Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Annapolis, Maryland

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Featured Local Events

Washington, DC

WSET Level 1 Award In Wines

Sat, August 22, 2026

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Elkridge, MD, MD

Explore The Wines Of Oregon

Thu, September 17, 2026

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Washington, DC

WSET Level 2 Award In Wines

Wed, October 28, 2026

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Washington, DC

WSET Level 1 Award In Wines

Sat, October 3, 2026

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Online Class

WSET Level 2 Award In Wines Online Live (Zoom)

Mon, October 19, 2026

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Washington, DC

WSET Level 2 Award In Wines

Wed, September 23, 2026

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Elkridge, MD, MD

Reimos With Rioja Spanish Wine Dinner

Thu, August 20, 2026

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Philadelphia, Pennsylvania

Accelerated Sommelier Course (Summer)

Mon, August 17, 2026 to Sat, August 22, 2026

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Elkridge, MD, MD

Duckhorn Wine Dinner

Thu, August 6, 2026

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Online Class

WSET Level 3 Award In Wines Online Live (Zoom)

Tue, October 20, 2026

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Purcellville, Virgnia

Loudoun Pours To Explore - Sparkling, Chardonnay, & Tannat

Sat, August 22, 2026

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Washington, DC

WSET Level 1 Award In Wines

Sat, October 24, 2026

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All Upcoming Local Events

134 Events listed within 30 miles.

60 miles 30 miles 15 miles
  • Jul 22-29, 2026 (Wed-Wed)
  • Jul 30-Aug 6, 2026 (Thu-Thu)
  • Aug 7-14, 2026 (Fri-Fri)
  • Aug 15-22, 2026 (Sat-Sat)
St. Michaels Wine Tasting Cruise!
St. Michaels Sailing Charters | St. Michaels, Maryland
  • Jul 25, 2026 (Sat)
Live Jazz & Wine Tasting : Kenyatta
402 N Howard | Baltimore, MD
  • Jul 25, 2026 (Sat)
Literary Cocktails With Chantal Tseng
Baan Siam | Washington D.C., DC
  • Jul 26, 2026 (Sun)
Atlas Brew Works Brewery Tour
Atlas Brew Works Bridge District Brewery & Tap Room | Washington, DC
  • Jul 26, 2026 (Sun)
Lechón Con Familia
Qui Qui DC | Washington DC, DC
  • Jul 28, 2026 (Tue)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Jul 29, 2026 (Wed)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Jul 29, 2026 (Wed)
Grilled & Grapes: Wines For The Barbecue
Drug City Tasting Room | Dundalk, MD
  • Jul 29, 2026 (Wed)
Sips Of Summer #4 Sparkling Sips From California
Chesapeake Wine Company | Baltimore, MD
  • Jul 29, 2026 (Wed)
The Wine Room
Eaton House | Washington, DC
  • Jul 29, 2026 (Wed)
Wine-Not Wednesdays - Spirits & Spice Wine Tasting - D.C.
Spirits & Spice Washington D.C | Washington, DC
  • Jul 29, 2026 (Wed)
Maker's Mark Exploration Of Innovation
Total Wine & More | Multiple Locations, Nearby
  • Jul 30, 2026 (Thu)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Jul 30, 2026 (Thu)
Spirits & Spice D.C. Tequila Thursdays
Spirits & Spice Washington D.C | Washington, DC
  • Jul 30, 2026 (Thu)
Cranes X Bully - A Culinary Story By Chef Pepe Moncayo
Bully Spanish Steakhouse | Washington DC, DC
  • Jul 30, 2026 (Thu)
Spirits & Spice Washington D.C. Whiskey Experience
Spirits & Spice Washington D.C | Washington, DC
  • Jul 30, 2026 (Thu)
Cooking Class In Washington D.C. Spanish Paella And Tapas
Blossom Bakery and Cafe | Washington, DC
  • Jul 30, 2026 (Thu)
Bites & Barrel Aged
Total Wine & More | Multiple Locations, Nearby
  • Jul 30, 2026 (Thu)
Make Sushi With Chef Brandi - Sushi Making Cooking Class In Baltimore | Classpop!™
Swill by Blacksmiths | Baltimore, MD
  • Jul 31, 2026 (Fri)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Jul 31, 2026 (Fri)
Live Jazz & Wine Tasting
402 N Howard St | Baltimore, MD
  • Jul 31, 2026 (Fri)
Wine & Watercolors With Shop Made In MD
Shop Made in Maryland - College Park | College Park, MD
