The teams convene at Estadio do Bessa with the Eagles aiming to build on last week's win over Porto, while their hosts - who finished ninth last term - have already exited this year's Taca da Liga.
Match preview
Establishing themselves as early favourites to claim all four trophies available in Portugal, Benfica beat old rivals Porto 2-0 in Wednesday's Super Cup at Estadio Municipal de Aveiro.
Returning hero Angel Di Maria put the Eagles ahead just after the hour mark, before substitute striker Petar Musa found the net seven minutes later to seal victory in a fiercely-fought contest featuring 12 yellow cards and one red.
Benfica had, of course, secured their place in the Supertaca as champions, having picked up a 38th league crown last season by pipping Porto to the line, but no club has managed to retain the title over the past six seasons.
Since Austrian coach Roger Schmidt arrived in Lisbon last year, success has quickly followed, as his attacking style of play brought a brilliant run of results - particularly during an unbeaten first half of the 2022-23 season.
Not only did Benfica reclaim the summit in domestic competition, they beat Juventus and twice held Paris Saint-Germain en route to the Champions League quarter-finals, before bowing out to eventual runners-up Inter.
This summer, Di Maria has returned to the Portuguese capital from Juve, while Turkish midfielder Orkun Kokcu joined from Feyenoord. However, star striker Goncalo Ramos recently left for PSG, so the signing of Brazilian forward Arthur Cabral from Fiorentina could prove crucial in continuing last term's momentum.
While Porto recorded four straight pre-season wins before losing to Feyenoord and Burnley at the end of last month, their opening-day opponents have endured a more sluggish start since returning to training ahead of the 2023-24 campaign.
In addition to friendly losses against Braga and Arouca - both without scoring a goal - Boavista crashed out of the Taca da Liga, beaten on penalties by second-tier UD Leiria after a disappointing 0-0 draw at Estadio do Bessa.
Ex-Benfica midfielder Petit led his side to an increasingly rare top-half finish last season, when they sat ninth in the final Primeira Liga standings, but now has the task of consolidating that feat over the coming months.
With Gambian striker Yusupha Njie - who has departed for Qatar on a free transfer - among those leaving this summer, Boavista must make do without their top scorer, though Robert Bozenik has made his move from Feyenoord permanent.
One of just two teams to have ever won the Portuguese title outside the 'big three' of Benfica, Sporting and Porto, Os Axadrezados are no longer in the running for such silverware these days. Nonetheless, after starting with five wins from their first seven matches last year they will be keen to make a similarly fast start on this occasion.
Boavista form (all competitions):
Benfica form (all competitions):
Team News
In addition to the headline signings of Angel Di Maria and Orkun Kokcu, Benfica boss Roger Schmidt has also added Ukrainian goalkeeper Anatoliy Trubin and UEFA competition specialist Arthur Cabral to his ranks more recently, and both could start on Monday evening.
Cabral joined the Eagles as a replacement for Goncalo Ramos, having scored only 10 goals in 42 Serie A appearances for Fiorentina. However, the Brazilian averaged a goal every other game in the Europa Conference League and registered 15 in as many European fixtures for former club Basel.
Trubin - who was tracked by Inter and other major clubs - will vie with Odysseas Vlachodimos for selection between the posts, while Kokcu features in midfield, with Rafa Silva playing a more advanced role in support of the central striker.
Boavista, meanwhile, could deploy a five-man defence as they seek to ground the Eagles, though they did start with a back four in last month's Taca da Liga tie. Either way, captain Sebastian Perez will start in midfield, with Robert Bozenik leading the line up front.
Japanese midfielder Masaki Watai is available after serving a suspension at the end of last season, but centre-back Chidozie Awaziem is set to join Ligue 1 club Nantes so Petit must make at least one change to his lineup.
Boavista possible starting lineup:
Goncalves; Malheiro, Abascal, Sasso, Onyemaechi, Ferreira; Makouta, Perez, Lourenco; Reisinho; Bozenik
Benfica possible starting lineup:
Trubin; Bah, A. Silva, Otamendi, Ristic; Neves, Kokcu; Di Maria, R. Silva, Mario; Cabral