If you take a little time to research, you can get a really affordable and quaint vacation within your budget and timeframe. And I mean, any timeframe. Let's say you only have a weekend to spare. Why not travel to upstate NY and go hiking through the Catskills? For less than $50, you can get a roundtrip bus ticket from Penn Station to upstate New York for a hiking weekend. You'll find yourself standing 18,000 feet in the air, on top of a mountain asking yourself why you never did this earlier. Places like Breakneck Ridge or Devil's Path are places to consider. Traveling doesn't have to take you all the way across the world, sometimes you don't even realize how wonderful the getaways are right by your own hometown.
Let's say you're looking for beautiful, sandy beaches, clear blue water and yummy coconut drinks. While Aruba or Bora Bora sound nice, I'm sure the cost would instantly disintegrate your wallet. You'd be surprised how far you can get for 3-4 days in Central or South America. Simply by keeping your options open, you can use any amount of travel hacking to make a trip work for you. Take a look at theflightdeal.com or Hopper.com or thepointsguy.com. I love to see deals from Hopper.com by hitting the EXPLORE section. You can type in your city and see what types of deals are flying out from your city. Also sign up for email newsletters from different airlines to get the fastest access to deals. From here, you can take a look at any of my handy guides - they will offer you the best way to see a city from both the local and tourists perspective!