Most of the Scottish fans who remain in the US have now moved on to Miami for their final group match against Brazil on Wednesday (23:00 BST), replaced by between 10,000 and 15,000 England supporters before their game against Ghana on Tuesday (21:00 BST).
So will the special relationship with British football supporters continue?
“I think England plays more of a favourite’s role, whereas Scotland is more of an underdog, so I think it’ll be a little bit different,” added Brandon, who has now replenished his stocks of beer.
“I think it’ll be a little less wild. We’ve taken Scotland under our wings. We’re in love with Scotland now, so we’re on their side.
“I think there’s a lot of other teams that people here would vote for besides England. But I think Scotland definitely jumped the list coming here.”
The feeling is similar at The Dubliner pub in the city centre, which became a hub for Scotland fans during their stay.
“The Scots kind of really took us over,” said manager Brian McDonnell.
“It’s been nothing short of crazy, you know. They’re an awesome crowd.
“Very understanding that we were slammed, that we were all working long hours. So they’re a great gang to have and it’s sad to see them go, but I’m sure there’ll be other people rocking up to take their place.”
When asked if England’s fans will be afforded the same welcome, he added: “We won’t maybe be hanging up an English flag outside as much as the Scottish flag, but they’re still welcome and will still have a good time.”
On Monday night, footage appeared to show Marcus Mumford – lead singer of folk band Mumford & Sons – being booed during a gig at Fenway Park after jokingly blaming the rainy weather on Scotland.
Indeed, chants of No Scotland, No Party could also be heard at one point.
A sign perhaps, of the challenge England fans face to win over the city in the way that their Scottish counterparts managed.
Some however, are confident that it can be done.
“We knew from the off Boston would be one of the great cities to visit at this World Cup,” said Thomas Concannon, England Fans’ Embassy lead at the Football Supporters’ Association.
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