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Job Opportunities for Chesapeake Bartenders and EventsChesapeake Bartenders and Events

Job Opportunity – Client Experience & Logistics Assistant for Chesapeake Bartenders and Events

Now Hiring: Part-Time Client Experience & Logistics Assistant

Location: Annapolis/Eastern Shore (Hybrid – remote + occasional in-person)
Type: Part-Time W-2 Employee
Pay: $18–$22/hr based on experience
Potential for Full-Time in 2026

💼 About Us

Chesapeake Bartenders & Events is a woman-owned, values-driven mobile bar and event services company based in Maryland. We specialize in providing curated bar experiences for weddings, private events, and corporate clients—backed by professional service and a personal touch.

As we grow, we’re looking for a part-time assistant to support client communications, event logistics, and administrative coordination.

👋 About the Role

This is a client-facing and detail-oriented support role that helps ensure events run smoothly and our couples feel taken care of throughout the planning process. You’ll work closely with our founder and team to manage communications, prep logistics, and assist with upsells and event overviews.

Schedule:

  • 2–3 days per week (approx. 7 – 12 hours/week)
  • Mondays required (to prepare for upcoming events and make client calls)
  • Flexible weekday availability preferred
  • This role could evolve into a full-time position in 2026 based on performance.

📌 Key Responsibilities

  • Make week-of calls to couples and planners to confirm final bar details
  • Respond to client emails with warmth and professionalism
  • Create staff-facing event overview documents
  • Assist with upsells (e.g. signature drinks, add-ons, decor)
  • Track rentals and inventory needs (coolers, dispensers, decor)
  • Coordinate delivery/pickup logistics with bartending staff
  • Send reminders for pending forms or client confirmations
  • Keep Google Workspace items and shared folders updated

🧠 Skills & Software We Use

We’re happy to train the right person, but you’ll need to be tech-comfortable and willing to learn:

Tools you’ll use regularly:

  • Google Workspace (Docs, Sheets, Gmail, Calendar)
  • Canva (for menus, signage, and branded templates)
  • Airtable (for project and event tracking)
  • Google Meet (video calls)
  • Calendly (Calendar)

Optional/bonus familiarity:

  • BoldSign
  • Proposify

⭐️ You’re a Great Fit If You…

  • Are organized, responsive, and detail-obsessed
  • Have professional email/phone etiquette
  • Love hospitality, weddings, or client service
  • Are proactive, friendly, and calm under pressure
  • Are Maryland-based and can drive to Annapolis or the Eastern Shore if needed
  • Want to grow with a company that values balance, integrity, and creativity

✨ Bonus Perks

  • Work from home (with in-person as needed)
  • Flexible schedule
  • Join a supportive team that values both excellence and ease
  • A chance to grow into a larger  (full-time) role with more responsibility in 2026

📬 How to Apply

Email your resume and a brief note about why you’re a great fit to: courtney at chesapeakebartenders dot com
Please include your general availability and whether you’re comfortable with a hybrid (mostly remote) setup.

 

#jobopp

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Chesapeake Bartenders Launches “Classic Bar Collection” – Bringing More Affordable Bar Rentals To Corporate and Private Clients in the DMV

KENT ISLAND, MD — Chesapeake Bartenders, a leading provider of curated bar experiences in the DMV region, has officially launched its Classic Bar Collection—a new lineup of affordable mobile bar rentals designed for corporate, nonprofit, and private events. The collection includes four stylish bar setups that balance visual appeal with practical functionality, making them ideal for events that don’t require heavy wooden bars or high delivery fees. The Classic Bar Collection price point ranges from $200 – $250 and can serve up to 100 guests.

The inspiration behind the Classic Collection stems from growing demand among corporate and private clients for budget-conscious bar options that still feel intentional and elevated.

“Not every event needs a 100-lb wooden bar and a two-person delivery crew,” said Courtney Smith, founder of Chesapeake Bartenders. “But that doesn’t mean clients should have to settle for a plain folding table either. The Classic Bar Collection is our solution—clean, styled setups that are efficient to transport and beautiful on site.”

Each bar in the collection is built using standard 6-foot tables and then fully dressed using high-quality linens, curated runners, coordinated signage, and detailed design elements. The goal is to maintain the Chesapeake Bartenders aesthetic—refined, welcoming, and professional—while offering an accessible price point.

