The winning team in the first season of The Amazing Race was the team of Rob and Brennan. They showcased strong teamwork and strategic thinking throughout the race, ultimately crossing the finish line first.

In the first leg of the race, teams faced a series of challenges that included navigating through New York City, finding specific locations, and completing tasks such as taking a ferry to Staten Island and locating the famous Staten Island Ferry.

The team of Frank and Margarita had a significant rivalry with the team of Joe and Bill. Their competitive nature led to tense moments and confrontations, particularly during tasks that required speed and precision.

One of the most memorable tasks in the first season was the 'Roadblock' challenge in which teams had to assemble a traditional Chinese dragon in Chinatown, New York. This task tested their patience and ability to work under pressure.

The elimination of the first team, which was the team of Nancy and Emily, brought a mix of emotions among the remaining contestants. Some expressed sympathy, while others felt relief, knowing that the competition was still wide open.