Ultimate May Whiskey Battle: Road to the Sweet 16!

Welcome back to Your Bourbon Journey! It’s that time of the month again, and Wayne and Rebecca are diving headfirst into an absolute powerhouse lineup for our May 2026 Whiskey of the Month blind tasting! As we continue our high-stakes Road to the Sweet Sixteen, the competition is tighter than ever. With our current leaderboard running a massive scoring range of 91 to 99.5 and a Top 10 average sitting at an elite 94.95, every single point counts. Will this month’s winner have what it takes to secure a permanent spot in the year-end playoffs?

In this episode, we shake things up with a rapid “express tasting” to see the gorgeous legs and color consistency before diving deep into our traditional scoring system. Every bottle starts at a baseline of 80 points, with up to 5 points for the nose, 10 for the taste, 3 for the finish, and up to 2 elusive wild card points reserved for something truly outstanding.

We also announce some massive channel updates coming this December—including our upcoming hard-to-get distillery exclusive playoff, vintage whiskey of the year, and cocktail of the year!

Our May 2026 Contenders (In Alphabetical Order):

🥃 Cigar Blend “First Cut” | American Single Malt Whiskey (Virginia Distillery Co.) 
🥃 Fresh Bourbon Single Barrel | Kentucky Straight Bourbon Whiskey (Fresh Bourbon, LLC) 
🥃 Hard Truth 7-Year Wheated Bourbon | Indiana Straight Bourbon Whiskey (Hard Truth Distilling Co.) 
🥃 Jackson Purchase Full Proof (Special Festival Release) | Kentucky Straight Bourbon Whiskey (Jackson Purchase Distillery) 
🥃 Left Bank Single Cask (Release 5) | Kentucky Straight Bourbon Whiskey (Left Bank Distilled Spirits) 

From sweet honeysuckle aromas and rich butterscotch notes to deep barrel char and bold baking spices, this flight completely blindsided our palates. Watch until the very end to see the final score adjustments and find out which of these bottles completely stunned us, shook up the leaderboard, and forced the very first bottle elimination of the year!

Drop a comment below: Have you tried any of these expressions? Which bottle did you think would take the crown this month?

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🎓 Want to earn a FREE Whiskey Certificate? Start your bourbon education journey with Whiskey University today! Take your first steps here: https://www.whiskeyuniv.com/first-steps

📊 SEE THE LIVE LEADERBOARD: Want to see where these bottles rank against the rest of the field? Check out our real-time leaderboard here: 👉 https://yourbourbonjourney.com/2026/02/27/the-live-leaderboard-road-to-the-sweet-sixteen/

🥃 OUR NEW SCORING PROCESS: We’ve revamped our scoring to be more transparent than ever. Read the full breakdown of our new rubric and the “Sweet Sixteen” bracket process on our website: 👉 https://yourbourbonjourney.com/2026/02/27/decoding-the-pour-the-new-your-bourbon-journey-scoring-woty-process/

YOUR BOURBON JOURNEY DOES NOT SELL ALCOHOL

Original Reviews for Today’s Bottles:

🥃 Cigar Blend:

🥃 Fresh Bourbon, Jackson Purchase, and Left Bank:

🥃 Hard Truth:

🚨REMEMBER TO ALWAYS DRINK RESPONSIBLY🚨

❓Questions❓ YourBourbonJourney@gmail.com

NOTE: The spirits in this review were purchased by us. We were not compensated by the spirit producers for this review. This is simply our opinion based on what we tasted on this day. Please drink responsibly.

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Four Bourbon Contenders: The Road to the Sweet 16 Continues! 

Can a $54 Craft Bourbon Take Down a $200 Kentucky Legend? 🥃 Blind Bourbon Tasting

We are back with another high-stakes Blind Whiskey of the Month tasting! This month, we’re putting four incredible contenders to the ultimate test using our brand-new, data-driven scoring rubric. From a New York-distilled “transplant” bottled at Glenn’s Creek to the highly anticipated 2026 Woodford Reserve Double Double Oaked, this lineup is absolutely stacked.

