-
Sunday, August 30, 2026, 11:00 AM – 12:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
We made it out of Cursed Tiki alive, it's time to embrace pure technicolor chaos!
Join us at Digress on Sunday, March 29th for Holly’s Lisa Frank Fever Dream - an afternoon of neon leopards, glitter explosions, rainbow dolphins, and enough questionable color choices to induce seizures. No painting experience necessary; if you can remember the inside of a Trapper Keeper, you're already qualified. Your first glass of wine is included to help you commit to using seventeen colors where three would have sufficed.
Come thirsty. Leave fluorescent.
-
Saturday, August 29, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
The Pizza Slut is here! We’re STOKED to have these delectable sourdough pies in the house, beginning at 5pm! It’s always just a little bit crazy…better get on down here early!
-
Friday, August 28, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
It’s time to get smashed! The Pink Salamander Smash Burger truck will be here tonight from 5-9pm!
Just look at those tasty, crunchy edged dirty little bundles of joy and tell us you don’t want to dig in!
-
Thursday, August 27, 2026, 6:00 PM – 8:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
If you haven’t chilled with our homie Craig on a Wednesday or Thursday night yet, it’s time to take a break, head on over, and listen to this six-stringed god amongst men!
You may shed a tear, be it from joy or heartache. Your mind will struggle to comprehend the seamless union of technicality and melody. Carefree laughter may spring forth from the depths of your weary soul. The range of emotions Craig may saturate your very being with is kaleidoscopic. Also, it’s a pretty dang fun time.
-
Thursday, August 27, 2026, 5:00 PM – 8:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
The Curious Oyster returns!
Mike is shucking some of the best bivalves we have ever had from FL and beyond!
From 5-8pm, we’ll have a boatload of oysters available with a slew of options, as well as a few other tasty treats to choose from. Everything will be served a la carte, so come early, come hungry, and prepare for a shucking good time!
-
Wednesday, August 26, 2026, 6:00 PM – 8:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
Join us on Wednesday, August 26th for an extremely limited tasting of Lail Vineyards of Napa Valley with our good buddy Matthew Perry! Matt and I worked together years ago for Augustan wines, and we had the ultimate pleasure of selling the wines of Lail, some of the most classic yet exciting wines in all of Napa Valley. Their Georgia Sauvignon Blanc is one of the greatest examples of the grape I have ever tasted. Tickets are $50pp, with light bites included. Wines are listed below, get em while you can!
Lail Vineyards traces its roots to the very beginning of Napa Valley's wine history. Founder Robin Daniel Lail is the fourth-generation descendant of Captain Gustav Niebaum, who established the legendary Inglenook estate in 1879, and the daughter of John Daniel Jr., the visionary responsible for many of Inglenook's most celebrated Cabernet Sauvignons. After helping launch iconic Napa projects such as Dominus and Merryvale, Robin and her daughters founded Lail Vineyards in 1995 to carry their family's winemaking legacy into a new generation.
Today, Lail sure is well known as one of Napa Valley's most formidable small producers, crafting limited-production Cabernet Sauvignon and Sauvignon Blanc from many of the valley's finest vineyard sites. Working alongside renowned winemakers Philippe Melka and Maayan Koschitzky, the winery combines a deep respect for Napa's history with meticulous vineyard selection and uncompromising attention to detail.
Tickets are $50pp, with light bites included. Wines are listed below, get em while you can!
2024 Lail Vineyards 'Blueprint' Sauvignon Blanc Napa Valley
2023 Lail Vineyards 'Georgia' Sauvignon Blanc Napa Valley
2023 Lail Vineyards 'Blueprint' Cabernet Sauvignon Napa Valley
2023 Lail Vineyards J. Daniel Cuvee Cabernet Sauvignon
-
Wednesday, August 26, 2026, 6:00 PM – 8:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
If you haven’t chilled with our homie Craig on a Wednesday or Thursday night yet, it’s time to take a break, head on over, and listen to this six-stringed god amongst men!
You may shed a tear, be it from joy or heartache. Your mind will struggle to comprehend the seamless union of technicality and melody. Carefree laughter may spring forth from the depths of your weary soul. The range of emotions Craig may saturate your very being with is kaleidoscopic. Also, it’s a pretty dang fun time.
-
Wednesday, August 26, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
-
Sunday, August 23, 2026, 12:30 PM – 2:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
Catch Sanam at Digress for the ever popular PILATES & PINOT! Sunday, August 23rd, we welcome you to swing on by before we open for one of the best pairings around - healthy livin’ and wine!
Get a class and a glass for just $20!
Grab your tickets below! 👇
-
Saturday, August 22, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
The Pizza Slut is here! We’re STOKED to have these delectable sourdough pies in the house, beginning at 5pm! It’s always just a little bit crazy…better get on down here early!
-
Friday, August 21, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
It’s time to get smashed! The Pink Salamander Smash Burger truck will be here tonight from 5-9pm!
Just look at those tasty, crunchy edged dirty little bundles of joy and tell us you don’t want to dig in!
