Confessions of a Middle Age Man in Lycra – Tuscany Trail Part 1

by | Jun 23, 2026 | Sports, Travel | 137 comments

I first heard of The Tuscany Trail a couple years ago via a Youtube video from a couple old guys in Lycra, and it immediately went on my bucket list.  I’m not getting any younger, so this was the year I finally put a stake in the ground and signed up.  That was the easy part.  Now the planning had to begin.

The first question was what bike I would use.  I initially thought that renting a bike would be the best solution.  It certainly would be the cheapest, but even in January I couldn’t find a suitable bike available.  Most of the bikes on offer were Ferraris: fast and sporty but not really practical for bikepacking and off-road use.  What I needed was more like a Toyota Siena: maybe a little dull, but reliable, comfortable and capable of carrying my stuff.  I decided I would ship my own bike.  At least I would know what I was getting and I could test everything out beforehand.

Now the question became how to get my bike to Italy.  I first checked Bike Flights who shipped my bike to RAGBRAI last year, but they were charging over $1000 each way, and I’d have to find an address for them to ship it to.  That was out of the question.  The cheap solution would be to use a cardboard bike box from a local bike store and bring it on the plane, but I figured there’s no way I could fit it into a small European car or it would be a pain in the ass to lug it to a train.  I could dispose of the box and find another one at an Italian bike shop when I finished the ride, but that sounded risky and time consuming.

I found a bike case from Orucase that would fit my requirements.  It’s relatively small, breaks down smaller for storage, and is cheaper than other alternatives.  The downside is that it required disassembling the bike, including removing the forks, but I figured I could handle it.  I ordered the case that was advertised for gravel bikes.  In a rare case of foresight I tested it out months in advance, and the only way it worked was by completely deflating the tires, which would spread tire sealant all over the place, and even then it barely fit.  I certainly wouldn’t trust the various border inspectors to treat the bike with care while trying to zip up the case.  Luckily Orucase took the case back and sent me the case advertised for mountain bikes, which was a couple inches larger in each dimension.  Perfect.

This just ain’t gonna work.

Now that I figured out how to bring my bike to Europe, I had to figure out where to leave my extra gear while on the ride.  This problem was solved when my wife selflessly volunteered to go to Italy too and drive to Cinque Terre with my daughter while I was riding.  It’s amazing the sacrifice they made for me.

Next I had to decide where I would sleep.  I could stay at agriturismos, but that would drive up the cost of the trip and seemed to detract from the sense of adventure.  Furthermore I didn’t know the exact route, and so I didn’t know where to make reservations at places that wouldn’t require long detours.  I also didn’t want to be tied to specific endpoints each day in case things didn’t go to plan.  Instead I decided I would camp.  The organizers provide “Base Camps” along the route where people can pitch a tent overnight and which would have showers and toilets.  In the worst case I could wild camp on the side of the road.  

This meant that I needed to get suitable camping gear: a tent, pad, sleeping bag or quilt, and a pillow.  Because space and weight are at a premium, I chose a cheap Chinese one-man tent from Naturehike.  I found a 35 degree down quilt in the bargain basement at REI, which I figured would be warm enough for May in Tuscany even if the temperature ratings are a lie.  I splurged a little to get a pillow and an insulated pad from Klymit.

For clothing I would bring 2 sets of cycling clothing, 2 sets off shirts for off the bike (Merino wool which allegedly doesn’t get stinky), a pair of stylish dad-pants that can be converted into shorts, a pair of warm socks just in case, a long sleeve shirt, a pair of slides, a swimsuit, a towel and a rain jacket.

Other odds and ends: 

  • A power bank suitable to cover 3 days.  I didn’t want to rely on the power sockets at restaurants and base camps.  My wife would meet me on the third night and we’d stay at an agroturismo where I could recharge the power bank.  And by recharge my power bank, I mean plugging it into the socket.
  • Sunscreen.  
  • Wipes in case I needed to crap in the woods or needed to take a whore’s bath in the absence of a shower.  
  • Chamois Butt’r to keep the undercarriage lubed.  STEVE SMITH APPROVED.
  • A light, cheap lock.  Can’t trust those shifty Eye-talians.
  • Lights and a reflective vest in case I had to ride at night.  I didn’t plan to do so, but sometimes plans go awry.

