Scan Through our amazing list of live auction items that will be presented at this year's Boots & Bling.  Heath Hale and the Cowboy Auctioneers are going to help make this year's event the best ever.  All benefiting the youth we serve here at Jail To Jobs. Find out more about what we are doing at

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  • Big Buck Down (Guided Texas hunting adventure + Rifle)


    Get your trigger finger ready and take aim at a Texas style adventure! A Guided Texas hunting adventure PLUS a 308 Winchester Bolt Action Hunting Rifle. One of the greatest draws of Texas hunting is undoubtedly the Whitetail Deer. This epicTexas brush country guided hunting package for 2 combines the chance to harvest a 120 to 140 class buck and/or a cull or management buck, up to two does, feral hogs, and even quail if desired! You will not walk away empty handed. 

    • Long-Action Savage Arms™ 11 Trophy Hunter XP 308 Winchester

    • 3 day (2 full days of hunting) guided South Texas hunt

    • Rustic accomodations with Good ol’ Texan meals provided (bbq, sausage, steak)

    • Land features 2700 acres in South Texas brush country (Webb County), 4 water tanks/ponds, ~ 17 deer blinds with feeders of which 7 are 2-3 person blinds.  Also available to hunt Hogs, quail, and coyotes.

    • Pictures to take home of the hunt and any animals harvested

    • Preferred dates Dec. 6-8 or Jan. 10-12. Work with guide to decide best dates to guarantee a good hunt and optimal animal presence

    • Requirements for hunt:

      • transportation to ranch 

      • Valid Texas Hunting license

      • sighted in rifle of caliber .250 cal. or greater.

      • (.270 or larger preferred)

      • Ages 21+ (or accompanied by Parent or Legal Guardian)


    Donated by: Nathan Bailey 

  • My New Best Friend

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    Things you can never have too much! What if we could wrap all of that up into the cutest package you ever did see? Check, Check, and Check! Texas HillBullies has been preparing this special girl just for you and your family. Don’t miss this opportunity to take home the most perfect Old English Bulldogge you’ll find. To make sure she this perfect little girl stays in tip top shape, be sure to take her to Whitestone Animal Hospital who will tend to all her puppy needs. She’s here tonight just waiting for you to find her perfect name and introduce her to her forever family.

    Donated by: Texas Hillbillies-Olde English Bulldogges & Wendy Waldon at Whitestone Animal Hospital


  • Par For The Course (Iconic Jekyll Island Georgia Coast Package)


    Set among the Golden Isles, Jekyll Island was settled in 1733 as the Georgia Colony and was later known as the playground for the rich and famous. Today, it sits right in the middle of Savannah, GA and Jacksonville, FL with less than a two hour drive to either city for a beautiful day trip along the Georgia coast.  On your 7 day 6 night Georgia adventure, explore and enjoy the island’s more than 10 miles of iconic beaches, a historic landmark district, golf courses and state park-protected land. It also houses a sea turtle rescue center and has been the filming location for films like "X-Men: First Class" and "The Legend of Bagger Vance."


    This can’t miss Georgia Coast package includes:


    • 7 days and 6 nights in Jekyll Island, GA. Relax and soak up the luxury of this Waterfront 3 bedroom, 3.5 bath Condo with golf course access. Enjoy amenities such as a pool and full gym. It even includes a golf cart to tour the historic and iconic island. Don’t you worry your pretty little head, No Black Out Dates!

    • Dinner at the Jekyll Island Reserve Steak House

    • A round of golf for 4 at the Jekyll Island Golf Club



    Donated by: Kelli & Gary Wadsten

  • Let The Good Times Roll


    (French Quarter New Orleans House)

    Can you stand to miss the endless beauty, history, fun, and of course Supernaturally Satisfying Food of New Orleans? I don’t think so, just keep bidding until it’s yours! There is no better way to do it than in “The Crown Jewel of New Orleans” with this French Quarter complete package.


    • French Quarter New Orleans House - 6 days and 5 nights, with a Welcome Basket waiting for you (Sleeps 6, 3 bedrooms (2 kings 1 queen), 2 bath) **Must be used May-Sept 20th 


    This package has you covered for breakfast, lunch, and dinner!!


    • World famous coffee and the “original beignet” at Cafe Du Monde

    • Fresh, made from scratch, New Orleans classics at Copeland’s 

    • Elegant French Quarter dining with Restaurant R’evolution’s extensive menu of Creole fare, plus a 10000-bottle wine cellar 


    In between all of the mind-blowing food, you’ll be all set to explore with ease

    • 2 City Sightseeing Hop on Hop off Passes


    Donated by: Debbie & George Plaeger

  • Rockin' Out Full Throttle


    Ultimate entertainment doesn't begin to describe this jam packed package. Get away for a thrilling adventure without having to leave the Austin area! This Formula 1, entertainment getaway is calling your name. With Two 3 day passes to the 2019 Formula 1 Grand Prix, which also include general lawn admission for concerts at the Musical Festival Superstage during F1 weekend, you’ll have your pick of fun for every moment or your weekend. To complete your staycation finish each night with a luxurious stay at The Westin and wake up the next morning to breakfast before you set off on another full day of excitement. The features of this package are perfect for anyone looking for the ultimate staycation full of entertainment and fun!


