Here is the packing list for my three month trip (I am three weeks in now). I had to plan for diverse climates and a variety of situations. I first spent a week in Iceland on my way to meet my parents for a hiking trip on the Amalfi Coast of Italy. I am now traveling by train, boat, and bus through Eastern Europe and in mid-July I head to Africa beginning in Uganda and ending in Cape Town. Finally, traveling back to the US through Brazil, Chile, and Colombia. This list is very similar to my Round the World Post but I continue to refine things a bit.
Synapse 25 - Black Dyneema / Iberian
If it doesn't fit, it doesn't go.
3 Icebreaker Marino T-shirts
2 Icebreaker Marino boxers
2 Long sleeve shirts (Wool & Price, Wrangler)
*I brought an extra LS shirt because I needed to dress a little smartly for dinner in Italy.
1 Short sleeve shirt (Icebreaker)
2 Long pants (Outlier, Prana)
1 Shorts (Patagonia)
1 Board shorts ( Patagonia)
1 Sleep shorts (Icebreaker Sonic)
2 Pair Icebreaker socks (Hike Lite Mini)
1 Adidas bathing suit (boxer brief style)
1 Trucker cap
1 Columbia sun hat
1 Golite rain shell
1 Montbell U.L. down vest
1 Pair Converse slip-on tennis shoes
1 Pair Luna Mono Sandals (awesome! - hike, run, work-out)
1 Pair Toms espadrilles (sent them home after Italy)
1 iPhone 5s (T-mobile free data and text in 100 countries)
* I don't bring a separate camera.
1 Morphie Juice-pack
1 iPad Mini
1 Battery for recharging devices (Satachi)
1 Small Bluetooth Speaker (Lon)
1 Monster Outlets to Go
1 Road Warrior Adapter
1 Bose 20i in-ear noise canceling headphones (simply the best!)
1 Klean Kanteen insulated water bottle (16 oz)
1 REI Flash 18 backpack (clothes go inside and it goes in the S25)
1 Eagle Creek Pack-It Specter compression cube set
1 RayBan folding Wayfarer sunglasses (fit perfectly, when folded, in the soft side pocket)
3 Small juggling balls (I'm learning!)
Small Toiletries Bag
Miscellaneous Items Pouch
2 Charging cords (Apple, mini USB)
1 Small Moleskine notebook and Pens
1 Steripen (water sterilization)
1 Small headlamp
Passport (Global Entry) in TB shielded passport pouch
Everything fits comfortably in the S25 with a little extra room, which I have found is important to actually operate out of the bag on a daily basis. I typically travel wearing a T-shirt, long pants, and the Converse.
If I need special gear for hiking, camping, climbing or other sports, I try to send it ahead and pick it up where I am going to use it. I am sending a pair of hiking shoes and gaiters to meet me in Dubai because I will need them in Africa.
This is what it looks like ready to go in the pack.