Gentleman Jack Tennessee Whiskey 375ml / Half-Bottle

Gentleman Jack Tennessee Whiskey 375ml / Half-Bottle - Flask Fine Wine & Whisky

Highlights

Charcoal mellowed twice for added smoothness, Gentleman Jack Tennessee Whiskey is full-bodied with fruit and spices, finishing silky, warm, and pleasant. Honey-colored and mellow, it opens with rich caramel and citrus aromas, then layers leather, tobacco, vanilla, cocoa, spicy cinnamon, and ginger; pair with a cigar.

Gentleman Jack Tennessee Whiskey 375ml / Half-Bottle

Just like Jack Daniel’s Tennessee Whiskey and Jack Daniel’s Single Barrel, Gentleman Jack is charcoal mellowed before going into the barrel. Gentleman Jack, however, receives an additional “blessing” when it is charcoal mellowed again after reaching maturity – making it the only whiskey in the world to be charcoal mellowed twice, giving it ultimate smoothness. Gentleman Jack is full-bodied with fruit and spices, and its finish is silky, warm, and pleasant. When you drink Gentleman Jack, you’ll always enjoy rich, rewarding taste.

Critical Acclaim

96 Wine Enthusiast

This honey-colored whiskey is mellow, smooth, mouthwatering and delicious. Rich and pretty caramel and citrus aromas precede complex flavors of leather, tobacco, vanilla and cocoa. Its long finish displays lots of caramel, spicy cinnamon and ginger. Pair with a cigar.

Gentleman Jack Tennessee Whiskey 375ml / Half-Bottle

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  • In stock, ready to ship
  • Adult signature, 21+, required.
    We recommend shipping to a business address or UPS Access Point when possible.
  • Loss and theft protection
    is available at checkout through OrderProtection.
  • Express Overnight / 2-Day:
    order by 1pm Pacific Time Monday through Thursday
    for same-day shipping. Saturday delivery requires the Saturday delivery option selected at checkout.
  • Ground:
    ships within 1-2 business days, Monday through Thursday.
  • We ship Monday through Thursday, excluding holidays. Overnight Saturday delivery orders ship Friday if placed by 2pm Pacific Time.


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This is a summary. For full details, see our
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Frequently Asked Questions

This is paramount to our business. We source our products exclusively from reputable, licensed importers, distributors, wine brokers, and world-renowned auction houses such as Sotheby's and Christie's. We also acquire bottles from select private collections where clear and documented provenance is provided, ensuring a verifiable history for our finest items.

Yes, in most cases, the photograph on the product page is of the specific bottle for sale. If we have multiple quantities of the same item, the photo represents the general condition of all bottles under that SKU. Any significant condition issues, such as low ullage or bin-stained labels, will be clearly noted in the product description. We are happy to provide additional high-resolution images upon request-please contact us.

We use premium, industry-standard materials to protect every shipment. Depending on the bottle and destination, we use a combination of insulated foam box inserts, custom-fit air column bags, and heavy-weight cardboard shippers to prevent damage. For added peace of mind, we offer shipping protection against loss or damage at checkout through OrderProtection.com.

For wine, we recommend storing bottles on their side in a dark, vibration-free environment with good humidity, ideally between 55-60°F. Spirits like whiskey should be stored upright in a cool, dark place (60-70°F) away from direct sunlight to preserve their quality.

We accept all major credit cards, PayPal, Apple Pay, and Google Pay. We also offer flexible payment options through Shop Pay Installments and Sezzle. For customers interested in using cryptocurrency, we accept BTC, ETH, XRP, USDC, and more through Coinbase Commerce.

  • Ground Shipping: Orders are typically processed within 2 business days and take 2-6 business days in transit, depending on your distance from Los Angeles.
  • Expedited Shipping (2-Day/Next Day Air): Orders placed before 12:00 PM Pacific Time are processed the same day.
  • Local Delivery: We offer same-day local delivery for eligible addresses, with the option available at checkout.

Please note that an adult (21+) signature is always required for delivery.

Yes. During periods of extreme heat, we can include optional ice packs in our insulated shippers and select an overnight shipping service & a Weather Waiver. Otherwise, it would be unsafe to ship in those conditions. We can also hold your shipment at no charge for up to one year upon request. We flag temps above 72 °F or below 32 °F as extreme.

Shipping costs are based on the number of bottles, the destination, and the selected shipping service. You can view all available options and their costs on the checkout screen before finalizing your order.