Next I needed to figure out how to carry all the gear.  A lot of people use a big saddle back, a frame bag, and some method to carry large gear like a sleeping bag or a tent on the handlebars. It’s pretty aero and looks cool, but the cost of all that was high so I went a different route.  I already had a rear rack from the days when I commuted by bike, and I found a pair of medium size panniers on closeout that should be able to carry most of my stuff for about $100.  When I tried packing my stuff I discovered that the tent poles wouldn’t fit so I found a frame bag on sale that could hold the poles, and I splurged on a handlebar bag to give me extra room for various odd and ends like the power bank and food.

How the cool kids do it.
How I did it.

The frame bag meant I had to get side loading water bottle cages in the event I wanted to drink while riding, which was highly likely.  I bought a pair that was highly recommended and inexpensive, but on my first ride with them I hit a pothole, and a water bottle went flying.  In the end I opted for a more expensive cage from Specialized that kind of matched one I already had but wasn’t using.

Now to test out the gear.  I used the camping gear prior to riding an event in March.  All went well and the quilt was warm enough.  About a month before it was time to go I loaded everything on the bike and took a local test ride to simulate the conditions I was expecting: uphill, downhill, smooth gravel roads and bouncy rocky roads.  After a few tweaks to adjust the weight distribution, the gear was ready.

The last detail was to load the maps of Italy onto my bike computer.  I couldn’t really test that until I was in country.  At our apartment on Elba a couple days before the start I fired up the computer to verify if the maps were working and nothing.  Crap, this is going to be a problem if I need to use my phone for navigation.  I have no way of mounting the phone and the battery life will suck.  I turned the computer off and on again and slowly a map loaded, but with a message of “Weak GPS Signal”.  I guess the Europoors can’t afford decent satellites or something, but at least it was working.  I was good to go.  Time to escape from Elba like Napoleon and start riding.  But that’s a topic for my next post.

About The Author

JaimeRoberto feckful & gruntled

JaimeRoberto feckful & gruntled

Am I being detained?

137 Comments

  1. Sean

    I heard there’s no rentals available in Tuscany.

    • Brochettaward

      You call that a First? THIS is a First!

      You can imagine what I’m doing with my penis at the moment.

      • Ted S.

        Detaching it and putting it away for safekeeping?

      • EvilSheldon

        Check the medicine cabinet.

      • JaimeRoberto feckful & gruntled

        I think I saw it for sale out on the 2nd Avenue near St. Marks Place.

      • EvilSheldon

        Where those people sell the second-hand junk on the sidewalk? Was it next to that broken toaster?

      • Brochettaward

        Have you ever seen that video of the famous artist who sold his expensive paintings on the street for a few bucks to people who didn’t know who he was?

        Yea. That’s me. That’s my penis. You foul mouthed tiny handed vulgarian.

    • creech

      Maestros can always find a place to rent and conduct business.

    • JaimeRoberto feckful & gruntled

      Middle aged and maybe retired. I got laid off a couple days before leaving on the trip.

      • Threedoor

        That sucks.

      • JaimeRoberto feckful & gruntled

        It’s not bad actually. I just turned 59. The kids are grown and have their own insurance. My daughter is still in college getting a graduate degree, but the school is paying for that. The house is nearly paid for. I’m in a position where I don’t really need to work. I’m looking for a job, but it’s not stressing me out. Maybe I’ll go to work as a Walmart greeter just to stay busy.

  2. DEG

    I’m looking forward to the pictures from the trail.

    • Fourscore

      If it had training wheels I could use it for a walker.

  3. Fourscore

    Thanks for all the tips. I won’t be needing them but it gives me an idea of the PPthatPPPP.

  4. The Late P Brooks

    This problem was solved when my wife selflessly volunteered to go to Italy too and drive to Cinque Terre with my daughter while I was riding. It’s amazing the sacrifice they made for me.

    She sounds like a keeper.

  5. Furthest Blue pistoffnick (370HSSV)

    My wife would meet me on the third night and we’d stay at an agroturismo where I could recharge the power bank. And by recharge my power bank, I mean plugging it into the socket.

    Is that what you kids are calling it these says?

      • ZWAK, doktor of BRAIN SCIENCE!

        So, pitching or catching?

  6. UnCivilServant

    Does anybody know a good resource regarding the hoops one needs to jump through to fly drones these days? Right now it’s just a lark, but I’m curious about the barriers to entry.

      • Gustave Lytton

        UAS pilot license!

        No medical required. Yet.

    • Threedoor

      Jo can’t remember who it is on here but there was someone that was pretty knowledgeable.

      The FAA mad it suck of course.

      • Threedoor

        There is a pretty nice one at the local pawn shop.

        Computer guys/those with 3D printers tend to make their own.

      • UnCivilServant

        There are times when I’d like a plug and play solution. I have other problems to solve with my computer and 3D printer.

