This summit, which was earlier expected to be about talks around North Korean denuclearisation, may now be just about the two leaders "meeting each other" as was said by Trump in a press conference at Charlevoix in Quebec where the G7 summit took place. Its outcome could prove pivotal in determining whether the two nations pursue a lasting peace or a fresh military conflict.
On Monday, U.S. Secretary of State Mike Pompeo suggested U.S. sanctions and other global pressure will continue until North Korea takes steps toward denuclearization.
He reiterated that the goal of the summit remains the same: "the complete, and verifiable, and irreversible denuclearization of the Korean Peninsula".
"It's not like the Trump-Kim summit will solve everything", he added.
Kim Jong Un enjoys night-time stroll in Singapore ahead of historic summit
The hotel's lavish 47 Singapore dollar ($35) per person buffet breakfast costs about the same as what most North Koreans earn in a month. It's a Short List.
He's also repeatedly expressed his support for a meeting between Trump and Kim - even offering to facilitate it or serve as an ambassador of sorts. After greeting each other, the two leaders planned to sit for a one on one meeting that a US official said could last up to two hours, with only translators joining them.
Trump will leave Singapore around 8 p.m. Tuesday to return to Washington and will hold a media availability beforehand. "They pocket all of it and lose essentially nothing", said Christopher Hill, President George W. Bush's lead nuclear negotiator with the North.
Since then, the path to the summit has been rocky, with Mr Trump at one point calling it off completely. CBS News uploaded a video showing Kim walking through the city with his security detail.
At issue is whether Kim would be willing to abandon a nuclear weapons program that has advanced rapidly in recent years, posing an increasing threat to the US and its allies. He credits his administration's "maximum pressure" campaign with getting Kim to the table.
"I do not know of a single USA official - and we talked to a lot of them - or Japanese official below the level of the president who thinks North Korea is going to denuclearize", Green said.
Kim smiled as he took a selfie with Singapore's Foreign Minister Vivian Balakrishnan at the scenic waterfront Gardens by the Bay. "We now know they have a pretty good track record in these negotiations: a ideal track record of cheating every time".
Trump has said he hopes to make a legacy-defining deal for the North to give up its nuclear weapons, though he has recently sought to minimize expectations, saying additional meetings may be necessary.
South Korean media also claims there were fears that Kim's Soviet-era plane might not survive the trip.
What did North Korea say?The talks are expected to focus at least in part on an eventual deal to dismantle North Korea's nuclear program.
The North Korean autocrat's every move will be followed by 3,000 journalists who have converged on Singapore, and by gawkers around the world, up until he shakes hands with Trump on Tuesday.
The historic first meeting between a sitting USA president and and North Korea's leader will take place Tuesday at 9 a.m. when Trump and Kin will meet alone with only translators in the room.
He said that was because North Korea was likely to have configured its nuclear forces to permit rapid authorisation to launch in order to offset the risk of a first strike from the United States.
A security guarantee could come in the form a peace treaty to formally end the Korean War.
"We could sign an agreement".
"You know the way they say you know if you like somebody in the first five seconds?" "I also think I'll know whether or not it will happen fast". "It's about attitude, it's about willingness to get things done".
"North Korea's nuclear command, control, communications and intelligence is configured to promote a high degree of centralisation in Kim's decision-making, it beggars belief that Kim would not be within secure reach to authorise a possible launch if required", O'Neil added.
The commemorative coin issued ahead of the US-North Korea summit.