Smith led the way with a 24-ball 36, while Simmons contributed 21 off 11 balls, which assisted Riders to 97 for four off their allotment, at the Central Broward Regional Park Stadium.
Simmons, 38, put on 29 for the first wicket with captain Robin Uthappa (24), and added another 28 in a second-wicket partnership Smith, who had four boundaries in his knock.
Former Pakistan seamer Sohail Khan was the chief destroyer for the Warriors, as he claimed three for 21, with former West Indies seamer Jerome Taylor taking the other wicket.
Meanwhile, Kamran Akmal struck a brisk 34 off 11 balls, including three fours and three sixes, in a 63-run opening stand with Tillakaratne Dilshan, who struck 28 from 14 balls.
Though former Bangladesh left-arm spinner Elias Sunny slowed their progress, snaring two of the three wickets that fell in quick succession, former West Indies all-rounder Jonathan Carter and Shahid Afridi took the game away from the Riders, with an unbroken 40-run stand for the fourth wicket.
Carter struck one boundary and a maximum in his 17, while Afridi was unbeaten on 22.
Sunny ended with two wickets for 11 runs.
Another former West Indies player Chris Barnwell struck an unbeaten 28 off a mere 10 deliveries to lead New Jersey Tritons to victory over the Warriors on Sunday.
Barnwell’s knock, which included four sixes saw the Tritons chased down 85 in a contest reduced to five overs per side due to rain.
The 35-year-old Jamaican, who at one time spearheaded the attack for the West Indies, has been signed by English County side Gloucestershire to a three-year contract. He will represent the club in all forms of the game.
Having fallen out of favour with regional selectors in recent years, Taylor has made England his stomping ground. He previously had spells with Leicestershire and Sussex and most recently T20 contracts for the last two seasons with Somerset.
Taylor was a member of the Windies' 2016 World T20-winning squad. He last played for his country in 2018.
"Jerome will add pace and international experience to the attack,” said Gloucestershire head coach Richard Dawson.
"He can contribute in all formats so he'll be a valuable addition," Dawson added.
Taylor is the second West Indies fast bowler to play for Gloucestershire in successive seasons following Shannon Gabriel, who played in two first-class matches in 2019.
"I am very excited to be joining Gloucestershire," the Jamaican said. "I am grateful for the opportunity as I really enjoy playing county cricket and I am hopeful that my experience can help on and off the field."
Promoted Gloucestershire will start the County Championship Division One season against Yorkshire at Headingley on April 12
Taylor’s home debut should be against Lancashire at Nevil Road in Bristol a week later.
Rapid on his day, Taylor, in 2009, famously grabbed 5 for 11 to demolish England, leaving the visitors all out for 51 during an unforgettable spell of fast-bowling at a Sabina Park Test. His returns in 46 Tests totalled 130 wickets at 34.46. He was also capped more than 100 times in limited-overs internationals.
Bowling with express pace, Taylor had the uncanny ability to cut the ball back into the right-hander, which had many predicting a long and fruitful international career. Taylor made his debut for the West Indies in a One Day International (ODI) in St. Vincent, against Sri Lanka, and did well enough, taking 2 for 39 from 10 overs. He made his Test debut nine days later on June 20, in St. Lucia, against the same opposition. He was just 18.
Years later, however, injury, illness, and some indifferent form saw his appearances for the West Indies become mostly sporadic. He had a consistent run after returning from injury in 2014, and prior to him retiring from Tests in July 2016 but he never delivered on early potential.
“The first time I saw Jerome Taylor I was excited, but this longevity wasn’t there. The one thing I kept saying to him is just I don’t think he was patient enough,” Walsh told the Mason and Guest radio program.
“He was a much better bowler than the stats show, but he wasn’t patient enough. In my estimation, that’s why he didn’t do as well as he could have or should have in Test cricket. He was one of the most promising players I saw.”
Taylor ended his career with a haul of 150 Test wickets.