As a guy who has travelled so much all around the world etc. etc.
people say travelling is expensive but its not
I've done it before but if you dont really care where you go just wait a week or two before and get a lastminute deal
example i can go to cuba right now may 8th if i book today 4.5 stars 7 days all inclusive as a single person for 1000 bucks
i can even go cheaper a 3.5
for 700 same day
for flights
check google flights, connecting flights are cheap, tuesdays and wed are the cheapest days to fly out
usually booking 45 days in advance you get the cheapest flight, the closer to the day it gets more expensive as airlines jack up their price because they expect only "business" to book that soon, sign up for airline e-mails, many times i've gotten 10% 15% off codes.
I always pack light, i aint checking in any bags, everything I need i can buy at the location so i just stroll into the airport and as soon as the plane lands im gone
invest in a tablet if you travel alot, everytime i travel its really the only time i use it
use priceline and hotwire for hotels
airbnb are getting pricey but you can still find some good deals
always check out the hotels for security deposits some are a joke like 2 bills etc. I always pay in cashh as the holds on your cc can tak awhile to get off.
always know where your embassy is incase you need it