Here’s Where to Drink on Derby de Mayo

Every so often, the Kentucky Derby and Cinco de Mayo happen to fall on the same glorious Saturday in May, giving you (almost) endless parties, special cocktails, and exciting happenings from which to choose; here are a handful of the best spots around the city where you can catch a drink to ring in the dual-holiday.

Bodega Canal

Gather your group and head over to Bodega Canal for sunny-side tacos and churros french toast while you watch the most exciting two minutes in sports. DJ’s will be spinning all day, and “best hat” will win a free gift card, so bring your A game.  Give 617.833.4885 a holler if you need more info.

Chopps American Bar & Grill

Chopps is off to the races this Saturday with their special Citrus Cooler, a tequila and spiked soda bursting with fresh flavors of grapefruit. For the occasion, drinkers will want to don their best — the spot will be hosting a contest that’ll award winners with an overnight stay and dinner for two at the Boston Marriott Burlington.

Citrus and Salt

The cocktails at Back Bay’s Citrus & Salt are anything but boring- one glimpse at the drinks being slung behind the bar and you’ll see funky salted rims, cheeky sugar skulls, and even popsicles. For a drink truly deserving of your Cinco de Mayo celebrations, belly up and order a “One Way Ticket on the Hot Mess Express” – their frozen margarita that’s not only complete with a salted rim and lime- but a small nip full of tequila. Stick around for free swag from El Jimador Tequila and a digital photo booth to help you capture the good times.

Davio’s Northern Steakhouse Boston

This Saturday, the folks at Davio’s Steakhouse are doing what they do best- putting their authentic Italian twist on favorites, like the classic margarita. Their Italian Margarita incorporates limoncello and campari as a bittersweet addition, as well as blood orange juice.


Pull out your Sunday Best for a party at Drink that’ll feature horses, hats, and a whole lot of juleps. For $75, you’ll get three cocktails, a Derby-themed food menu, and an official commemorative julep cup. Read on to find out more.

Fin Point Oyster Bar

You’ll feel like you’re in Louisville’s Churchill Downs during Fin Point Oyster’s Run for the Roses Soiree.  Snack on Southern Fare like Kentucky hot browns and derby pie while you watch the much-anticipated race at the bar. If you’re interested, read on here.

Five Horses Tavern Somerville

Five Horses Tavern is celebrating the 144th Run for the Roses with Four Roses Bourbon, who’ll be featuring juleps, prizes, and giveaways. Check out all of the details here.

La Casa De Pedro

Rev up the Cinco de Mayo celebrations a little early with La Casa De Pedro. Starting on Thursday, this Seaport hangout is rolling out Corona and Modelo specials, alongside fiesta hour (see: half off bar tapas!), margarita specials, and a DJ, mariachi band, and pig roast day of. Call 617.737.2272 to make your reservation ahead of time.

Less Than Greater Than & Rail Trail Flatbread

Head to Hudson this Derby Day for a Decadent and Depraved at <> (Less Than, Greater Than), their mezcal-based take on a Mint Julep with lime, creme de menthe, and Zucca Rabarbaro. Neighbors Rail Trail Flatbread Co. are going more traditional with a classic julep made with Four Roses bourbon. Stop on by anytime Saturday.

Oak Long Bar + Kitchen

Oak Long Bar is pulling out all the stops come race day, including a drink menu that answers the call beyond the one-and-done mint julep. Fans of the classic can still grab one at the bar, but imbibers looking for new Derby cocktails on the scene will love the cool and spicy Horsing Around, which uses cucumber and jalapeno, or the Triple Crown, which takes Maker’s up a notch with a peach infusion. The Talk Derby to Me is available as a rum riff off the Julep, while the Winner’s Circle pays homage to G.H. Mumm Brut Cordon Rouge- the champagne that gets popped every year down in Louisville.

Pier 6 & Reelhouse

Boston’s best waterfront restaurants, Pier 6 and Reelhouse, are partnering with Maker’s Mark for race day juleps, best-dressed prizes, and a special photo booth. For more information- and tickets- click here.


Sport your floppiest hat and shout silly horse names with a julep in hand at Rosebud’s Derby Day Party. You’ll need to grab a ticket for entry, so check all of the details here ahead of time.

TAMO Bistro + Bar

At TAMO, you won’t have to decide between Cinco de Mayo and the Kentucky Derby, because they’ve whipped up a specialty cocktail that properly pays homage to the two. The Mexican Mint Julep stays true to its predecessor with muddled mint and crushed ice up in a copper tin, but deviates with reposado tequila, lime, and ginger beer for a little fizz. Feeling peckish? This Seaport spot will be plating Tacos Al Pastor (complete with pork, shredded lettuce, avocado, lime crema, and pineapple) all night long.

Temazcal Tequila Cantine

There’s no better place to ring in Cinco de Mayo celebrations than Temazcal Tequila Cantina — the appropriately named spot (which boasts locations in both Boston and greater-Boston areas) houses over 250 varieties of tequila, two of which are featured in the new holiday-ready additions, Cielo Azul, and La Dama de la Noche. The first utilizes the bitter and smoky components of cynar and sombra mezcal alongside blue curacao, while the latter lightens things up with a bit of cava and a splash of grenadine.


This weekend, Tico’s busting out their patio bar with the help of Casamigos Tequila, who’ll be handing out special surprises. DJ DOLO will be setting the soundtrack while you get your fill of taco’s and your pick of tequila. For more information- or to reserve a table- email or call 617.351.0400

Tiki Rock

Even Tiki Rock– Boston’s newest Polynesian-inspired bar- is getting in on the Cinco de Mayo celebrations. When doors open at 5:00pm, they’ll be handing out free cocktail and appetizer combos. Scoop up all the deets here.

The Smoke Shop

Gussy up to Andy Husband’s new spot, The Smoke Shop for a Derby party full of BBQ Bourbon Shrimp, Derby Pies, and Wild Turkey Bourbon Juleps. Entry fee’s only $6 a pop, but you’ll want to grab your tickets ahead of time– click here for details.

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