The Classic Bar Collection includes:

• The Noir Bar – A sleek black-and-ivory setup with floral detailing and gold accents. French-inspired and ideal for corporate events and cocktail hours. 

• The English Garden – A spring-inspired setup featuring wildflower runners, topiaries, and eucalyptus garland. Designed for showers, brunches, and outdoor weddings. 

• Limonetta – A cheerful lemon-accented setup with a blue floral runner and ivory linens. Inspired by the Amalfi Coast and ideal for summer gatherings and private parties. 

• La Crème Bar – A minimalist black-and-ivory floral setup with clean lines and a sophisticated feel, suitable for modern weddings, engagement parties, and formal receptions.

View Classic Bar Collection

Noir Bar Rental

While Chesapeake Bartenders will continue to offer their formal wooden bars, including the popular Chessie Bar, the Classic Collection is positioned as a lighter, lower-cost alternative that is easier to deliver and set up—especially for weekday events, nonprofit galas, or venue-restricted load-ins.

The collection is already seeing interest from event planners, venue partners, and repeat clients looking for more flexible styling options. Each bar can be paired with the company’s full-service bartending team, beverage planning support, and optional add-ons such as white bar lamps, custom shelving, or self-serve water stations.

To learn more or view the full bar gallery, visit https://www.chesapeakebartenders.com/mobile-bar-rentals

For media inquiries please email courtney at chesapeakebartenders dot com.

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Holiday and Christmas Cocktail Recipes To Delight Guests

It’s beginning to look a lot like…THE HOLIDAYS! Now I don’t know about you, but this time of year is one of my favorites. From Christmas parties to family gatherings, the more holiday cheer, the better. Each year, the Chesapeake Bartenders team curates a list of customized, festive cocktails and mocktails that we serve during corporate holiday parties, Christmas parties and various events. Below you will find a list of fun, crafty and unique cocktail ideas that check all the “holiday cheer” boxes. I hope you enjoy these recipes, please let me know if you make them in the comments below. Also, we have included some links to Amazon products we use regularly in our bartending services and at home when making up signature drink menus – we earn a very small commission if you purchase items based on the included links (which really help support our business).

Cheers!

Courtney

Smoked Cinnamon Old Fashioned

A sophisticated twist on the classic Old Fashioned with a smoky cinnamon flair.

Ingredients:

  • 2 oz rye whiskey or bourbon
  • 1/2 oz cinnamon syrup (made by simmering cinnamon sticks with sugar and water or you can buy Monin cinnamon syrup)
  • 2 dashes Angostura bitters
  • Cinnamon stick (for smoking) – you can light this with a lighter and then blow out the flame, or use a cocktail smoker and dome
  • Orange peel for garnish

Instructions:

  1. In a mixing glass, combine whiskey, cinnamon syrup, and bitters with ice.
  2. Stir until well-chilled, then strain into a rocks glass with a large ice cube.
  3. To create smoke, light the cinnamon stick with a torch until it starts to smolder. Place it under a glass dome or cover it with a rocks glass to trap the smoke.
  4. Once the glass has filled with smoke, lift the dome or glass and garnish with the smoked cinnamon stick and orange peel.

Tip: The cinnamon syrup can be made in advance by simmering cinnamon sticks with equal parts water and sugar until the syrup is infused with the spice.

*You can also do it the easy/fast way and buy Monin Syrup from Amazon which is what I do!

 

2. Fig & Sage Sour

A unique, herbaceous, and fruity twist on a classic whiskey sour, featuring fig and fresh sage.

Ingredients:

  • 2 oz bourbon or rye whiskey
  • 3/4 oz fresh lemon juice
  • 1/2 oz fig syrup (made by simmering dried figs with water and sugar or purchase an already made fig syrup like the one I use here)
  • 1/4 oz simple syrup
  • 1 egg white
  • Fresh sage leaves for garnish

Instructions:

  1. In a shaker, combine bourbon, lemon juice, fig syrup, simple syrup, and egg white.
  2. Dry shake (shake without ice) to emulsify the egg white and create foam.
  3. Add ice and shake again until chilled.
  4. Strain into a chilled coupe glass and garnish with a fresh sage leaf.