  • Jul 31, 2026 (Fri)
Gin 101 With McClintock Distilling
Total Wine & More | Multiple Locations, Nearby
  • Jul 31, 2026 (Fri)
Cooking Class In Washington D.C. Pasta From Scratch
Blossom Bakery and Cafe | Washington, DC
  • Jul 31, 2026 (Fri)
Bites & Barrel Aged
Total Wine & More | Multiple Locations, Nearby
  • Aug 1, 2026 (Sat)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Aug 1, 2026 (Sat)
Wine & Jazz At Marietta
Marietta Historic Site & Museum | Glenn Dale, Maryland
  • Aug 1, 2026 (Sat)
Wine & Jazz At Marietta
Marietta Historic Site & Museum | Glenn Dale, Maryland
  • Aug 1, 2026 (Sat)
Cooking Class In Washington D.C. Pasta From Scratch
Blossom Bakery and Cafe | Washington, DC
  • Aug 1, 2026 (Sat)
Atlas Brew Works Brewery Tour
Atlas Brew Works Bridge District Brewery & Tap Room | Washington, DC
  • Aug 1, 2026 (Sat)
Pizza & Wine Class
506 S Central Ave | Baltimore, MD
  • Aug 2, 2026 (Sun)
Atlas Brew Works Brewery Tour
Atlas Brew Works Bridge District Brewery & Tap Room | Washington, DC
  • Aug 3, 2026 (Mon)
Whiskey Tasting With Trained Bourbon Steward
Three Whistles - Brightwood | Washington, DC
  • Aug 4, 2026 (Tue)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Aug 4, 2026 (Tue)
Whiskey Tasting: Savor The Extraordinary, Support The Cause
Spirit Shop Falls Road | Baltimore, MD
  • Aug 4, 2026 (Tue)
Cooking Class In Washington D.C. Sushi Maki Rolls
Blossom Bakery and Cafe | Washington, DC
  • Aug 5, 2026 (Wed)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Aug 5, 2026 (Wed)
Aperitivo Hour Natural Wine Tasting
Sonny’s Pizza | Washington, DC
  • Aug 5, 2026 (Wed)
Wine-Not Wednesdays - Spirits & Spice Wine Tasting - D.C.
Spirits & Spice Washington D.C | Washington, DC
  • Aug 5, 2026 (Wed)
Cooking Class In Washington D.C. Pasta From Scratch
Blossom Bakery and Cafe | Washington, DC
  • Aug 6, 2026 (Thu)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Aug 6, 2026 (Thu)
Spirits & Spice D.C. Tequila Thursdays
Spirits & Spice Washington D.C | Washington, DC
  • Aug 6, 2026 (Thu)
Bourbon Pairing Dinner
UNO Pizzeria & Grill | Ellicott City, MD
  • Aug 6, 2026 (Thu)
Spirits & Spice Washington D.C. Whiskey Experience
Spirits & Spice Washington D.C | Washington, DC
  • Aug 6, 2026 (Thu)
Wine And Cheese - A Guide To Perfect Pairings
Total Wine & More | Multiple Locations, Nearby
  • Aug 6, 2026 (Thu)
DUCKHORN Wine Dinner
The Elkridge Furnace Inn and Garden House | Elkridge, MD
  • Aug 6, 2026 (Thu)
Duckhorn Wine Dinner
The Elkridge Furnace Inn and Garden House | Elkridge, MD, MD
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  • Aug 6, 2026 (Thu)
In-person Class: Spanish Tapas With A Modern Twist (DC)
Galería | Washington, DC
  • Aug 6, 2026 (Thu)
Sushi Making With Chef Brandi - Sushi Making Cooking Class In Baltimore | Classpop!™
Swill by Blacksmiths | Baltimore, MD
  • Aug 6, 2026 (Thu)
The Dinner Table At Sost (DC)
SOST | Washington, DC
  • Aug 7, 2026 (Fri)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Aug 7, 2026 (Fri)
Small Planes Monthly Coffee Tasting- AUGUST
2400 T St NE | Washington, DC
  • Aug 7, 2026 (Fri)
Wine & Watercolors With Shop Made In MD
Shop Made in Maryland - College Park | College Park, MD
  • Aug 7, 2026 (Fri)
Chef's Table: Roots And Vine
Kent Island Resort | Stevensville, MD
  • Aug 7, 2026 (Fri)
Wine And Cheese—A Guide To Perfect Pairings
Total Wine & More | Multiple Locations, Nearby
  • Aug 8, 2026 (Sat)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Aug 8, 2026 (Sat)
Atlas Brew Works Brewery Tour
Atlas Brew Works Bridge District Brewery & Tap Room | Washington, DC
  • Aug 8, 2026 (Sat)
Wine And Cheese - A Guide To Perfect Pairings
Total Wine & More | Multiple Locations, Nearby
  • Aug 9, 2026 (Sun)
Makgeolli Brewing Class - BTS Weekend
JS Brewery | Columbia, MD
  • Aug 9, 2026 (Sun)
Atlas Brew Works Brewery Tour
Atlas Brew Works Bridge District Brewery & Tap Room | Washington, DC
  • Aug 11, 2026 (Tue)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Aug 12, 2026 (Wed)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Aug 12, 2026 (Wed)
Wine-Not Wednesdays - Spirits & Spice Wine Tasting - D.C.
