US First Lady Melania Trump was blocked at her residence as demonstrators torched cars, smashed shop windows, fired flares at police helicopters and even slashed tyres on vehicles belonging to the Canadian delegation.
The violence forced Hamburg police to call in reinforcements from other German states, and G20 organisers to drastically curtail an official programme for spouses of visiting dignitaries.
"The Hamburg police could not give us clearance to leave," said the first lady's spokeswoman, Stephanie Grisham, explaining why she had been forced to miss a cruise tour.
Trump and Putin, meeting for the first time, shook hands on arrival a couple of hours ahead of keenly-awaited bilateral talks freighted with planetary consequences.
"I look forward to all meetings today with world leaders, including my meeting with Vladimir Putin. Much to discuss," Trump wrote on Twitter.
Asked if Putin felt the same about the talks, Kremlin spokesman Dmitry Peskov said: "Affirmative".
Their meeting, say analysts, could sway issues ranging from the North Korean crisis and conflicts in Syria and Ukraine to US-Russian disarmament treaties, world trade and global warming.
How the "contrasting styles of machismo interact... Will likely be the defining feature of their relationship," noted Derek Chollet from think-tank German Marshall Fund.
Normally a ripple-free event in the diplomatic calendar, this year's G20 summit promises to be one of the stormiest in the forum's history.
Trump's "America First" approach on trade and his climate-sceptic stance are straining relations with longstanding allies, especially in Europe.
And his tough response to North Korea's missile programme -- an issue where Russia and China are urging calm -- throws a further volatile ingredient into the mix.
But Moscow faces mounting accusations that it interfered in the election to help propel Trump into the White House. As a result, Trump faces pressure at home and from US allies to take a combative tone.
In a key speech in Warsaw on Thursday, Trump fired a rare salvo of criticism at Russia, but did not name Putin specifically.
"We urge Russia to cease its destabilising activities in Ukraine and elsewhere, and its support for hostile regimes -- including Syria and Iran -- and to instead join the community of responsible nations in our fight against common enemies and in defence of civilisation itself," he told a cheering crowd of about 10,000 people.
"Neither Tillerson or Trump have any experience of foreign policy. That is one reason why they need pros in the room when meeting Putin," said Thomas Wright of the Brookings Institution.
North Korea's successful test of an intercontinental ballistic missile this week also casts a dark shadow over the US leader's first G20 summit.
Trump had warned Thursday that Pyongyang's military sabre-rattling would bear "consequences", saying he was considering a "severe" response to its "very, very bad behaviour".
Beyond the complex diplomatic waltz, the US leader also faces tough talks in the main G20 conference room, where a united front is forming against his dismissive attitude to global warming.
Trump may have vowed to pull the US out of the 2015 Paris climate protection accord, but G20 host German Chancellor Angela Merkel stressed that "many many other countries want to go on implementing" it.
"We are not going to paper over the differences but rather, we will call discord discord," said Merkel.
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