      • Threedoor

        Bomb drone does not print itself.

      • UnCivilServant

        I am not bombing anything.

  7. PieInTheSky

    a tent – that is no place for a middle aged man to sleep.

    stylish dad-pants that can be converted into shorts – stylish is doing a lot of work here

    the pics dont seem to work for me

    • PieInTheSky

      also the avatars…

      • Sensei

        Working in NYC. Russian jamming?

    • PieInTheSky

      i can see the pictures in the media library… oh well

    • UnCivilServant

      It’s an intermittant problem several users are seeing, myself included. sometimes it will load, sometimes it won’t

      • R.J.

        I am experiencing it now too (Brave). Firefox corrected most of the photos

  8. PieInTheSky

    Cinque Terre is pretty.

  9. The Late P Brooks

    Civic responsibility

    Cheaper housing could also nudge more people to make decisions that ultimately serve their community and the economy. For example, Zwick suggests cheaper housing might help encourage family formation. When people are less worried about the cost of an extra bedroom or finding enough space for a family, they may be willing to have more kids. Over the long run, that could mean more workers and more taxpayers, which can ultimately benefit the economy.

    Are you doing your part?

    • Ted S.

      Your function in society is to be one of the tax cattle for the Goodthinkful to mulct.

      • R C Dean

        Yup. You cannot find many articles at all on economics that don’t treat economic progress as a sort of distasteful yet unfortunately necessary step in the production of tax revenue.

        Which is the real purpose of the economy, after all.

    • JaimeRoberto feckful & gruntled

      While I agree that cheaper housing might lead to more people having families and is good for a whole lot of other reasons, saying that you should have kids to serve your community and economy sounds a little fascist.

      • juris imprudent

        Don’t worry, it’s the right kind of fascism. The one with the right people in charge.

    • rhywun

      From NPR? One of the main organs of the Democratic Party and therefore a leading advocate of making housing unaffordable?

      Pull the other one.

      • Fourscore

        Negative inflation?

  10. Threedoor

    I have a bicycle question.
    Where do you buy decent tubes? I put one in my bike, inflated it and then realized I had to deflate it to get around the brakes, when I inflated it the second time it blew up and ruined the tire. Now I’m in it a tire and another tube.

    • JaimeRoberto feckful & gruntled

      My tires are tubeless, but I’ve used Continental tubes purchased from Amazon, and they seem to work well. As for having to deflate your tires to get around the brakes, you should be able to easily disconnect the brakes to open them up so you don’t need to deflate the tires, assuming they are center pull brakes or V-brakes.

      • Brochettaward

        The only aspect of fascism the left recognizes as existing is the prejudice part.

      • Threedoor

        I thought the brakes would be easy to do that too but I was wrong. Would have had to take them loose with an Allen.

        I thought I was deaf until that tube blew about a foot and a half from my face.

      • JaimeRoberto feckful & gruntled

        What kind of brakes do you have?

      • Threedoor

        Rim clamp style on that bike.

        The old ones I had were a simple, slip the cable nock out of its grove and release the leaver. This one dosent have a knock on the end of the cable.

      • Fourscore

        A few days ago, on Glibs, I saw a picture of a kid using a stick in the spokes trick for brakes. It sort of worked for him.

  11. EvilSheldon

    That sounds like a lot of fun. Let me second or third a request for pictures.

  12. Threedoor

    How was the Klymit pad?
    I’ve been eying them for a while and have a TON of REI rewards to use or lose.

    • JaimeRoberto feckful & gruntled

      It was very comfortable and held the air just fine. Beats the heck out of those blue foam pads I used to use while camping back in the day.

      • Threedoor

        Thanks. Good to know.

  13. The Late P Brooks

    We were curious what our sources thought about Denver’s falling housing prices. Many suggested that it’s been driven primarily by an increase in supply. The city has built a ton of new housing units, especially new apartments, in recent years. That is probably a good sign. Although some did mention the in-migration into Denver has slowed while out-migration has picked up steam, suggesting demand to live in Denver has also cooled.

    Inconceivable.

    • creech

      Watch what you wish for it the outflow is merely to the suburbs. Philly went through this a couple decades ago – Blue folks moved out and turned the suburbs from marginally Red to True Blue, but the city remained about as Blue as ever.

      • Sensei

        This right here.

      • Fourscore

        Jacob’s just a sore loser.

    • Furthest Blue pistoffnick (370HSSV)

      Would contribute to his defense.

      • Threedoor

        I’m sure it will change.
        It will get more heavy handed.