Tip: If you want a more pronounced sage flavor, you can lightly muddle the sage leaves in the shaker before adding the other ingredients.

3. Maple-Pecan Butter Sour

A rich and decadent cocktail combining the flavors of maple syrup, pecans, and bourbon, with a buttery mouthfeel.

Ingredients:

  • 2 oz bourbon
  • 3/4 oz maple syrup
  • 1/2 oz fresh lemon juice
  • 1/2 oz pecan butter (blend toasted pecans with a bit of oil to make a smooth paste)
  • 1 egg white
  • Toasted pecans for garnish

Instructions:

  1. In a shaker, combine bourbon, maple syrup, lemon juice, pecan butter, and egg white.
  2. Dry shake first to emulsify the egg white and pecan butter.
  3. Add ice and shake vigorously to chill.
  4. Double strain into a coupe glass and garnish with toasted pecans on top or around the rim.

Tip: You can create your own pecan butter by blending toasted pecans with a small amount of vegetable oil or neutral oil until smooth and creamy.

Easy/Fast Tip: Use this pre-made pecan syrup in lieu of the homemade version

4. Mulled Wine Negroni

A holiday twist on the classic Negroni, incorporating mulled wine flavors for a spiced and aromatic cocktail.

Ingredients:

  • 1 oz gin
  • 1 oz Campari
  • 1 oz sweet vermouth
  • 2 oz mulled wine (warm red wine simmered with cloves, cinnamon, and orange peel)
  • Orange peel for garnish

Instructions:

  1. In a mixing glass, combine gin, Campari, sweet vermouth, and mulled wine.
  2. Add ice and stir gently to combine.
  3. Strain into a rocks glass with a large ice cube.
  4. Garnish with a twist of orange peel.

Tip: To make mulled wine, simmer red wine with spices like cinnamon, cloves, and star anise, along with orange slices and a bit of sugar. Strain before using it in cocktails.

5. Winter Spice Highball

An elevated highball cocktail that combines the spiciness of rye whiskey with the bright flavors of ginger beer and citrus.

Ingredients:

  • 2 oz rye whiskey
  • 1/2 oz ginger syrup (make a spiced ginger syrup with ginger root, sugar, and water)
  • 1/2 oz fresh lemon juice
  • Club soda
  • Fresh thyme and crystallized ginger for garnish

Instructions:

  1. In a mixing glass, combine rye whiskey, ginger syrup, and lemon juice.
  2. Add ice and stir to chill.
  3. Strain into a tall glass filled with ice and top with club soda.
  4. Garnish with a sprig of fresh thyme and a piece of crystallized ginger.

Tip: For a stronger ginger flavor, you can muddle fresh ginger in the shaker before adding the liquids.

Easy/Fast Tip: Use this Monin ginger syrup instead of the DIY version. Trust me, it works really well!

6. Cranberry Sage Julep

A holiday twist on the traditional Mint Julep, featuring tart cranberry and aromatic sage.

Ingredients:

  • 2 oz bourbon
  • 1/4 oz cranberry syrup (made with fresh cranberries, sugar, and water)
  • 1/4 oz simple syrup
  • 4-5 fresh sage leaves
  • Crushed ice
  • Fresh cranberries and sage sprig for garnish

Instructions:

  1. In a julep cup or glass, muddle the sage leaves with cranberry syrup and simple syrup.
  2. Fill the cup with crushed ice, then pour in the bourbon.
  3. Stir well to chill and combine.
  4. Garnish with fresh cranberries and a sprig of sage.

Tip: For an extra touch of flavor, lightly torch the sage leaves before garnishing to release the oils and add a smoky aroma.

These crafted cocktails are perfect for elevating your holiday menu with complexity and creativity. They incorporate techniques such as smoking, shaking, and muddling, along with seasonal ingredients that will surely impress guests at your events. Don’t feel like making these drinks, and prefer our team of certified bartenders does it for you?

* some products contain affiliate links and we earn a small commission if you make a purchase.

Request a Quote Today! 

