The job of ranking the best 20 Entourage episodes was undoubtedly tricky. Few television programs delivered as reliably week in and week out as HBO’s lighthearted romp Entourage did.
Every episode usually has plenty of chuckles, whether thanks to Johnny Drama’s catchy quips, Turtle’s vain efforts to approach ladies, or superagent Ari Gold’s inventive methods of mocking his gay assistant Lloyd.
Even for the show’s straight men, manager Eric Murphy, including actor Vincent Chase, occasionally makes the crowd chuckle. So you can see how challenging it was for me to choose just 20 of the finest Entourage episodes by taking into account the hysterical cameos from stars like Seth Green,
Pauly Shore, Gary Busey, and Larry David. Although I’m constantly up for a battle, I’ve ultimately narrowed the list down to what, in my perspective, are the best Entourage episodes. Continue reading to compare your list to mine:
20. Sorry, Harvey
- Season Number: 4
- Episode Number: 4
Despite season 4 of Entourage having several mediocre episodes, “Sorry, Harvey” hits all the marks. Harvey Weingard (Maury Chaykin), a notoriously insane and frightening producer, must be informed that E and Vince are canceling their previously agreed-upon cooperation. Still, E continuously chokes after watching display after the hilarious show of the man’s lunacy.
Drama’s ego is displayed in another scene when he convinces Vince to kill Beverly Hills’ mayor so that his condo can be absorbed into the zip code. So naturally, E plus Harvey (R.I.P. Maury Chaykin) eventually wind up where Vince and Drama are, and shit happens, with the all-seeing gaze of TMZ as the cherry on top.
19. The Script And The Sherpa
- Season Number: 1
- Episode Number: 5
Val Kilmer is hardly recognizable as even the Sherpa buddy of Vince’s latest vegan lover Fiona. The Sherpa’s superior herb helps the crew, experiencing a terrible cannabis scarcity, become tremendously baked. Things become a little tense whenever the hallucinating Sherpa begins pointing a gun at people.
18. The Day F**kers
- Season Number: 4
- Episode Number: 7
While E refutes Johnny Drama’s allegation that she cannot engage in emotionless sex, the other lads support Drama. The Drama even further wagers $5,000 that now the sex-challenged Turtle can conjure up a one-night fling before E can. Vince joins the scene, supporting his friend E, and the match begins.
This episode has many on the line, including ex-girlfriends and a woman dressed as a stuffed animal.
17. Aquamansion
- Season Number: 2
- Episode Number: 3
The foursome’s eager preparations for a pajama party at Playboy Mansion in “Aquamansion” made it the most enjoyable to live vicariously through them.
Turtle is already on the prowl for the newest pajamas; drama battles to end his “lifetime ban” from the house, running with Ralph Macchio, who played the original Karate Kid, and his archenemy Pauly Shore. At the same time, Vince refuses to compromise his creative integrity to make a superhero movie.
That’s also till he discovers Marlon Brando’s magnificent mansion is up for sale. Nevertheless, we still find humor in Johnny Drama’s dejected, silk nightgown-clad walk of shame.
16. Busey And The Beach
- Season Number: 1
- Episode Number: 6
The primary beneficiary of the Entourage ensemble was Jeremy Piven, who used his fiery portrayal as Ari Gold to restart a stagnant career. Although he steals the show immediately, his most significant scene in the first season is when he chastises a former coworker for trying to take Vince in “Busey And The Beach.”
Ari breaks into a party, chases his target through a posh beach house, and finally stabs opposing agent Josh Weinstein for his dirty business dealings in a well-crafted long shot. Piven launches a fantastic speech, knocking his opponent to the ground, before returning to Vince and Eric to carry on, as usual, sowing the seeds for Vince’s independent masterwork Queen’s Boulevard.
In another scene, Gary Busey makes a terrific cameo and adds even more humor to the episode by giving Turtle some perplexing valuable lessons.
It’s a relatively quiet episode, but it’s jam-packed with fundamental character interactions and Piven at his most cutthroat and loudmouth. The Drama even receives an audition at its conclusion, which is pretty impressive.
Read More: The 30 Best American Dad Episodes To Watch Right Now
15. Date Night
- Season Number: 1
- Episode Number: 4
Things begin to get serious for Vince and the group during the first season of Entourage, which is all about the upward. The boys are excited to celebrate the premiere of his film Head On.
Eric, who had already arranged plans with Ari’s helper Emily, was not informed. The other group members eagerly offer to join him for a triple date while he expects one-on-one time.
The episode’s main plot revolves around the titular date night, which evokes early Entourage’s laid-back, fun atmosphere. Unfortunately, Drama’s most recent romance with a temperamental bodybuilder is played for big laughs. At the same time, Turtle severely spoils Eric’s plans for a romantic evening by bringing along a potentially insane Vince fan.
