail Rating

3 - 9

Two jeeps going up a creek

The majestic Cumberland Mountains are a fitting backdrop for this Jamboree. Located on the bend of the Cumberland River, the Williamsburg area is known for its charming homes, picturesque landscapes, vast outdoor recreational activities, and the second-largest waterfall east of the Rockies. The area offers numerous trails of varying difficulty that will lure you into the scenic woods. You’ll discover steep forested ridges, magnificent natural arches, and lush vegetation. Swimming, fishing, boating, golf, tennis, hunting, and horseback riding are popular activities in the area.

Vehicle Requirements

  • Tow points are Mandatory. GMRS radios are required.
  • Participant Jeeps with tires over 40″ WILL BE TURNED AWAY AT VEHICLE EVALUATION AND WILL NOT BE ALLOWED TO ATTEND JAMBOREE, NO REFUND.

Registration Fees

Adult: $375
Child (10-15): $95
Child (9 and under): $0

Family Plan: $850

To qualify for family plan pricing you must have two adults in the vehicle (no more, no less) and two or more children (not over the age of 15). All occupants must be traveling in the SAME Jeep vehicle.

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Cancellation & Payment Policy

Days prior to trip date Penalty
Reservation to 30 days $100
29 days to 15 days 50%
14 days to trip date 100% (NO REFUND)
NO TRANSFERS OR CHANGES (including passengers) 14 days prior to trip date

For Registration Questions

Jake Horne

Director of Registration
Jake Horne
jake@jeepjam.com

For Trip Specific Details

Shawn

Adventure Consultant
Shawn Gulling
shawn@jeepjam.com