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6 Bewitching Cocktails for a Spooky Fall and Halloween Season

As the days grow shorter and Halloween approaches, it’s the perfect time to shake up your cocktail game with drinks that embody the dark and mysterious vibes of fall. Whether you’re hosting a spooky gathering with friends, a Halloween-themed corporate event, or just enjoying a cozy night in, these Halloween and fall-inspired cocktails will cast a delicious spell on your taste buds. From the eerie allure of blackberry liqueur and smokey mezcal to the warm embrace of tequila and bourbon, these drinks will have you sipping your way into the spirit of the season. The best part? You don’t have to be a mixologist or experienced bartender to build these drinks. Just follow the recipes below and leave a comment letting us know how they turned out!

Perhaps our most favorite part of being event bartenders for hire in the greater DC area, is the opportunity to create custom cocktails and curate beverage menus for themed corporate events, weddings and of course fall/Halloween parties. We love getting creative and coming up with Halloween and fall-inspired cocktails based on our decades of experience in hospitality, restaurants and hotels. We had so much fun creating this year’s Halloween-themed cocktail recipe list and hope you and your guests enjoy them too.

Here are six unique cocktail recipes that blend rich flavors, seasonal ingredients, and a hint of mystery to make your fall festivities truly magical.

1. Sanderson Sisters’ Sangria

Channel the enchanting magic of the Sanderson sisters with this rich and flavorful sangria. Dark red wine combined with the sweetness of blackcurrant liqueur, the tartness of pomegranate juice, and the burst of blackberries creates a mystical potion fit for a spellbinding soirée.

 

Ingredients:

  • 1 bottle (750ml) dark red wine (Malbec, Shiraz, or Cabernet Sauvignon)
  • 1/4 cup Crème de Cassis (blackcurrant liqueur)
  • 1/4 cup Brandy
  • 1/4 cup Freshly squeezed orange juice
  • 1/4 cup Pomegranate juice
  • 1/4 cup Simple syrup (adjust to taste)
  • 1 Orange, thinly sliced
  • 1 Lime, thinly sliced
  • 1/2 cup Blackberries
  • 1/2 cup Pomegranate arils
  • 1-2 cups Club soda (optional, for a little fizz)
  • Cinnamon stick (optional, for garnish)
  • Black sugar (for rimming glasses, optional)

Directions:

  1. In a large pitcher, combine the dark red wine, Crème de Cassis, brandy, orange juice, pomegranate juice, and simple syrup. Stir to combine.
  2. Add the orange slices, lime slices, blackberries, and pomegranate arils. Let the mixture sit in the fridge for at least 2 hours (or overnight) to let the flavors meld.
  3. Before serving, stir in club soda for a little fizz (optional).
  4. Rim glasses with black sugar if desired, and serve over ice with a cinnamon stick for garnish.

2. Nevermore Nightcap

Inspired by Edgar Allan Poe’s mysterious works, this rich, espresso-infused cocktail will be your perfect nightcap. The bitter complexity of Averna Amaro, the smooth sweetness of Kahlua, and the frothy egg white make for a bold yet balanced drink that pairs well with dark literature. So grab your favorite Poe literary work, shake up your Nevermore Nightcap and enjoy!

Ingredients:

  • 1 oz Averna Amaro
  • 1 oz Fresh espresso (cooled)
  • 3/4 oz Kahlua (coffee liqueur)
  • 1/2 oz Simple syrup (adjust to taste)
  • 2 dashes Orange bitters
  • 1 dash Chocolate bitters
  • 1 Egg white (optional, for froth)
  • Coffee beans or chocolate shaving for garnish

Directions:

  1. In a shaker, combine the Averna, espresso, Kahlua, simple syrup, and both bitters.
  2. If you are using egg white, Dry shake (without ice) the egg white for 10-15 seconds (this is what builds froth), then add ice and shake again until chilled.
  3. Strain into a chilled martini glass and garnish with coffee beans or a chocolate shaving.

Tip: If you are not keen on adding egg whites to this cocktail, the recipe stands on its own without them. However, egg whites add a wonderful velvety consistency that really brings the cocktail together and offers a beautiful presentation as well. Dry shaking simply refers to shaking the egg whites in a martini shaker without ice or any other ingredients. Once you have done that, you can add ice and the rest of the ingredients and shake vigorously. Strain the ingredients into a martini or coup glass. The egg whites will be the last ingredients out of the shaker, making the perfect top layer of the cocktail. For a vegan option, you can try aquafaba.

