New York to Bulgaria for $500 (Bootlegged)

The first thing we’ve addressed when traveling on the cheap is being flexible by destination and time. If you really want to go to every country in the world, you have to follow the trade winds (where is the ticket cheapest today). And today, the cheapest ticket is Bulgaria. We found a ticket from New York to Sofia for just $280.00! I know! I couldn’t believe it either. But with the help of skyscanner.com, we found a golden ticket and simply couldn’t pass it up. With a non-stop flight, we still have $220 for 4 days. To see a video demo of using Skyscanner.com at its best, click here.

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Found the ticket! Now I have to score the hotel room.

Next, we checked hotels.com and looked for a decent room near the city center. Once we get to the hotel, we want to be within walking distance of where we want to go or at least walk to the bus center if we want to go further. Remember to become a hotels.com member so your 10th night is free. My only requirements on this trip are simple:

  1. Clean room
  2. No roommates (unless they’re coming with me)
  3. Private bathroom

After that, I couldn’t care less. However, if you’ve never stayed in a hostel, you really should at least once. It’s almost always cheaper and a great way to meet new people and sure to create at least one story worth telling when you get home (the nature of that story varies). However, I personally would rather not, for this trip.

To keep this trip under $500, I’ll need to break out a couple sneaks as I only have $55 per day and I still want to eat. So I employ two road tricks.

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Highly reviewed and near 4 stars. Clean, safe, and near the city center. No shared bathroom. My needs are met!
  1. My best friend, Skychick, agreed to come along (hotel is now split in half)
  2. I’m getting two nights free through my rewards points at Hotels.com. Even better I’m still earning towards a free night with the two nights I’m paying for, so that’s a bonus!

Right now, I found a little place for just $30 a night (split that in half means I’m paying $15) and two nights are free with my points! Fairly high number of reviews and 4 out of 5 stars, make me feel better too.

BOOM!!! Airfare and Hotel, New York to Bulgaria for $320.00 (4 Nights)!

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