Although there is a slight doubt that Vince’s film, Head On, will become an outstanding achievement, the episode is constructed around the danger that it might not perform well at the box office (spoiler alert: it does). Even though there is little wonder that Head On will become a success, the ending still has some energizing power.
14. The Cannes Kids
- Season Number: 4
- Episode Number: 12
In Billy Walsh’s Medellin, a teenage actor named Vincent Chase played drug kingpin Pablo Escobar when Netflix was merely a DVD delivery business. All involved were passionate about the movie, so Vince and the crew entered it at the Cannes Film Festival to sell it, make back their investment, and win some accolades come awards season.
Well, things don’t entirely turn out that way. Before someone had even seen the concept, Vince, E, Ari, and Walsh generated much interest in it and even acquired a few high-dollar offers.
However, when it rolls to the screening, they are in for an unpleasant revelation: the movie is a disaster. The audience boos it, and the transactions that were being discussed are immediately pulled off the table. Even though they can sell it for $1 to a respectable studio, as we discover in the ensuing season, there is no salvaging it.
As usual, the boys take the movie’s failure as “water off a duck’s back,” they finish the season believing that Medellin’s impending release will result in a reevaluation of the movie (which it doesn’t).
13. I Love You Too
- Season Number: 2
- Episode Number: 9
In Entourage, Johnny Drama’s profession is an excellent source of humor, and actor Kevin Dillon enjoys contributing to it. However, his portrayal of Tarvold in Viking Quest may be his most intriguing part to date. Drama is frequently made fun of for his role in the corny fantasy series; however, when the group shows up at Comicon, they discover that the Viking Quest star is king inside the land of nerds.
He gets sunburned and quarrels with a coworker, so there isn’t much Drama at play here, but it’s amusing to see the chronic failure inside the spotlight once. Fans hound him for photos and insist that he recite the intricate lore of his role.
In other places, Vince is attempting to win over people for the next Aquaman film. But, unfortunately, he crosses paths with a reporter he had previously ignored. When a cordial conversation goes awry, he worries that the movie has already been killed off before it ever opens in theatres. Even worse, Mandy Moore, his co-star, and ex-squeeze, invites him to dine with her new fiance.
The environment is ideal for laughter and plot development, even though Entourage’s mockery of Comicon hasn’t progressed well.
12. Second To Last
- Season Number: 8
- Episode Number: 7
When Turtle’s newest business partners show interest in a pricey property, he appeals to his investors for further funding. But, unfortunately, Eric and Melinda crash Sloan’s date, Ari’s experience with the mining movie becomes personal, and Vince woos Sophia.
11. First Class Jerk
- Season Number: 5
- Episode Number: 8
Turtle asserts wildly that the men don’t buy after snagging the first-class ticket next to Jamie-Lynn Sigler. Ari is preoccupied while Josh Weinstein courts Vince.
10. Gotta Look Up To Get Down
- Season Number: 5
- Episode Number: 7
A job as the head of a significant studio is presented to Ari. He is now reconsidering his decision, though. Why? He always believed he had this kind of authority as an agent. He could make decisions with this employment but flinches for the weirdest reason.
Fans started to grow less fond of Vince after the moment where Ari told him about the offer. He then transformed into Hollywood, the one thing he had vowed never to embrace.
Vince behaved like a spoiled brat and didn’t appear pleased with his agent/friend. He expected him and Ari to complete the task they had begun. Wouldn’t having Ari as the studio director make it easier?
9. The All Out Fall Out
- Season Number: 5
- Episode Number: 3
Vince accepts Shauna’s and his accountant’s advice to participate in a sleazy sweet sixteen party to avoid going bankrupt. Following a thrilling drag race in his brand-new Ferrari, Ari raises the stakes with Adam Davies. Drama, still hurting from his separation, encounters a bottle of Johnny Walker Blue.
Although Ari has been in the entire alpha-male mood, replete with a brand-new Ferrari, chewing out a rival agent next to all of his colleagues, and returning home to a beautiful wife, all on his birthday, the episode still attempts to satisfy the stereotypical guy fantasy.
8. The Sundance Kids
- Season Number: 2
- Episode Number: 7
Did they fail? If you’re searching for a producer for your movie or are seeking acting opportunities in the industry, Sundance is where you want to be. It was all about “Queens Blvd” for the team. They intended James Cameron to glance at it, fall madly in love with it, and accept the challenge.
To see the finished version of Vince Chase’s independent film Queen’s Boulevard, the cast of Vincent Chase folds up and travels to the Sundance Film Festival.
But things didn’t turn out the way we had hoped. Finally, after watching for four hours, Cameron stands up and walks out. Vince orders his troops to head to the slopes while he is startled.
