The Sideways Trilogy Series by Rex Pickett

Sideways is the story of two friends--Miles and Jack--going away together for the last time to steep themselves in everything that makes it good to be young and single: pinot, putting, and prowling bars. In the week before Jack plans to marry, the pair heads out from Los Angeles to the Santa Ynez wine country. For Jack, the tasting tour is Seven Days to D-Day, his final stretch of freedom... moreSideways is the story of two friends--Miles and Jack--going away together for the last time to steep themselves in everything that makes it good to be young and single: pinot, putting, and prowling bars. In the week before Jack plans to marry, the pair heads out from Los Angeles to the Santa Ynez wine country. For Jack, the tasting tour is Seven Days to D-Day, his final stretch of freedom. For Miles--who has divorced his wife, is facing an uncertain career and has lost his passion for living--the trip is a weeklong opportunity to evaluate his past, his future and himself. A raucous and surprising novel filled with wonderful details about wine, Sideways is also a thought-provoking and funny book about men, women, and human relationships. less

[Read by Scott Brick] It's now ten years later, and Miles is a successful author, but he's still searching for something; depression has him, once again, in its taloned grip. Offered a chance to travel to the antipodean country of Chile and visit their wine regions for a magazine assignment, Miles, his world turned upside down by bad financial investments and even worse luck with relationships, happily agrees... more[Read by Scott Brick] It's now ten years later, and Miles is a successful author, but he's still searching for something; depression has him, once again, in its taloned grip. Offered a chance to travel to the antipodean country of Chile and visit their wine regions for a magazine assignment, Miles, his world turned upside down by bad financial investments and even worse luck with relationships, happily agrees. A somewhat cynical Miles finds Chile, it people, and its spectacular, and vastly diverse wine regions to be a life-transforming journey. less