    • Threedoor

      Veal though.
      Pretty flavorless.

  14. The Late P Brooks

    Does anybody know a good resource regarding the hoops one needs to jump through to fly drones these days?

    What’s your bomb payload?

    • UnCivilServant

      Cameras. I want to take pictures of the river and the state park neaby.

      Possibly even take it on the road to look at places I visit.

    • Sean

      What does Alex Jones have to say about it?

      • UnCivilServant

        [This Space Stolen Via Corrupt Judicial Shenanigans]

    • EvilSheldon

      The rabbi was coming out of PornHub headquarters?

      I’m suddenly reminded of a whole bunch of dirty and offensive jokes. Especially the one about the rabbi, the priest, and the 8-year-old boy…

  15. The Late P Brooks

    Watch what you wish for it the outflow is merely to the suburbs. Philly went through this a couple decades ago – Blue folks moved out and turned the suburbs from marginally Red to True Blue, but the city remained about as Blue as ever.

    The Front Range Megalopolis is not exactly in danger of “turning” blue.

    • B.P.

      Douglas and El Paso counties could certainly get swallowed up.

    • Brochettaward

      You’re just making shit up now. No serious person would use the term transfemicide.

      • rhywun

        The mayor of Chicago is not a serious person.

      • EvilSheldon

        Transfemicide is the name of my KMFDM cover band.

      • Threedoor

        ES, get me tickets!

      • juris imprudent

        The mayor of Chicago is not a serious person.

        I don’t know, I think he is seriously out of his mind.

      • rhywun

        He would be laughed out of any room without the magical power conferred by that (D) after his name.

    • Brochettaward

      So far this year, Chicago has recorded 198 homicides — the vast majority of whom are men.

      The trans fems are also men.

    • UnCivilServant

      How many of those cases were the result of the dude pretending to be a woman not revealing to a prosective intimate partner that he was in fact a dude pretending to be a woman until surprising them?

    • Brochettaward

      I clicked the link on the one actual trans who actually was murdered this year.

      Before the murder, Bell allegedly conducted internet searches for “how to kill someone with a hammer” and “if a person gets hit in the head with a hammer while sleeping what happens,” according to court documents cited by The Chicago Sun-Times.

      Criminal mastermind. Another kang with so much potential lost.

      • rhywun

        Oh I didn’t see that link.

        And it’s domestic violence, as I expected.

      • EvilSheldon

        Probably not someone who was surprised with an unexpected penis and freaked out, though.

      • rhywun

        No, and I doubt that happens much at all TBH.

        Unlike domestic violence which seems to be quite common.

      • The Other Kevin

        Sure it’s domestic violence, but they were only pushed to the brink because Trump and his minions created such a hostile environment in this country that they had no choice but to lash out.

      • Brochettaward

        He was an “on and off again” sexual partner so no. Wasn’t a case of shock as a result of surprise dick.

        I like to tell myself I stopped a trans murder when I was in Texas. My NCO was talking to a black trap in a bar. I pulled him away. Saved a life that night despite the lols.

    • EvilSheldon

      I have done this, pretty much. Even without the graph, my doctor looked like she was going to hug me.

    • UnCivilServant

      My blood pressure is remarkably stable – handing around 120/80 pretty much every time it’s measured.

      I have brought spreadsheets of other metrics to appointments.

    • Sensei

      Honestly, I work with all these statistics, but I would have probably stopped at the median and mean. I would have tracked it in the same way, however.

      Still props to the patient.

    • rhywun

      I have done the log thing for BP but not the stats.

      • Sensei

        It’s easy to do in Excel.

        I have former coworkers that could generate the probability distribution via Excel’s charting, but I was never a chart guru. So I’d be drawing the distribution the same way as the patient from the table above it.

    • Threedoor

      97/76?

      Dead.

      One thing the medical field holds is the standard deviation of blood pressures. They only want you to know what “normal” is. Not what the range of actual human blood pressures is.

      Have I said that I hate the American heart association today?

  16. Brochettaward

    Ethics question for all of you. If you put a video of your young child opening up a toy and all excited and it blew up and went viral online and you ended up with videos getting 1.2 billion views and shit, would you let him stop?

    I’d put a gun on his head and tell him to keep fucking playing with those blocks. Oh you’re 17 now? PLAY WITH THE FUCKING BLOCKS. I brought you into this world, I can take you out of it.

    • UnCivilServant

      Posting the first video was unethical on its face. Continuing to milk it for content years later is just plain vile.

      • rhywun

        This.

