2025 Dirty Pecan, Monticello FL, March 1st!

Passport

Passport To Pain

September 13 2025
Vashon Island Washington USA
Unconfirmed
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Distances: 30, 50, 80 miles (10,000 feet)
Difficulty: Ultra Distance and Climbing for events well over 100 miles
Limited to: None Participants

A bunch of rowers looking for off-season training rides came up with this crazy idea of stringing together all of Vashon Island's short steep hills into a real leg-burner. Because we're rowers (or maybe just because we're all a little bit crazy) we decided to add some fun to it, so you'll find staffed checkpoints with an attitude along with great food, water, and full-support. We added 30-mile and 50-mile options to provide variety.

The Executive Director of our Chamber of Commerce told us he was the Devil in disguise and could he please cheer/harrass/steal the soul of riders at the top of the baddest hill, Burma Road.

We threw in a finish-line BBQ. T-shirt and water bottle, de rigeur.

The way it works: At the start, you get a Passport. You get your Passport stamped at 18 checkpoints, most of which are designed to prove that you rode to the bottom of the hill (usually at the waterline) in order to have the opportunity to climb back up. You keep the passport at the end, for your bulletin board or scrapbook. You also get a map, but the route is well-signed.

This event, sponsored by Vashon Island Rowing Club, raises funds to support our national powerhouse junior rowers program (grades 6-12) and several island non-profits.

IT’S IMPORTANT TO REMEMBER that this is NOT a race or a sanctioned or timed ride. Also, Vashon is a rural area. Roads are steep and narrow, with sharp turns, potholes, gravel. There’s also ferry traffic, horses, deer, dog-walkers, the undead, etc. MOST IMPORTANTLY, this ride is sick! – it’s extremely strenuous! and those uncertain of their top fitness should consider the 50 or the 30 as alternatives (you can always come back next year to take on the next level). Your friends and family can also ride the "tourist" route around town!

Passport To Pain

 
Start Located At: Jensen Point, 8900 SW Bayview Dr, Vashon Island 98070
 
 
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650-867-9083
Included

Full support (great food, water, potty facilities at many checkpoints, roadside assistance), BBQ dinner at finish, t-shirt, water bottle, and a set of handlebar streamers at the last checkpoint. Oh yes, lots of entertainment at each themed checkpoint, ranging from Sleepy Time to Stars'n'Stripes to S&M (Motto: Your Pain Is Our Pleasure). Wait, wait: You'll also meet The Devil at the top of the biggest, baddest hill, the aptly named Burma Road (if you've never heard of the Burma Road, look it up, it's a heck of a story in itself).

Prize / Race Categories

No prizes or categories, though we offer three courses: 30 miles/3.4K vertical, 50 miles/6.5K vertical, 80 miles/10K vertical. Bragging rights, of course.

 
Facilities
Parking
Changing Rooms
Toilets
Registration On the Day
Pre-Packet Pickups
 
Support for Participants
Route Signposted
Route Card
First Aid
Emergency Contact No
Roving Mechanical Support
Mechanical Support at Rest Stops
 
Community
After Party
Free Training Rides
Fundraising
 
Features
Photos
Downloadable GPS files
Finish Line Chute
 
Nutrition
Feed / Aid Stations
Post Event Meal(s) Provided As Part of Entry
Number of Aid Stations: 18