Trainer Saeed bin Suroor sent out a Group One double at Meydan to take Godolphin's tally at the highest level to 201.
Hunter's Light provided the first leg of the brace and landmark 200th victory as he claimed the Al Maktoum Challenge R3 Sponsored By Emirates Airline at Meydan.
The 10-furlong contest is an acknowledged trial for the Dubai World Cup and Monterosso won the race last year before going on to glory in the main event.
He was in the line-up once again but was some way off the pace on his first start in 245 days, with Daddy Long Legs setting the gallop up front.
Breeders' Cup Turf winner Little Mike, having his first start since arriving from America and switching to the Tapeta surface, raced prominently before taking it up turning for home.
However, it soon became evident that he was struggling and Silvestre de Sousa produced the Saeed bin Suroor-trained Hunter's Light with a perfectly-timed run to win in convincing style.
Godolphin racing manager Simon Crisford said: "Hunter's Light is a lovely horse and he was also our 199th Group One winner when he took the Premio Roma in November.
"Tonight was a great performance and he will go to the Dubai World Cup (March 30) now.
"He is thriving here and is going to run a really big race in the Dubai World Cup. It depends on what else is going to turn up but, if he is running against the same horses as tonight, I would fancy him to win."
Second-placed Kassiano could also take his chance in the World Cup, along with Monterosso.
"We will sit down and think about whether Kassiano will run in the Dubai World Cup but, certainly on that run, he deserves his chance," Crisford told www.godolphin.com.
"These races take a lot of winning and both Hunter's Light and Kassiano have done very well. We knew that Monterosso was going to be rusty tonight, so hopefully he will improve a lot for the run."
Sajjhaa made it 201 wins for Godolphin as she finished with a flourish in the Jebel Hatta Sponsored By Emirates Airline over nine furlongs.
The six-year-old sported the Godolphin third colours and William Buick had to exercise extreme patience as he waited for a gap to open up along the rail.
However, when the space came, Sajjhaa proved equal to the task and accelerated through to claim a three-quarter-length win over The Apache.
"I didn't have much choice (but to be patient) but she picked up well and I always thought the inside would open up," Buick told At The Races.
"I think she could be a good horse for something like the Dubai Duty Free.
"It's very competitive here and it's really nice to be able to ride her and to finish off with a winner is fantastic."
Bin Suroor actually saddled four winners on the card with African Story repeating his triumph of last year as he landed the Group Three Burj Nahar Sponsored By Emirates Holidays over a mile.
He went on to take the Godolphin Mile on World Cup night and his two-and-a-half-length success puts him in the frame for that event once again.
Kieren Fallon steered Bin Suroor's Secret Number to glory in the nine-furlong Al Bastakiya Sponsored By Emirates Skywards.
Jakkalberry bounced back to winning form as he ground out a half-length victory in the Dubai City Of Gold Sponsored By Emirates Skycargo.
Marco Botti's charge posted arguably a career-best effort when finishing third in the Melbourne Cup last November but he subsequently disappointed when well down the field in the Japan Cup.
Given a break since then, Jakkalberry took a while to get warmed up in this mile-and-a-half heat with the field virtually crawling through the early stages of the race.
When Ryan Moore gave the signal though, Jakkalberry responded in style, passing Mike De Kock's Await The Dawn and pushing half a length clear at the line.
De Kock's Shea Shea held off Irish raider Sole Power by two and a half lengths in the Meydan Sprint Sponsored By Emirates Holidays while Reynaldothewizard landed the Mahab Al Shimaal Sponsored By Emirates Skywards.
