Mason, who was born on the Caribbean island and won Olympic silver in the high jump for Britain in 2008, died in a motorcycle accident on April 20 and an emotional Bolt served as a pallbearer at his funeral in Kingston last month.
There is likely to be plenty of feeling on display when Bolt steps onto the track at the city's National Stadium on Saturday for his last race on home soil - the 100 metres at the Racers Grand Prix - before his retirement later this year.
"I know it's going to be a lot of emotions on the day because it's my last time," the 30-year-old multiple Olympic and world champion told Reuters in a recent interview while working out at the gym.
"I know the fans are going to miss it and I will miss it also because I know the energy is going to be good in the stadium so I'm looking forward to it.
"I'm just trying to work and get into shape ... just trying to get fit and ready for the meet."
Bolt's place in the pantheon of track and field has attracted a stellar field to the National Stadium, where, a month shy of 15 years ago, he first signalled his talent by winning world junior gold in the 200 metres.
As every sports fan knows, Bolt has risen to an unprecedented dominance of sprinting in the intervening decade and a half with eight Olympic titles and another 11 gold medals in the world championships.
The Bolt phenomenon has always been as much about hard work as raw talent and charisma, however, and he admits the impact of Mason's death cut into preparations for his final season.
"It was rough for me, you know. At the start it really took us by surprise and it kind of set me back a bit training-wise, because mentally I wasn't ready to even train for two weeks or two and a half weeks," he said.
"I had to take off and just try to collect myself. So I'm just actually working hard now to try and get back to where I was, but I'm confident in myself and in my coach that we can get it done because we have done it for years and years.
"This year is no different, so it was tough, and I have to focus on what I need to do and I know my friend would want me to go out there and do my best as always and to be strong and to be focused on what needs to be done."
As the reigning world 100m and 200m champion from Beijing two years ago, Bolt will be able to skip the June 22-25 Jamaican trials for the August 5-13 world championships in London, where he will bring down the curtain on his career.
For Bolt, after his experience at the 2012 Olympics in the British capital, the decision on where to hang up his spikes for good was a simple one.
"There is no other place to do the last one because, as you saw, the Olympics in London was just out of this world," he said.
"The support and the energy in the stadium was just magnificent and I know it will be the same ...
"The energy that's going to be there is just going to be brilliant and it's definitely going to be emotional for me because it's my last one and so many Jamaican fans will be there. But it is just to go out in all the glory I can."