In this episode, Wayne and Rebecca dive deep into the nose, palate, and finish of four mysterious samples. You won’t believe the scores—we actually witnessed a “Mr. Perfect” moment with one of the highest ratings we’ve ever handed out! Does the $200 price tag of the Woodford Double Double Oaked guarantee a win, or will a craft underdog like 5094 Transplant, General Thomas, or Robert’s Reserve pull off the upset?

THE CONTENDERS:

  • 5094 Transplant Bourbon (5094 Distilling/Glenns Creek) – 94.8 Proof
  • General Thomas Bourbon Single Barrel (General Thomas Spirits) – 110 Proof
  • Robert’s Reserve Bourbon (Pauley Hollow Distillery) – 92 Proof
  • Woodford Reserve Double Double Oaked (2026) – 90.4 Proof

Stay tuned until the end for the Big Reveal! We break down the math, discuss the “Sweet Sixteen” leaderboard implications, and find out which of these bottles are destined for our Whiskey of the Year tournament.

🥃 OUR NEW SCORING PROCESS: We’ve revamped our scoring to be more transparent than ever. Read the full breakdown of our new rubric and the “Sweet Sixteen” bracket process on our website: 👉 https://yourbourbonjourney.com/2026/02/27/decoding-the-pour-the-new-your-bourbon-journey-scoring-woty-process/

📊 SEE THE LIVE LEADERBOARD: Want to see where these bottles rank against the rest of the field? Check out our real-time leaderboard here: 👉 https://yourbourbonjourney.com/2026/02/27/the-live-leaderboard-road-to-the-sweet-sixteen/

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YOUR BOURBON JOURNEY DOES NOT SELL ALCOHOL

5094 Transplant Bourbon

  • Classification: Bourbon Whiskey
  • By: 5094 Distilling
  • Distilled in New York
  • Bottled by Glenns Creek Distilling
  • Mash Bill: Four Grain
  • Age: 4 Years (then 3 years in a toasted barrel)
  • Proof: 94.8
  • MSRP: $54

Original Review:

General Thomas Bourbon Single Barrel

  • Classification: Kentucky Straight Bourbon Whiskey
  • By: General Thomas Spirits LLC
  • Sourced from a Northern Kentucky distillery
  • Bottled in Newport, KY
  • Mash Bill: Undisclosed
  • Age: 5 Years
  • Proof: 110
  • MSRP: $70

Original Review:

Robert’s Reserve Bourbon

  • Classification: Kentucky Straight Bourbon Whiskey
  • Distillery: Pauley Hollow Distillery
  • Mash Bill: Four-grain (Corn, Rye, Wheat, and Malted Barley)
  • Barreling: Uses a combination of 10-gallon and 30-gallon barrels with a #3 char.
  • Age: 4 Years
  • Proof: 92
  • MSRP: $50

Original Review:

Woodford Reserve Double Double Oaked Bourbon

  • Classification: Kentucky Straight Bourbon Whiskey
  • Company: Brown-Forman
  • Distillery: Woodford Reserve Distillery
  • Mash Bill: 72% Corn, 18% Rye, 10% Malted Barley
  • Age: NAS: 5-7 Years in first barrel, then up to 2 years in second barrel
  • Proof: 90.4
  • MSRP: $199.99 (700 ml)

Original Review:

YOUR BOURBON JOURNEY DOES NOT SELL ALCOHOL

🚨REMEMBER TO ALWAYS DRINK RESPONSIBLY🚨

❓Questions❓ YourBourbonJourney@gmail.com

NOTE: The spirits in this review were purchased by us.We were not compensated by the spirit producers for this review. This is simply our opinion based on what we tasted on this day. Please drink responsibly.

#Bourbon #Whiskey #BlindTasting #YourBourbonJourney #WoodfordReserve #BourbonReview #WhiskeyGram #KentuckyBourbon #BourbonHunt #WhiskeyTasting #CraftWhiskey #BourbonLife #Distillery #WhiskeyLovers #BourbonCommunity