Spirits & Spice Washington D.C | Washington, DC
  • Aug 12, 2026 (Wed)
Ciel Riviera Community Table
Ciel Social Club | Washington, DC
  • Aug 12, 2026 (Wed)
An Evening With Linganore Wine Cellars
Total Wine & More | Multiple Locations, Nearby
  • Aug 13, 2026 (Thu)
Spirits & Spice D.C. Tequila Thursdays
Spirits & Spice Washington D.C | Washington, DC
  • Aug 13, 2026 (Thu)
Spirits & Spice Washington D.C. Whiskey Experience
Spirits & Spice Washington D.C | Washington, DC
  • Aug 13, 2026 (Thu)
Cooking Class In Washington D.C. Sushi Maki Rolls
Blossom Bakery and Cafe | Washington, DC
  • Aug 13, 2026 (Thu)
Ron Del Barilito P.F. Selection III 1994 Tasting
Qui Qui DC | Washington DC, DC
  • Aug 13, 2026 (Thu)
Classic Cocktails Deconstructed
Total Wine & More | Multiple Locations, Nearby
  • Aug 13, 2026 (Thu)
Make Floral Pasta With Chef Jesse - Pasta Making Cooking Class In Baltimore | Classpop!™
Swill by Blacksmiths | Baltimore, MD
  • Aug 14, 2026 (Fri)
Latte Art Basics- DC
Counter Culture Coffee DC | Washington, DC
  • Aug 14, 2026 (Fri)
  • Aug 15, 2026 (Sat)
Ron Del Barrilito Bar Takeover
Qui Qui DC | Washington DC, DC
  • Aug 14, 2026 (Fri)
5 Course Wine Dinner Featuring Chefs Of Little Italy Baltimore
Little Italy Lodge 2286 | Baltimore, MD
  • Aug 14, 2026 (Fri)
Wine & Watercolors With Shop Made In MD
Shop Made in Maryland - College Park | College Park, MD
  • Aug 14, 2026 (Fri)
Botanicals & Smoke: The Edinburgh Gin X Smokehead Cocktail Lab
Total Wine & More | Multiple Locations, Nearby
  • Aug 14, 2026 (Fri)
Elora After Dark™
Savage Mill | Savage, MD
  • Aug 14, 2026 (Fri)
Classic Cocktails Deconstructed
Total Wine & More | Multiple Locations, Nearby
  • Aug 17-22, 2026 (Mon-Sat)
Accelerated Sommelier Course (Summer)
Wine School of Philadelphia | Philadelphia, Pennsylvania
  • Aug 20, 2026 (Thu)
Sip, Savor, And Salud - An Intro To Spanish And Portuguese Wines
Total Wine & More | Multiple Locations, Nearby
  • Aug 20, 2026 (Thu)
Reimos With Rioja Spanish Wine Dinner
The Elkridge Furnace Inn and Garden House | Elkridge, MD, MD
Buy Tickets
  • Aug 20, 2026 (Thu)
Riemos With Rioja Spanish Wine Dinner
The Elkridge Furnace Inn and Garden House | Elkridge, MD
  • Aug 20, 2026 (Thu)
Spirits With A Twist - A Flavored Spirits Exploration
Total Wine & More | Multiple Locations, Nearby
  • Aug 21, 2026 (Fri)
Sip, Savor, And Salud - An Intro To Spanish And Portuguese Wines
Total Wine & More | Multiple Locations, Nearby
  • Aug 21, 2026 (Fri)
McCormick & Schmick's + Stags' Leap Wine Dinner - Baltimore
McCormick & Schmick's Seafood & Steaks | Baltimore, MD
  • Aug 22, 2026 (Sat)
WSET Level 1 Award In Wines
Capital Wine School | Washington, DC
  • Aug 22, 2026 (Sat)
Spirits With A Twist - A Flavored Spirits Exploration
Total Wine & More | Multiple Locations, Nearby
  • Aug 22, 2026 (Sat)
Loudoun Pours To Explore - Sparkling, Chardonnay, & Tannat
Walsh Family Wine | Purcellville, Virgnia
  • Aug 23-30, 2026 (Sun-Sun)
  • Aug 31-Sep 7, 2026 (Mon-Mon)
  • Sep 8-15, 2026 (Tue-Tue)
  • Sep 16-23, 2026 (Wed-Wed)
St. Michaels Wine Tasting Cruise!
St. Michaels Sailing Charters | St. Michaels, Maryland
  • Aug 27, 2026 (Thu)
Great Wines Of The Pacific Northwest
Total Wine & More | Multiple Locations, Nearby
  • Sep 2, 2026 (Wed)
Distinguished Vineyards: A Collection Of Wines From California, Oregon And New Zealand
Total Wine & More | Multiple Locations, Nearby
  • Sep 3, 2026 (Thu)
A Tour Of Italy With Winebow
Total Wine & More | Multiple Locations, Nearby
  • Sep 10, 2026 (Thu)
California Uncorked - Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby
  • Sep 12, 2026 (Sat)
California Uncorked - Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby
  • Sep 16, 2026 (Wed)
Exploring Médoc's Esteemed Chateaus With Robert Cavanaugh
Total Wine & More | Multiple Locations, Nearby
  • Sep 17, 2026 (Thu)
A Relaxed Journey Through Selected Iconic Wine Regions Of France
Total Wine & More | Multiple Locations, Nearby
  • Sep 17, 2026 (Thu)
Explore The Wines Of Oregon
The Elkridge Furnace Inn and Garden House | Elkridge, MD, MD
Buy Tickets