    Stay and Play with:


    • Two 3 day passes to the 2019 Formula 1 Grand Prix (Nov.1-Nov.3)

    • General Admission lawn passes for all of F1 Weekend

      • November 1 Imagine Dragons

      • November 2 Pink

    • The Westin (2 nights stay + breakfast)

    • Have your pick of the lot at BMW Austin for the weekend

  • Coral In The Caymans


    Dreams do come true! Let us show you what Tropical Dreams realized can be like with this Cayman Island vacation package. You and your family or guests can relax and enjoy Cayman resort living at it’s best at the Morritt’s Resort in your week long, Ocean Front condo. On top of the many included resort amenities, this package is also sending you with two epic ocean experiences! 


    This package is your tropical dreams come true:


    • Grand Caymans Morritt’s Seaside Resort (1 week vacation rental, 2 bedroom, 2.5 bath condo, ocean front, for use in 2020 based on availability)

    • Scuba Certification Lessons for 2 @ Tom’s Dive and Swim

    • Dive with the Stingrays Excursion 

  • Lake LBJ Luxury Getaway

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    Ladies.....or Gents, you don’t have to go far to get away with your friends for the perfect escape from everyday life. Just down the road on Lake LBJ the perfect Log Cabin for you and 17 of your closest (or most fun, whichever you prefer) friends is waiting for you. Enjoy the peaceful scenic views out of your two story, floor to ceiling windows of beautiful Texas Hill Country. Lounge by the pool, or soak in the hot tub. Go ahead, no one will be splashing you or asking for a snack. In fact, let us feed you! Chef Saulo and the homies are ready to come serve you a "Private Dinner to Remember" while you enjoy the time with friends. Just in case you feel like going out for an adventure, we also have an 18 person Winery Tour all set up and ready for you.


    You don’t have to plan a thing:

    • Log Cabin (Leanin’ K cabin – 2 Weekend nights (Fri.-Sat) or 4 Weekday nights (Su-Th). Holidays excluded, Expires 12/31/20. No pets allowed. 

      • Sleeps 18, 5 Bedrooms, 3.5 Bathrooms 

      • Pool, hot tub, game room 

      • Access to lakefront area of Log Country Cove (on Lake LBJ), speedboat rentals, swimming, SUPs, paddleboats, mini golf, volleyball, basketball, hiking trail)

    • Tor Na Loch Winery Tasting for 18

    • Private Chef for 18 (Jail to Job Culinary Program)


    Donated by: Private Donor & Jail to Jobs

  • Sonoma Coast and Napa Vineyards

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    "Experience the best of what the Golden State has to offer.  Often captured by famed photographer Ansel Adams, Highway 1 along the Sonoma Coast makes for one of the most stunning drives in California. Hundreds of award-winning wineries dot the landscape between the coast and Napa Valley, the state's best know food and wine destination.  


    • Timber Cove Resort

      • 2 night stay (Sunday-Thursday) in an ocean view room at the resort perched on a dramatic bluff high above the Pacific Ocean.

      • Includes a bottle of wine and charcuterie upon arrival

      • 4 course dinner for 2 at the resort's Coast Kitchen

    • The Setting Inn (Napa)

      • 2 night stay (Sunday-Thursday) in the main building, a recently remodeled 1901 farmhouse.

      • Private wine tasting including their highly acclaimed Alexander Valley Cabernet which was awarded a 94 point rating. 

    • Winspire Booking Concierge Service

      • Dedicated travel agent to book all reservations for your experience and assist with airfare, adding nights and more.​

  • Private Dinner for 10

    “The food rivaled any top Austin restaurant, but was more memorable because of the intimacy of getting to experience this meal in our home with close friends.” Previous Winner


    What else can be said for this exclusive Boots and Bling Private Chef package?

    If you haven’t already heard, this is the hottest ticket in town. No expense or luxury will be spared when Chris Haskins, founder of Jail to Jobs, comes to your home with Chef Saulo and the Homies to treat you and your guests to a one of a kind dinner experience. Chris’ culinary skills and ingredient selection are nothing short of exciting and truly inspired. He has got you covered from planning, prepping, and preparing the entire meal. Chris and his team will take care of you every need. You won’t find a better or more impressive private dining option around.


    • Private 10 course Dinner

    • Chris Haskins will come to your home and take care of everything with Chef Saulo and the Homies

    • A one of a kind meal that is sure to impress!


    Donated by: Chris Haskins