3. Bellatrix’s Blood Orange Bliss

This cocktail inspired by Bellatrix Lestrange has a wickedly beautiful color and a delicious mix of bitter, sweet, and sparkling elements. With Aperol, blood orange syrup, and Prosecco, this is the perfect drink to toast to the darker side of Halloween.

 

Ingredients:

  • 1 oz Aperol
  • 1 oz Blood orange simple syrup (see below to make it yourself or substitute Monin Blood Orange syrup)
  • 3 oz Prosecco
  • 2 dashes Orange bitters
  • Black sugar rim or blackberries for garnish

Directions:

  1. In a shaker filled with ice, combine Aperol, blood orange simple syrup, and orange bitters. Shake well.
  2. Strain into a chilled flute or coupe glass.
  3. Top with Prosecco and garnish with blackberries or a black sugar rim for an extra spooky touch.

4. Hocus Pocus Potion

With the magic of autumn in every sip, this cocktail blends crisp apple schnapps, bourbon, and ginger to create a drink that’s perfect for fall. Whether you choose sparkling water for a light touch or ginger beer for extra warmth, this potion will leave your guests spellbound.

 

Ingredients:

  • 1 oz Apple Schnapps
  • 1 oz Bourbon
  • 1/2 oz Ginger liqueur (or Monin ginger simple syrup)
  • 1/2 oz Fresh lemon juice
  • 2 oz Sparkling water (or ginger beer for extra spice)
  • 1 dash Angostura bitters (optional)
  • Apple slices or candied ginger for garnish

Directions:

  1. In a shaker filled with ice, combine apple schnapps, bourbon, ginger liqueur, and lemon juice. Shake well.
  2. Strain into a glass filled with ice, then top with sparkling water or ginger beer.
  3. Garnish with apple slices or candied ginger.

5. The Raven’s Revenge

Dark, mysterious, and beautiful, this gin-based martini draws inspiration from “The Raven.” The use of Empress Gin brings a purple hue that, when combined with blackberry puree and Crème de Cassis, creates a deep, dramatic cocktail perfect for Halloween.

Ingredients:

  • 1 oz Empress Gin (purple gin)
  • 3/4 oz Crème de Cassis (blackcurrant liqueur)
  • 1 oz Blackberry puree (or muddled blackberries)
  • 3/4 oz Fresh lemon juice
  • 1/2 oz Simple syrup
  • 1 drop all-natural black food coloring (optional)
  • Edible glitter (optional)

Directions:

  1. In a shaker filled with ice, combine Empress Gin, Crème de Cassis, blackberry puree, lemon juice, simple syrup, and black food coloring.
  2. Shake until well-chilled and strain into a martini glass.
  3. Garnish with a skewer of blackberries.

6. Hexed Cocktail

Looking for a tequila cocktail with a fall twist? The Hexed Cocktail combines the smoky warmth of Reposado tequila with the tart freshness of grapefruit and a hint of cinnamon. Perfectly balanced, this craft cocktail is neither too sweet nor too boozy, making it a seasonal favorite.

Ingredients:

  • 1 1/2 oz Reposado Tequila
  • 1 oz Fresh grapefruit juice (preferably ruby red)
  • 1/2 oz Fresh lime juice
  • 1/2 oz Cinnamon simple syrup
  • 1/4 oz Honey syrup or Monin Honey Syrup (optional)
  • 2 dashes Orange bitters
  • Cinnamon stick and grapefruit twist for garnish

Directions:

  1. In a shaker filled with ice, combine reposado tequila, grapefruit juice, lime juice, cinnamon simple syrup, honey syrup, and orange bitters.
  2. Shake vigorously and strain into a rocks glass over ice.
  3. Garnish with a cinnamon stick and a grapefruit twist.

This Halloween, impress your guests with these hauntingly delicious cocktails. From the dramatic Raven’s Revenge to the sweet and spiced Hexed Cocktail, these drinks are sure to leave a lasting impression. Perfect for cozy fall evenings or a spooky celebration, each recipe has its own bewitching charm. Cheers to a hauntingly good season!

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