    • Threedoor

      Graduate to interconnecting plastic blocks from Denmark.

      And continue to play with the fucking blocks.

  17. The Late P Brooks

    Fun with numbers

    ince 2009, there has been a documented shift in road safety for American pedestrians. After decades of declines, pedestrian fatalities have been steadily increasing since the Great Recession. Deep down, we already knew why: it’s because the cars keep getting bigger. According to a new study by The New York Times and the Insurance Institute for Highway Safety, thousands of deaths would have been prevented over the past 16 years if cars had not grown so significantly in both height and weight.

    “After analyzing federal and industry records, including never-before-examined data on vehicle dimensions, we found that the rise of large pickups and S.U.V.s is an important factor,” the Times report said.

    “Our estimate is that about 200 to 400 pedestrians a year would not have died if vehicles had remained approximately the same size over the past quarter-century,” the report continued. “That represents about 10 percent of the recent increase in pedestrian deaths.”

    This kind of “according to my model” stuff makes me wonder if they actually cross referenced the make and model of the vehicles in the accident reports or if they just plugged in “assumptions” until it spit out the number they were looking for.

    • Threedoor

      It’s because peds are stupid, entitled, don’t look before they cross the street and are staring at their phones.

    • Threedoor

      Ford discontinued the Excursion in 2005.

      It’s bigger than my suburban, bigger than my one ton Chevy pickup.

    • Threedoor

      iPhone introduced in 2007…

  18. The Late P Brooks

    Pop quiz: You’re going to get hit by something coming at you at 50 miles per hour; given equal mass, would you rather that be a small object, or a large object?

    Whap! Time’s up. What did you get hit by? If you picked small, you might be dead. If you said “large,” your odds are lower. Why? Two reasons. First, F=ma and second, P = F/A. OK, I suppose that’s really just one reason, and it’s called “physics.”

    Ooh, sciency. Now where’s the graph of number of incidents vs speed? What percentage of pedestrians are hit by a vehicle travelling at more than 25mph?

    • kinnath

      Who the fuck thinks in terms of pressure?

      Energy and momentum are what matters to your internal organs.

      • trshmnstr

        Who the fuck thinks in terms of pressure?

        Your skin. It’s the difference between a bullet piercing you and a giant gust of air blowing you over.

      • kinnath

        A bullet that flattens out completely and does not penetrate deeply will transfer 100% of its energy into your internal organs and make a complete mess of them.

        A bullet that pierces the skin; passes through without hitting a vital organ; and carries most of its energy out the backside does much, much less internal damage.

        This is why people obsess about hollow points and expansion. Military rounds which are prohibited from expanded are designed to tumble to transfer as much energy as possible before exiting out the back side.

        Cars kill by blunt force trauma.

      • EvilSheldon

        A bullet that flattens out completely and does not penetrate deeply will transfer 100% of its energy into your internal organs and make a complete mess of them.

        This is not really the case (although we thought that it was for a long time, back in the infancy of wound ballistics science). If it were, someone who got shot while wearing soft body armor would die anyway from organ damage, rather than getting a nasty bruise and a few days off with pay.

        Small arms bullets kill through damage to the central nervous system, hemorrhage, and shock, in that order. All of those things require penetration depth first and foremost. Expanding bullets are preferred because they have a larger wound track and cause more internal bleeding – however, sufficient penetration is still necessary in order to reach major blood bearing organs and vessels.

        Failures to stop an assailant due to under-penetration are well documented in wound ballistics literature – the 1986 Miami shootout between the FBI and Michael Platt is probably the most famous example.

    • slumbrew

      I seriously doubt the difference between a sub-compact car and a large SUV would make fuck-all difference at 50 MPH.

      • Threedoor

        Progs are retarded.
        They hate cars because cars let you escape their 15 min city dreams.

    • rhywun

      How many giraffes per swimming pool is that?

  19. The Late P Brooks

    As enthusiasts, we’ve long accepted that weight and size bloat come with performance penalties, but decades of advances in both tire and safety system engineering have given us cars and trucks that are easy to control despite being heavier and more powerful than ever. But the numbers don’t lie; this all comes at a cost, and the debt is being paid in blood.

    Sheer poetry.

    • Threedoor

      Author needs to go play in traffic.

    • rhywun

      Meh. Some federal judge in Maryland or wherever will let them go free. Count on it.

      • Sean

        Not Hawaii?

  20. The Late P Brooks

    Would you rather be hit by a Pantera or a bulldozer?

    *Jeopardy music*

  21. The Late P Brooks

    iPhone introduced in 2007…

    Irrelevant!

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