Best for
Couples, friends and adult groups
Surface
Fully paved scenic roads
Distance
105–115 miles
Duration
Approximately 5–5½ hours
Vehicle
Any street-legal vehicle
Slow down, reconnect and discover another side of San Diego — brunch in Ramona, backroads through Santa Ysabel and a Main Street afternoon in Julian.
- Stop 1Start · Opening Ceremony
Mossy Jeep Chula Vista
Team check-in, vehicle decoration and the first rally clue.
- Stop 2Brunch checkpoint
Marinade on Main
865 Main Street, Ramona
A prearranged tasting, coffee or grab-and-go brunch paired with a “How Well Do You Know Your Teammate?” challenge. Weekend brunch is normally served 9 a.m.–1 p.m.
Marinade on Main ↗ - Stop 3Art checkpoint
Santa Ysabel Art Gallery
30352 Highway 78, Santa Ysabel
Explore locally inspired artwork, choose the piece that best represents “adventure” and recreate it in a team photograph. Normally open Thursday–Monday, 11 a.m.–5 p.m.
Santa Ysabel Art Gallery ↗ - Stop 4Historic Main Street
Downtown Julian & Julian Pie Company
Julian Pie Company, 2225 Main Street, Julian
Short Main Street exploration, browse local shops and stop for a slice of Julian’s most famous tradition. Solve a final Gold Rush clue before the scenic drive toward Lake Henshaw.
Julian Pie Company ↗ - Stop 5Finish · Sunset at the Summit
Hideout Mountain
27413 Highway 76
Music, food and sunset views to close the day.
Route
Mossy Jeep Chula Vista → Marinade on Main → Santa Ysabel Art Gallery → Downtown Julian & Julian Pie Company → Hideout Mountain
Planning notes
- The Guy B. Woodward Museum is not advertised as a regular August checkpoint because its official website says it is closed during August. Woodward Museum hours ↗
All checkpoint businesses are proposed and should be described as “planned” until participation and group capacity are confirmed.
