We watch as the convoy moves through the last Syrian Army position into the rebel-held area.
Along the route, Syrian and Russian soldiers act as security. It is slow going with frequent stops, and everyone is on edge.
Each truck is checked and the drivers are searched. Only aid that is on the list can make it through.
Forty-six trucks carrying food and medical supplies – enough for 27,500 people – enter the area for the first time since the new campaign began.
Marwa Awad, the spokesperson for the World Food Programme in Syria, says another convoy will be allowed to take in more aid on Thursday.
« There’s up to 400,000 trapped on the inside.
« These people are living under siege and by that we mean there are serious shortages of medical assistance of food – food insecurity is very high, there are families who can’t reach the areas where they can reach the food. »
The suburb of Damascus has seen fierce fighting since the Syrian government began a major offensive last month.
The buildings on the outskirts of eastern Ghouta tell the story of seven long and bloody years of war.
It is the last rebel stronghold around the capital but after days of heavy fighting their grip appears to be weakening.
Syrian government forces claim they have taken more than 30% of the territory in the last few days.
And the sound of war is constant. Even during ceasefires, the guns in Syria never fall silent.
The UN was given assurances by both sides that the route they were taking would not be targeted but we heard fairly heavy fighting as they made the delivery.
Make no mistake, President Assad is winning the war with the help of his Russian allies.
At the front, soldiers pose giving us the victory sign – they are confident eastern Ghouta will soon fall.
The Syrian leader says terrorist groups will continue to be targeted – they are not included in any ceasefire.
The rebels claim the regime is carrying out a « scorched earth » policy.