Few shows capture the glitz, glamour, and grind of Hollywood quite like Entourage. The HBO series, which ran from 2004 to 2011, followed the life of movie star Vincent Chase and his loyal crew—Eric, Turtle, Drama, and the unforgettable Ari Gold. Blending comedy, drama, and the high-stakes world of Tinseltown, Entourage gave us many memorable moments.
As we dive into the ten best episodes of Entourage, let’s relive the triumphs, tribulations, and undeniable mateship that made this show a cultural phenomenon.
Cast
Before we jump into the top episodes, let’s acknowledge the talented cast who brought these characters to life:
- Vincent Chase (Adrian Grenier): The rising Hollywood star around whom the show revolves.
- Eric “E” Murphy (Kevin Connolly): Vince’s best friend and manager.
- Johnny “Drama” Chase (Kevin Dillon): Vince’s older half-brother and a struggling actor.
- Turtle (Jerry Ferrara): Vince’s childhood friend and driver.
- Ari Gold (Jeremy Piven): Vince’s brash and ambitious agent.
1. “Pilot,” Season 1, Episode 1
The episode that started it all, the Pilot, introduces us to Vincent Chase and his tight-knit entourage as they navigate the cutthroat world of Hollywood. From Vince’s latest movie premiere to Ari Gold’s bombastic entrance, this episode sets the stage for the series’ blend of high stakes and hilarious moments. The chemistry between the characters is immediately apparent, with E’s level-headedness balancing Drama’s eccentricity and Turtle’s laid-back charm. Meanwhile, Ari Gold’s entrance is nothing short of iconic, showcasing his no-holds-barred approach to the industry. The Pilot is a perfect introduction, laying the groundwork for the dynamics that would keep fans hooked for eight seasons.
2. “One Day in the Valley,” Season 3, Episode 2
In “One Day in the Valley,” the stakes are high as Vince’s movie Aquaman hits theaters. The episode captures the tension and excitement of opening day, with Vince and the crew anxiously awaiting box office results. As they drive around Los Angeles, the heatwave and rolling blackouts add a layer of chaos to their adventure. The combination of humor and suspense keeps viewers on the edge of their seats. The episode culminates in a triumphant moment when they discover that Aquaman is breaking records, cementing Vince’s status as a box office star. This episode is a standout for its mix of humor and suspense, encapsulating the highs and lows of Hollywood success. Plus, seeing the gang’s wild adventure through the Valley adds an extra layer of fun.
3. “Exodus,” Season 2, Episode 13
“Exodus” is a pivotal episode where the tension between Vince and Ari reaches its boiling point. After Vince learns of Ari’s betrayal, he decides to part ways with his long-time agent. The dramatic confrontation in Ari’s office is one of the most intense scenes in the series, showcasing Jeremy Piven’s Emmy-winning performance. The episode highlights the loyalty and brotherhood among Vince and his friends as they navigate the fallout. Ari’s desperate scramble to start his own agency, complete with a dramatic exit from his old firm, is both heart-wrenching and exhilarating. This episode underscores the show’s ability to balance drama with the personal bonds that define the series. It’s a turning point that sets the stage for future conflicts and growth.
4. “Vegas Baby, Vegas!,” Season 3, Episode 9
A trip to Las Vegas promises plenty of antics, and “Vegas Baby, Vegas!” delivers in spades. The episode sees the crew heading to Sin City for a wild weekend, complete with gambling, partying, and unexpected twists. Drama’s obsession with finding his lucky hat and Turtle’s misadventures at the poker table provide plenty of laughs. Meanwhile, Vince’s attempts to land a major movie role add a layer of tension to the otherwise carefree trip. The dynamic between the characters shines as they navigate the highs and lows of their escapade, making this a fan-favorite for its blend of humor and camaraderie. Plus, it’s always a treat to see Drama in his element, embodying the essence of his quirky and loveable character.
5. “The Cannes Kids,” Season 4, Episode 12
“The Cannes Kids” takes the gang to the glamorous Cannes Film Festival, where Vince’s indie film Medellin is set to premiere. The episode is a rollercoaster of emotions, from the excitement of the festival to the crushing disappointment of the film’s reception. The crew’s interactions with eccentric European filmmakers and the luxurious yet chaotic festival atmosphere add to the drama. Vince’s hopeful anticipation is palpable, and the devastatingly bad reviews they receive are a stark reminder of the unpredictability of the film industry. This episode is a testament to the show’s ability to portray the unpredictable nature of Hollywood, all while maintaining its signature humor and heart. The picturesque backdrop of Cannes provides a stunning contrast to the episode’s dramatic twists.