-
Thursday, August 20, 2026, 6:00 PM – 8:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
If you haven’t chilled with our homie Craig on a Wednesday or Thursday night yet, it’s time to take a break, head on over, and listen to this six-stringed god amongst men!
You may shed a tear, be it from joy or heartache. Your mind will struggle to comprehend the seamless union of technicality and melody. Carefree laughter may spring forth from the depths of your weary soul. The range of emotions Craig may saturate your very being with is kaleidoscopic. Also, it’s a pretty dang fun time.
-
Thursday, August 20, 2026, 5:00 PM – 8:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
The Curious Oyster returns!
Mike is shucking some of the best bivalves we have ever had from FL and beyond!
From 5-8pm, we’ll have a boatload of oysters available with a slew of options, as well as a few other tasty treats to choose from. Everything will be served a la carte, so come early, come hungry, and prepare for a shucking good time!
-
Wednesday, August 19, 2026, 6:00 PM – 8:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
If you haven’t chilled with our homie Craig on a Wednesday or Thursday night yet, it’s time to take a break, head on over, and listen to this six-stringed god amongst men!
You may shed a tear, be it from joy or heartache. Your mind will struggle to comprehend the seamless union of technicality and melody. Carefree laughter may spring forth from the depths of your weary soul. The range of emotions Craig may saturate your very being with is kaleidoscopic. Also, it’s a pretty dang fun time.
-
Wednesday, August 19, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
-
Saturday, August 15, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
It’s time to get smashed! The Pink Salamander Smash Burger truck will be here tonight from 5-9pm!
Just look at those tasty, crunchy edged dirty little bundles of joy and tell us you don’t want to dig in!
-
Friday, August 14, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
The Pizza Slut is here! We’re STOKED to have these delectable sourdough pies in the house, beginning at 5pm! It’s always just a little bit crazy…better get on down here early!
-
Thursday, August 13, 2026, 6:00 PM – 8:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
If you haven’t chilled with our homie Craig on a Wednesday or Thursday night yet, it’s time to take a break, head on over, and listen to this six-stringed god amongst men!
You may shed a tear, be it from joy or heartache. Your mind will struggle to comprehend the seamless union of technicality and melody. Carefree laughter may spring forth from the depths of your weary soul. The range of emotions Craig may saturate your very being with is kaleidoscopic. Also, it’s a pretty dang fun time.
-
Wednesday, August 12, 2026, 6:00 PM – 8:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
If you haven’t chilled with our homie Craig on a Wednesday or Thursday night yet, it’s time to take a break, head on over, and listen to this six-stringed god amongst men!
You may shed a tear, be it from joy or heartache. Your mind will struggle to comprehend the seamless union of technicality and melody. Carefree laughter may spring forth from the depths of your weary soul. The range of emotions Craig may saturate your very being with is kaleidoscopic. Also, it’s a pretty dang fun time.
-
Wednesday, August 12, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
-
Saturday, August 8, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
The Pizza Slut is here! We’re STOKED to have these delectable sourdough pies in the house, beginning at 5pm! It’s always just a little bit crazy…better get on down here early!
-
Friday, August 7, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
It’s time to get smashed! The Pink Salamander Smash Burger truck will be here tonight from 5-9pm!
Just look at those tasty, crunchy edged dirty little bundles of joy and tell us you don’t want to dig in!
-
Thursday, August 6, 2026, 6:00 PM – 8:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
If you haven’t chilled with our homie Craig on a Wednesday or Thursday night yet, it’s time to take a break, head on over, and listen to this six-stringed god amongst men!
You may shed a tear, be it from joy or heartache. Your mind will struggle to comprehend the seamless union of technicality and melody. Carefree laughter may spring forth from the depths of your weary soul. The range of emotions Craig may saturate your very being with is kaleidoscopic. Also, it’s a pretty dang fun time.
-
Thursday, August 6, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
-
Wednesday, August 5, 2026, 6:00 PM – 8:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
If you haven’t chilled with our homie Craig on a Wednesday or Thursday night yet, it’s time to take a break, head on over, and listen to this six-stringed god amongst men!
You may shed a tear, be it from joy or heartache. Your mind will struggle to comprehend the seamless union of technicality and melody. Carefree laughter may spring forth from the depths of your weary soul. The range of emotions Craig may saturate your very being with is kaleidoscopic. Also, it’s a pretty dang fun time.
-
Wednesday, August 5, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
-
Tuesday, August 4, 2026, 5:30 PM – 7:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
• FREE for wine club members
• $10 for non members
• stop by at your leisure and let us guide you through 8 or more expertly chosen wines showcasing each month’s theme
-
Tuesday, August 4, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
-
Saturday, August 1, 2026, 5:00 PM – 9:00 PM
- Digress Wine
- 1215 Edgewater Drive
- Orlando, FL, 32804
- United States
The Pizza Slut is here! We’re STOKED to have these delectable sourdough pies in the house, beginning at 5pm! It’s always just a little bit crazy…better get on down here early!
