I think the most important part of my gear is my bike, of course, and it served me well. I was riding a 2013 Surly Long Haul Trucker Disk, a bicycle intended for touring. It came as a 48/36/26 triple, but I changed the small chain ring to a 24, more on that later. The rear cogs are 9 speed 11-34. The 2014 model is nearly the same, except the rear cog is 11-32. Connecticut convinced the 24 in the front was the right move, and I am glad I had the 34 in the back. The only problem with the small 24 in the front was the diameter was slightly smaller than the 26, and if I shifted down too quickly, there was enough gap between the front derailleur and the ring that sometimes I would throw the chain beyond the ring and onto the bottom bracket and then I would be free wheeling when I really needed to be climbing steep. I learned to shift smoothly and this was not a problem. Also, the Surly LHTD comes with 37 mm tires and I changed to 28 mm Schwalbe Marathon Plus, and I have been very happy with those tires. I also installed Planet Bike front and rear fenders. I attempted a different manufacturer first, but the fender supports would not work around the disk brakes.
I had an Arkel front rack and Arkel front panniers, but for less wind resistance, I took the front rack off, kept the Arkel front panniers but mounted them on a light Blackburn rear rack. I also had an Arkel trunk bag on top of the rear rack. In the cockpit, I had a Revelate frame bag that I was very happy with, and a top tube bag from Revelate that I would not recommend. The Arkel gear was very water resistant, but not water proof. When I expected rain, I put all my gear in a white trash bag inside my panniers, and everything stayed dry. The Revelate material was not very water resistant so I kept stuff in the frame bag that did not matter if it got wet or I put stuff in zip lock bags.
For safety, I had a 1W, red 2 bulb flasher in the rear and a pair of white LED strobes in the front. Except for busy roads without a shoulder, my most dangerous issue is the car approaching on the right from a side road, who appears to be looking right at you, but can only see cars, not bikes or motorcycles, and they pull out in front of you or they T bone you. I have NOT had that problem since I put the white LED strobes in the front, and I keep them on during the day. I highly recommend white LED strobes in the front, especially if you are a single bike, not with a group. In addition, I always dressed bright; my day glow green jackets or my bright yellow Corn Pops jersey.
My frame pump was a Topeak Turbo Morph G, supposedly optimized for mountain biking. Originally I had bought a highly recommended smaller, lighter pump and the handle was in line with the pump, and the tube for the valve was inside the handle and needed to be screwed into the head of the pump when you used it, and then removed and stored again when finished. I used it a few times and figured out it was a good, small, light weight emergency pump for my road bike, but not something I was going to use every morning to air my tires. The Topeak pump had a much higher volume pump cylinder which means fewer strokes. The handle pivoted to become a T handle for better ergonomics. It had an inline gauge and a foot lever to secure the pump while I was pumping. And though it said it was optimized for MTB, I had no problem getting to 105 psi in my rear tire. And I never had a problem getting a good, locked fit on the Presta valves.
My other tool was the Topeak Alien III, which is 25 tools on a small multi tool. This was invaluable when my chain broke. I also brought 4 Allen wrenches and one small open ended wrench. What I found out I was missing, when my chain broke, was SRAM power links or chain pins. I never used my tire patch kit.
I also kept a few rags in a zip lock bag and a couple pair of thin neoprene gloves to keep my hands cleaner whenever I was working on the rear tire or chain.
As far as attire, 2 pair of riding shorts (not bibs), 2 Underarmour undershirts, 1 shirtsleeved jersey, arm warmers, leg warmers, one hi-vis windbreaker, one hi-vis rain jacket and a pair of rain pants, two pair of fingerless riding gloves and one pair of full finger insulated riding gloves was sufficient. Plus head cover for cold or wet weather.
I also can get a sore throat easily, so in addition to all my vitamins, I found a Smartwool neck gaiter to indispensable and very flexible. I would just leave it loose around my neck to keep the chill off of my neck, or I would pull it up over my ears and under my chin for a little more warmth, or pull it up over my mouth and nose if it was the coldest. This is one of my very necessary items that one might not think of.
As far as non-riding clothes, I had one pair of levi's, one long sleeve under shirt, one riding sweater that I mostly wore when I was not riding, two T shirts and two pair of underwear. I was barred from any black tie events.
For riding shoes, the Keene Commuter III's with MTB SPD cleats worked great. I rode, walked and hiked in them. I wondered how they would fare in wet weather and rain, when they were soaking wet because they are sandals. But it was not a problem, even when I was deluged the day the heavens opened up. I believe that is because even though they are sandals, they are close toed, so there is not a forward facing opening performing as an air scoop. And the sole is firm and solid enough that it was a great riding shoe. I have a tendency to get "hot foot" when I endure a sustained pressure point on a long ride. But on this ride, even when I was riding 60-70 miles a day, pushing my 30# Surly and nearly 40#'s of gear, I never had foot problems. I was very impressed with the Keene Commuter III's.
As far as electronics, I am probably more demanding and needy than most riders. I was using a Garmin 810 with Bluetooth so it could communicate with my Android smartphone and broadcast my route and position nearly real time every day. My wife and brother knew where I was at all times. My phone could also be a wifi hotspot, so I always had wifi capability. My 'computer' was an iPad. At the end of the day I could upload and post my route on FB, I could download, edit and post my pictures on FB. I could do a bit of email. I could arrange my lodging for the next night. And if I had time, I could update my blog. Also, in the event of a long ride when my phone might have a low battery and I needed the phone email and navigation app to direct me to my lodging, I had a rechargeable 10,000 maH Anker battery.
And lastly, my camera. My camera is a small form factor Panasonic Lumix TS-4, that replaced my old TS-1 that I lost overboard on a white water rafting trip in Costa Rica. The TS series is waterproof to 10 meters, and I used to snorkel with my TS-1 many times. I even lost the TS-1 on a reef in Belize overnight one time, and my boys and I found it the next day, and it continued to work even though it had overnighted through two tidal changes in salt water. So I swear by the Lumix TS series. Rain will not affect it at all. And it is also shock resistant. And last of all, and most important, it takes very reasonable pictures for a trip like this.
I think that is all me gear comments. If you have a question, or want to join me on a trip, send me a comment.