Wooden wine barrels stored on metal racks at Port of Leonardtown Winery.

Wine Clubs

Love our wine?  Check out the great benefits of joining our Club!

Become a member and each visit you will receive the option of:

Discounted glasses of wine for two or 2 seasonal beverages or 2 Wine Flights
15% discount on all bottle purchases
14.99 flat fee for shipping up to a case of wine to 37 states

*Please note that Wine Club and other discounts do not apply to already discounted specials*

Admiral’s Club

Perfect for Collectors

Join us in welcoming our newly formed Admirals Club! This is our choose your own wine club. Our Winemaker will make a recommendation of 3 wines for the quarterly distribution. You may agree to their pick or create your own for that quarter. Could this be the perfect club for you?

Our Admiral’s Club is for those individuals who visit us more than 8 times in a 90 day period.  We will offer our Winemaker’s quarterly distiribution selection, you have the freedom to change all three of the wines in your order from the first day of the quarter until the 21st. This Club has an quarterly fee of $50 that will be charged on the 1st of every quarter.  This covers any up charges for your first 2 drinks each visit.

Distributions occur in March, June, September and December.  

Your membership includes:

  • 15% discounts on all wine bottle purchases
  • See an associate for other benefits

Captain’s Club

Dry Wines | February, May, August, & November 

Want more Port of Leonardtown Wine? Join our Captain’s Club for special access to Winemaker’s Choice wines, new releases, barrel tastings, events, & more. The Captain’s Club specializes in “drier” wines. 

The Captain’s Club is perfect for the dry wine drinker in your life. This club features selections from our dry wines only. 

Distributions occur in February, May, August and November.

Your membership includes:

  • 15% discounts on all wine bottle purchases
  • Discounted wine flights, glasses of wine or seasonal beverage (any combination of 2).

Commander’s Club

Sweet Wines | January, April, July, & October 

Want more Port of Leonardtown wine?  Join our Commander’s Club for special access to Winemaker’s Choice wines, new releases, barrel tastings, events, & more.  The Commander’s Club specializes in “sweeter” wines.  For drier wines, try the Captain’s Club!

The Commander’s Club is perfect for the sweet wine drinker in your life. This club features selections from our sweet wines only. 

Distributions occur in January, April, July and October.  

Your membership includes:

  • 15% discounts on all wine bottle purchases
  • Discounted wine flights, glasses of wine or seasonal beverage (any combination of 2).

Have questions or interested in joining the fun? Stop by our tasting room today and ask one of our associates!

Club Pricing & Obligation:

  • No fee for initial sign up with a 1 year commitment – $50 early cancelation fee applies
  • Receive 3 bottles of wine selected by our club manager per quarter. The price of each quarter is determined by the price of bottles included! 
  • Members can make up to 3 bottle adjustment to their club order per quarter. To make an adjustment, you must visit the tasting room within the first 3 weeks of your distirbution month. All remaining orders are processed on the 21st of each distribution month and can’t be altered after this date.