  • Sep 17, 2026 (Thu)
Exploring Champagne Mailly Grand Cru With Robert Cavanaugh
Total Wine & More | Multiple Locations, Nearby
  • Sep 17, 2026 (Thu)
Chart House Prime- Prisoner Wine Dinner
Chart House Prime | Annapolis, MD
  • Sep 19, 2026 (Sat)
A Premium Tequila Experience: The Art Of Agave
Total Wine & More | Multiple Locations, Nearby
  • Sep 20, 2026 (Sun)
  • Sep 20, 2026 (Sun)
CRUSH- Winetoberfest
Lulu's Winegarden | Washington DC, DC
  • Sep 23, 2026 (Wed)
Exploring Champagne Mailly Grand Cru With Robert Cavanaugh
Total Wine & More | Multiple Locations, Nearby
  • Sep 23, 2026 (Wed)
WSET Level 2 Award In Wines
Capital Wine School | Washington, DC
  • Sep 24-Oct 1, 2026 (Thu-Thu)
  • Oct 2-9, 2026 (Fri-Fri)
  • Oct 10-17, 2026 (Sat-Sat)
  • Oct 18-25, 2026 (Sun-Sun)
St. Michaels Wine Tasting Cruise!
St. Michaels Sailing Charters | St. Michaels, Maryland
  • Sep 24, 2026 (Thu)
Singular Sensations—Getting To Know Single Malt Scotch
Total Wine & More | Multiple Locations, Nearby
  • Sep 24, 2026 (Thu)
Singular Sensations - Getting To Know Single Malt
Total Wine & More | Multiple Locations, Nearby
  • Sep 26, 2026 (Sat)
Unwine Festival
Patuxent River Park | Upper Marlboro, Maryland
  • Sep 26, 2026 (Sat)
Singular Sensations - Getting To Know Single Malt
Total Wine & More | Multiple Locations, Nearby
  • Oct 1, 2026 (Thu)
Vive La France
Total Wine & More | Multiple Locations, Nearby
  • Oct 2, 2026 (Fri)
Beyond The Map: The Pioneering Art Of Blending And Maturing Jefferson’s Whiskey
Total Wine & More | Multiple Locations, Nearby
  • Oct 3, 2026 (Sat)
WSET Level 1 Award In Wines
Capital Wine School | Washington, DC
  • Oct 3, 2026 (Sat)
Vive La France
Total Wine & More | Multiple Locations, Nearby
  • Oct 7, 2026 (Wed)
Champagne Immersion With Laurent Perrier
Total Wine & More | Multiple Locations, Nearby
  • Oct 8, 2026 (Thu)
Sip N' Snack Pairings
Total Wine & More | Multiple Locations, Nearby
  • Oct 9, 2026 (Fri)
Sip N’ Snack Pairings
Total Wine & More | Multiple Locations, Nearby
  • Oct 10, 2026 (Sat)
Sip N' Snack Pairings
Total Wine & More | Multiple Locations, Nearby
  • Oct 15, 2026 (Thu)
Exploremos América Del Sur (Let's Explore South America)
Total Wine & More | Multiple Locations, Nearby
  • Oct 15, 2026 (Thu)
Cordially Yours
Total Wine & More | Multiple Locations, Nearby
  • Oct 16, 2026 (Fri)
A Taste Of Maryland With Boordy Vineyards
Total Wine & More | Multiple Locations, Nearby
  • Oct 17, 2026 (Sat)
Exploremos América Del Sur (Let's Explore South America)
Total Wine & More | Multiple Locations, Nearby
  • Oct 17, 2026 (Sat)
Cordially Yours
Total Wine & More | Multiple Locations, Nearby
  • Oct 21, 2026 (Wed)
Vina Carmen Winery-Led Tasting: A Journey Through Chile’s Terroirs
Total Wine & More | Multiple Locations, Nearby
  • Oct 22, 2026 (Thu)
Vina Carmen Winery-Led Tasting: A Journey Through Chile’s Terroirs
Total Wine & More | Multiple Locations, Nearby
  • Oct 23, 2026 (Fri)
Bubbles Beyond Borders With Maisons Marques & Domaines
Total Wine & More | Multiple Locations, Nearby
  • Oct 24, 2026 (Sat)
WSET Level 1 Award In Wines
Capital Wine School | Washington, DC
  • Oct 24, 2026 (Sat)
Icons Of Spirits
Total Wine & More | Multiple Locations, Nearby
  • Oct 26-Nov 2, 2026 (Mon-Mon)
  • Nov 3-10, 2026 (Tue-Tue)
  • Nov 11-15, 2026 (Wed-Sun)
St. Michaels Wine Tasting Cruise!
St. Michaels Sailing Charters | St. Michaels, Maryland
  • Oct 28, 2026 (Wed)
WSET Level 2 Award In Wines
Capital Wine School | Washington, DC
  • Oct 29, 2026 (Thu)
Bourbon - America's Native Spirit
Total Wine & More | Multiple Locations, Nearby
  • Oct 29, 2026 (Thu)
McCormick & Schmick's + Duckhorn Wine Dinner - Baltimore
McCormick & Schmick's Seafood & Steaks | Baltimore, MD
  • Nov 5, 2026 (Thu)
Pop Open A Party - Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby
  • Nov 5, 2026 (Thu)
Chart House Prime - Caymus Wine Dinner
Chart House Prime | Annapolis, MD
  • Nov 6, 2026 (Fri)
Pop Open A Party—Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby
  • Nov 7, 2026 (Sat)
Pop Open A Party - Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby

