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The Best City To Visit Travel Tournament is simple: you nominate a city you love as the best to visit in 2018 and it could win you $250. The Best City To Visit Travel Tournament in an annual contest on this site where 64 cities are matched up and eliminated by weekly reader votes. The person who nominated the final remaining city will win $250 at a number of online stores, including Apple and Amazon.

To enter, write your favorite city in the comments section of this post before Thursday, March 1st 12:00pm US EST.

The cities will then be placed in tournament brackets sorted by geographical region, with the first round of voting beginning on Tuesday, March 6th, 2018. Each week the number of cities will be halved by reader votes, until there is one left. Hopefully the winning city is the one you picked.

Tournament Rules

Cities are first come first serve and several cities have already been picked by my newsletter subscribers (who got the first picks). The Best City To Visit Travel Tournament is a round robin style competition, with voting every week during the month of March.

  • Cities Already Taken: Istanbul, Plovdiv, Sarajevo, Helsinki, Berlin, Nyun Kunning, Montreal, Lisbon, New York City, Edinburgh, Sapporo, Zihuatanejo, George Town (Malaysia), Varanasi
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Important Dates

Once you enter a city, there’s nothing you have to do but keep in mind voting for yourself isn’t a bad idea. These are the days in the coming weeks to make note of:


  • March 8, 2018: Round of 32
  • March 13, 2018: Sweet 16
  • March 20. 2018: Elite 8
  • March 27, 2018: Final 4
  • April 3, 2018: Championship

The winner will be announced on Tuesday, April 10th and the prize will be delivered electronically by June 29, 2018.

Prizes And Tips

In previous years, the winners have all generally used these tactics to their success. The first two rounds are the easiest to win and lose, so don’t neglect voting in those shorter rounds. There are quite a few dates to keep up with – the best way not to miss anything is to get my posts sent directly to your inbox.

  • The $250 gift card prize will be sent as a gift card that can be used on the Apple, Amazon, Barnes & Noble, Delta, and Southwest Airlines online stores.
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More retailers may also be added; or those above modified at any time before the end of the tournament – gift cards must be for the full $250 prize amount and cannot be split among stores, transferred into cash, and will be sent to the email you use in the comments section to choose your city. Best of luck to everyone and please let me know if you have any questions.

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