6. “Give a Little Bit,” Season 6, Episode 12
In “Give a Little Bit,” Vince and the crew embark on a charitable mission to build a home for a family in need. This heartwarming episode highlights the characters’ growth and the deep bond they share. The crew’s initial reluctance gives way to genuine commitment as they become more involved in the project. It’s a refreshing change of pace from the usual Hollywood chaos, showcasing the more personal side of the entourage. The episode’s blend of humor, heart, and a touch of drama makes it a standout. Vince’s realization of the importance of giving back, and Drama’s surprisingly heartfelt contributions, highlight the characters’ development over the series. The sense of fulfillment they get from helping others provides a touching contrast to their usual self-centered pursuits.
7. “Lose Yourself,” Season 7, Episode 10
“Lose Yourself” delves into the darker side of Vince’s Hollywood lifestyle. As Vince spirals out of control due to his substance abuse, the episode takes a more serious tone, highlighting the impact of fame and fortune. The raw performances and intense storyline make this episode unforgettable. Eric’s struggle to manage Vince’s career while dealing with his friend’s self-destructive behavior adds emotional weight. The intervention scene, where Vince’s friends confront him about his addiction, is particularly powerful, showcasing the ensemble’s acting chops. It’s a stark reminder of the pressures of stardom and the importance of the entourage’s support system. This episode is a turning point, illustrating the fine line between success and self-destruction in Hollywood.
8. “Second to Last,” Season 8, Episode 7
As the series nears its conclusion, “Second to Last” sets the stage for a heartfelt and dramatic finale. Vince’s whirlwind romance with journalist Sophia takes center stage, while Ari faces a personal crisis that could change his life forever. The episode expertly balances the personal and professional stakes, paving the way for an emotional and satisfying series finale. Vince’s impulsive proposal to Sophia is both romantic and reckless, reflecting his growth and lingering flaws. Ari’s decision to step back from his career to save his marriage adds depth to his character, showing a softer side of the typically ruthless agent. The episode captures the essence of the series, focusing on the characters’ personal growth and the strength of their friendships.
9. “The End,” Season 8, Episode 8
The series finale, “The End,” wraps up the journeys of Vince and his friends with both closure and new beginnings. Vince’s impulsive decision to marry Sophia, Ari’s career-altering choice, and the crew’s emotional goodbyes make this episode a poignant end to the series. It’s a celebration of friendship, loyalty, and the highs and lows of their Hollywood adventure. The finale ties up loose ends while leaving room for future possibilities, encapsulating the essence of Entourage. Ari’s decision to leave his high-powered job for the sake of his family is particularly moving, showing his character’s evolution. Vince’s last-minute wedding is both a surprise and a fitting end to his unpredictable journey. The finale leaves fans with a sense of satisfaction and a touch of nostalgia, honoring the characters and their stories.
10. “Welcome to the Jungle,” Season 4, Episode 1
“Welcome to the Jungle” is a unique and refreshing episode that stands out for its documentary-style format. Chronicling the making of Medellin in Colombia, the episode offers a behind-the-scenes look at the chaotic production process. The blend of humor, tension, and cultural clashes makes it a standout. Vince’s struggles with the demanding director and the crew’s misadventures in the unfamiliar terrain add layers of complexity. The episode is a testament to the show’s creativity and willingness to take risks, providing a fresh perspective on Vince’s Hollywood journey. It highlights the camaraderie and resilience of the entourage as they face challenges together, showcasing the series’ ability to innovate while staying true to its core themes.
These ten best episodes of Entoruage capture the essence of what made the show great, from laugh-out-loud moments to heartfelt drama and of course the unbreakbale bond they have for each other.
Victory!
How To Watch Entourage
Entourage is available to stream on Binge.
The Entourage Podcast
For fans looking to dive even deeper into the world of Entourage, the official Entourage podcast is a must-listen. ‘Victory The Podcast ‘hosted by creator Doug Ellin and star Kevin Dillon (Johnny “Drama” Chase), this podcast offers a behind-the-scenes look at the making of the show, featuring interviews with cast members, crew, and special guests.
What to Expect
Each episode of the podcast is filled with:
- Behind-the-Scenes Stories: Get an insider’s perspective on how some of the most iconic episodes were created, complete with anecdotes from the set.
- Guest Interviews: Hear from your favorite cast members, including Adrian Grenier (Vincent Chase), Kevin Connolly (Eric “E” Murphy), Jerry Ferrara (Turtle), and Jeremy Piven (Ari Gold), as well as guest stars and industry insiders.
- Episode Recaps: Relive the best moments from the show with detailed episode recaps and discussions about key plot points and character developments.
- Industry Insights: Gain a deeper understanding of the entertainment industry, including the challenges and triumphs faced by the cast and crew.
Why You Should Tune In
Victory The Podcast is perfect for both die-hard fans and newcomers to the series. It’s a great way to revisit your favorite episodes, gain new insights, and hear firsthand from the people who made the magic happen. Whether you’re interested in the glitz and glamour of Hollywood or the camaraderie of the characters, this podcast offers something for everyone.
How to Listen
You can find Victory The Podcast on all major streaming platforms, including Apple Podcasts, Spotify, and Google Podcasts.