Virtual, Online & Other Listings By Locals

8 Events listed within 30 miles.

60 miles 30 miles 15 miles
  • Aug 25, 2026 (Tue)
WSET Level 4 Diploma Wine Business Online Live (Zoom)
Online Class | Hosted by:Aileen Sevier DipWSET & MW Candidate
  • Aug 26, 2026 (Wed)
WSET Level 4 Diploma Unit D5 Fortified Wine Online Live (Zoom)
Online Class | Hosted by:Kasia White DipWSET & Aileen Sevier DipWSET & MW Candidate
  • Sep 3, 2026 (Thu)
WSET Diploma Unit D4 Sparkling Wine Online Live (Zoom
Online Class | Hosted by:Kasia White DipWSET & Aileen Sevier DipWSET & MW Candidate
  • Sep 4, 2026 (Fri)
The World's Most Labor Intensive Wines
Virtual Tasting | Hosted by:Jay Youmans MW
  • Sep 4, 2026 (Fri)
The World's Most Labor Intensive Wines
Online Class | Hosted by:Jay Youmans MW
  • Oct 14, 2026 (Wed)
WSET Level 4 Diploma In Wines Unit D1 Wine Production Online Live (Zoom)
Online Class | Hosted by:Kasia White DipWSET
  • Oct 19, 2026 (Mon)
WSET Level 2 Award In Wines Online Live (Zoom)
Online Class | Hosted by:Matthew Brown DipWSET & MW Candidate
  • Oct 20, 2026 (Tue)
WSET Level 3 Award In Wines Online Live (Zoom)
Online Class | Hosted by:Kasia White DipWSET

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Wine, Food & Drink in Annapolis: Frequently Asked Questions

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