Challenge 1: Learn how to make authentic Roman pizza and serve it to a group of locals. Stakes: If you fail to impress the locals with your pizza, you must eat frozen pizza for a week. Price estimate: Cooking class - 20 euros. Challenge 2: Attempt to speak only in Latin for a day while exploring the city. Stakes: If you break the rule, you must wear a toga and walk around the Colosseum for an hour. Price estimate: Free. Challenge 3: Busk in a popular tourist area and earn at least 20 euros. Stakes: If you fail to make 20 euros, you must wear a clown nose for the rest of the day. Price estimate: Free (assuming you already have a talent). Challenge 4: Take a polaroid picture with at least 10 strangers in front of the Trevi Fountain. Stakes: If you fail to get 10 strangers to take a picture with you, you must drink from the fountain (which is illegal). Price estimate: Polaroid camera - 20 euros. Challenge 5: Go on a treasure hunt in Villa Borghese with clues given by locals. Stakes: If you fail to find the treasure, you must wear a tutu and dance in front of strangers for an hour. Price estimate: Free (assuming you have a smartphone to receive the clues). Challenge 6: Ride a Segway through the city and give a guided tour to a group of tourists. Stakes: If you fail to impress the tourists with your tour, you must wear a sandwich board advertising your lack of Segway skills. Price estimate: Segway rental and tour guide training - 35 euros. Challenge 7: Attempt to break the world record for most gelato flavors tasted in one hour. Stakes: If you fail to break the record, you must eat only vanilla gelato for a week. Price estimate: Gelato - 15 euros. Challenge 8: Participate in a traditional Italian game of bocce with locals. Stakes: If you lose the game, you must wear a shirt that says "I'm bad at bocce" for the rest of the day. Price estimate: Bocce ball rental - 5 euros. Challenge 9: Visit the top five most touristy spots in Rome in one day. Stakes: If you fail to visit all five spots, you must wear a tourist outfit for the rest of the day. Price estimate: Public transportation - 10 euros. Challenge 10: Attempt to break the world record for the longest time spent in a single Italian kiss. Stakes: If you fail to break the record, you must wear a shirt that says "I'm a bad kisser" for the rest of the day. Price estimate: Free. Legal information: Busking is allowed in Rome as long as you have a permit, which can be obtained for free from the police station. However, there are certain areas where busking is not allowed. It is also illegal to drink from the Trevi Fountain. Riding a Segway requires a license, but you can obtain one through a rental company that provides training.