Entourage

Season 5

12 episodes 9 seasons

After a disastrous screening of 'Medellin' at the Cannes Film Festival, Vince seeks refuge from the pressure. Eric is determined to get Vince back to the top, while Ari fights to deliver for Vince. Drama continues his successful television career and Turtle re-examines his contributions.

Release Date

Premiered

Entourage Season 5 released on September 7, 2008.

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S05E01 Aired September 07, 2008

Fantasy Island

As the dismal reviews for Medellin continue to roll in, Vince hides out in a Mexican paradise with Turtle. Meanwhile, producer Carl Ertz wants a meeting with Vince about a role in a guaranteed hit, and Eric and Ari go all out to persuade him to come back to LA. Drama turns prima donna during a Five Towns photo shoot, and begins a "virtual" romance with Jacqueline, his Cannes girlfriend.

S05E02 Aired September 14, 2008

Unlike a Virgin

Vince is feeling insecure about more than just his career when former flame Justine Chapin pawns him off on her friend at a party. Eric offers to represent LB and Nick, two writers of an indie film script, but can't get them Vince, or any help from Ari. Drama maintains constant contact with Jacqueline.

S05E03 Aired September 21, 2008

The All Out Fall Out

To avoid bankruptcy, Vince takes Shauna's and his accountant's advice by agreeing to make an appearance at a not-so-sweet-sixteen bash. After a fast and furious drag race in his new Ferrari, Ari ups the ante with Adam Davies. Still devastated by his breakup, Drama befriends a bottle of Johnny Walker Blue.

S05E04 Aired September 28, 2008

Fire Sale

Ari shows interest in Eric's indie script, imagining it as a big studio production with Vince as the lead, but believing they now have a bidding war on their hands, the writers up their price. Determined to postpone his post-breakup depression, Drama gets pumped for his guest appearance on "The View."

S05E05 Aired October 05, 2008

Tree Trippers

Making the right call on a crucial career move calls for Vince and the guys to search for clarity and guidance in the arid expanse of Joshua Tree National Park. Meanwhile, Lloyd assists Ari in his time of need.

S05E06 Aired October 12, 2008

ReDOMption

Ari wagers on a role for Vince in a game of golf with Alan Gray. After causing a televised car chase, Dom asks Vince to bail him out, but only Eric can afford it. Desperate for a job, Turtle agrees to be Drama's personal assistant.

S05E07 Aired October 19, 2008

Gotta Look Up to Get Down

Vince gets a taste of the fashion world when he agrees to do a Dolce & Gabbana photo shoot with a gorgeous supermodel. Ari pays his respects at a funeral while he tries to work a deal for Vince.

S05E08 Aired October 26, 2008

First Class Jerk

After scoring a first class seat next to Jamie-Lynn Sigler, Turtle makes a mile-high claim the guys just don't buy. While Ari is distracted, Josh Weinstein courts Vince.

S05E09 Aired November 02, 2008

Pie

On the set of "Smokejumpers," Vince contends with first-day jitters and intimidating co-star Jason Patric. Ari has lunch with Andrew Klein, an old friend and mentor who needs his help.

S05E10 Aired November 09, 2008

Seth Green Day

E's new client Charlie gets his pilot script picked up, but the studio wants to cast E's arch-nemesis, Seth Green. Vince confronts Verner, the director of "Smokejumpers," who tells Vince to work on his bad habits. To help impress Babs, Ari and Lloyd give Andrew a Hollywood makeover.

S05E11 Aired November 16, 2008

Play'n with Fire

During shooting of a pivotal scene for "Smokejumpers," Vince gets contradictory direction from Verner, and Ari and Dana Gordon try to put out the flames. After receiving an unexpected call, Turtle has a clandestine meeting.

S05E12 Aired November 23, 2008

Return to Queens Blvd.

Despite a not-so-triumphant return, the guys party it up in NYC. After getting a tip from Vince's mom, E stalks Gus Van Sant to convince him to cast Vince in a role. Meanwhile, Vince reconnects with his high school sweetheart and Drama considers an investment opportunity.