During the lunch, Trump said he thinks "things can work out very nicely" in Tuesday's meeting. Trump had earlier tweeted about the "excitement in the air!" They'll later allows their teams to join them. Pyongyang says it hopes for a "new" start with the US.
News that U.S. Secretary of State Mike Pompeo visited North Korea was front page news with a big photo of him shaking Kim's hand the following day in the ruling party newspaper, the Rodong Sinmun.
Since then, US and North Korean diplomats have been trying to bridge the gap between the two countries' definition of denuclearization.
In a final round of pre-summit preparation, top negotiators from the two sides met Monday at the Ritz Carlton Hotel. Delegates were outlining specific goals for what Trump and Kim should try to accomplish, and multiple scenarios for how key issues could be resolved. The cost includes the hotel bill for the North Korean delegation.
North Korea had also threatened to strike Guam, an American territory in the Pacific Ocean.
"If there's a Donald Trump-Kim summit, and there is no nuclear deal, and we give Kim the ultimate prize, which is a handshake with the leader of the free world, I think it would be a historic mistake", he said. "Why would Kim. believe any commitments President Trump makes when he arbitrarily tears up an agreement with which the other party is complying?" said Antony Blinken, who was deputy secretary of state under Barack Obama.
He had his first formal meeting of the summit with the prime minister of Singapore, Lee Hsien Loong.
Washington is demanding the complete, verifiable and irreversible denuclearization (CVID) of the North, while Pyongyang has so far only made public pledges of its commitment to the denuclearization of the peninsula - a term open to wide interpretation - while seeking security guarantees.
Asked by a reporter how he felt about the summit, Trump said: "Very good".
Singapore is one of the few countries that have diplomatic relations with both the USA and North Korea.
Trump initially touted the potential for a grand bargain with North Korea to rid itself of a nuclear missile programme that has advanced rapidly to threaten the United States.
Kim was accompanied at the meeting by vice-chairman of the Central Committee of the Workers' Party of Korea (WPK) Kim Yong Chol, chairman of the Foreign Affairs Committee of the WPK Ri Su Yong, and Colonel General No Kwang Chol - one of the three promoted in a recent North Korean military shakeup.
Prime Minister Narendra Modi, aware of the historic summit, addressed the crucial Shangri La Dialogue in Singapore impressing on all for the peaceful, safe and secure region earlier this month.
And based on the tweets that Trump sent Monday morning, it doesn't seem like he left his baggage from the first summit at the door.
South Korean media also claims there were fears that Kim's Soviet-era plane might not survive the trip. The domestic importance of Trump's visit is evidenced by the fact that much of USA media, and particularly conservative media, will have a presence in Singapore all of next week. He told reporters he thinks he will know nearly immediately whether a deal can be made, saying: "I will know, just my touch, my feel".