But not all was gone. Before a minor miscommunication, Turtle and Drama had the experience of a lifetime with a Peace Corps volunteer. In the end, Cameron calls back and gives his reasons for leaving.
7. Welcome To The Jungle
- Season Number: 4
- Episode Number: 1
Billy is a wild child. Since his inception, we have known this. His goal for “Medellin” is fantastic, but the discomfort continues to stand in the way. While traveling to Columbia, wealthy Nick is jailed, adding another roadblock in their path. Billy disagrees with the conclusion as well.
Eric, though, steps in to save the day. He can acquire additional funds and even secure script assistance. Billy picks himself back up after their emotional discussion and ultimately has his desired happy ending. This movie can now be produced, right?
6. Lose Yourself
- Season Number: 7
- Episode Number: 10
Season seven of Entourage, by far the worst in the series history, sees Vince jeopardize his profession by making dubious judgments and developing a drug addiction. It’s arguable if actor Adrian Grenier is entirely up to the challenge, but the plot gives the show’s later seasons some much-needed suspense.
The gang stages a mediation in the season finale, allowing them to show off their dramatic prowess. As they attempt to persuade their movie star friend to alter his behavior, Jerry Ferrara and Kevin Dillon, in particular, are sincerely moving.
As his pleas go unheard, Vince is soon imprisoned in a hotel room with a bottle of liquor and a bag of the hard stuff. Unfortunately, he doesn’t realize he has reached rock bottom until he interrupts Eminem’s party and is beaten up for his trouble.
Even though Vince’s drug use was quickly disregarded in the eighth and final season, which is a tragedy because it gave the story more bite, this episode—one of the darkest in the series—manages to weave a tragic tale in an uncharacteristically adult way.
5. Vegas Baby, Baby!
- Season Number: 3
- Episode Number: 9
Turtle offers a trip because Vince is having a hard time. To where? Vegas, naturally. They must first grab Ari, the fifth person in their group, before they may go. While Drama is out having a massage, Turtle arranges for Vince to serve as a judge at a stripper competition. What might fail?
So, Seth Green requests Eric to introduce himself to his girlfriend Sloan after Eric crosses paths with him for an unknown reason. The episode “Vegas Baby, Vegas” was not particularly insightful or crucial to any plot. Just five pals are enjoying a good time in Sin City.
4. Exodus
- Season Number: 2
- Episode Number: 13
Owing to Aquaman’s popularity, Vince is providing for his folks. Unfortunately, his private life isn’t going too well, despite the growth of his film career. Turtle and Drama take a picture of Vince’s fiancée, Mandy Moore, out with her ex-boyfriend when they are out in town. Mandy, are you lying? What does that entail for the film they’re making together if that’s the case?
Sloan informs Eric that she does not believe Mandy is an adulterer with Vince. Eric reveals to Vince that he thinks the contrary, though. Vince, though, loses it and leaves the movie. Ari opens his own business with Lloyd as his sole employee. Oh, this ought to be enjoyable.
3. One Day In The Valley
- Season Number: 3
- Episode Number: 2
Finally showing, Aquaman has enormous box office success. Could the film top Spider-record Man for the most fantastic opening weekend ever? The boys choose to see a movie in the Valley, but the heat brings a blackout. So they go to a high school party where they have fun and get some heat off.
While intoxicated, Ari comes across them and informs Vince that notwithstanding the early setbacks, the statistics are still on course to surpass Spider-Man this weekend. Vincent Chase is delightful to Hollywood greatness.
2. Return To Queens BLVD
- Season Number: 5
- Episode Number: 12
Despite their less-than-stellar return, the lads have a good time in NYC. E stalks Gus Van Sant after receiving a tip from Vince’s mother to persuade him to cast Vince in part. The Drama explores investing as Vince contacts his high school girlfriend.
Nevertheless, the boys have returned home; let’s face it, they all required this vacation.
Eric is trying his hardest to earn Vince the victory he needs because he is his best friend and manager.
However, Vince, who is privileged, believes that Eric made him appear frantic and ousted him just before Martin Scorsese called to discuss a film. So Vince now wants to recruit Eric again as his manager and extend an apology to him.
1. Give A Little Bit
- Season Number: 6
- Episode Number: 12
Sad Turtle. While boarding an aircraft to visit his lover, he receives a breakup call from her. What a mistake in timing. Drama succeeds in his “Melrose Place” audition but is eventually told that he is too old.
On the other hand, Fichtner informs him that the production company needs to sign him to a holding arrangement and will work to create something around him. Johnny succeeds.
Matt Damon and LeBron James issue a call for donations, and an unmotivated Vince accepts the task. Ari tries to persuade his wife that his business arrangement with Terrance will be successful. A professional change is discussed in Drama. Eric arranges to see Sloan.
