Season 5 Plot
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.
Entourage Season 5 aired on September 7th, 2008.
Season 5 Episodes
1. 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.
2. 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.
3. 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.
4. 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."
5. 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.
6. 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.
7. 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.
8. 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.
9. 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.
10. 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.
11. 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.
12. 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.