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Weekend Wine Tour Guide Jobs in Virginia (NOW HIRING)

Cooper's Hawk Winery & Restaurants

Server

Reston, VA

... they guide guests through our food, wine, and Wine Club with confidence and care. Every visit ... Flexible availability, including weekends and some holidays Cooper's Hawk reviews several factors ...

Cooper's Hawk

Tasting Room Attendant

Woodbridge, VA · On-site

$13 - $16/hr

With a passion for food, wine, and people, they guide guests through our wines and retail offerings ... Flexible availability including weekends and some holidays Cooper's Hawk reviews several factors ...

Cooper's Hawk

Tasting Room Attendant

Ashburn, VA · On-site

$13 - $16/hr

With a passion for food, wine, and people, they guide guests through our wines and retail offerings ... Flexible availability including weekends and some holidays Cooper's Hawk reviews several factors ...

Cooper's Hawk

Tasting Room Attendant

Reston, VA · On-site

With a passion for food, wine, and people, they guide guests through our wines and retail offerings ... Flexible availability including weekends and some holidays Cooper's Hawk reviews several factors ...

Cooper's Hawk

Tasting Room Attendant

Virginia Beach, VA · On-site

$13 - $16/hr

With a passion for food, wine, and people, they guide guests through our wines and retail offerings ... Flexible availability including weekends and some holidays Cooper's Hawk reviews several factors ...

Cooper's Hawk

Tasting Room Attendant

Richmond, VA · On-site

$13 - $16/hr

With a passion for food, wine, and people, they guide guests through our wines and retail offerings ... Flexible availability including weekends and some holidays Cooper's Hawk reviews several factors ...

The Inn at Little Washington

Back Server

Washington, VA · On-site

$19 - $22/hr

Some of our awards include Michelin 3 Stars, Forbes 5 Stars, AAA 5 Diamonds, and Wine Spectator ... Demonstrates excellent understanding of The Forbes Travel Guide's standards QUALIFICATIONS 1. ...

Easton Porter Group

Tasting Room Server

VA · On-site

Share the story of our wines - Guide guests through tastings, help them discover new favorites, and ... Weekend & evening availability - These are our busiest times, and when the magic happens. Physical ...

Cooper's Hawk

Server

Reston, VA · On-site

... they guide guests through our food, wine, and Wine Club with confidence and care. Every visit ... Flexible availability, including weekends and some holidays Cooper's Hawk reviews several factors ...

Cooper's Hawk

Server

Richmond, VA · On-site

... they guide guests through our food, wine, and Wine Club with confidence and care. Every visit ... Flexible availability, including weekends and some holidays Cooper's Hawk reviews several factors ...

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All JobsWine Tour Guide JobsWeekend Wine Tour Guide JobsWeekend Wine Tour Guide Jobs in Virginia

Weekend Wine Tour Guide information

What does a weekend wine tour guide do?

A Weekend Wine Tour Guide leads groups of visitors through vineyards and wineries, usually on weekends. They provide information about the wine-making process, the history of the vineyard, and details about different wines. Guides often facilitate tastings, answer questions, and ensure guests have an enjoyable and educational experience. They may also handle logistics, such as transportation and reservations, to make the tour run smoothly.

What are the key skills and qualifications needed to thrive as a weekend wine tour guide?

To thrive as a Weekend Wine Tour Guide, you need strong knowledge of wines, local vineyards, and customer service, often supported by experience in hospitality or tourism. Familiarity with reservation software, POS systems, and sometimes a valid driver’s license or safe driving certification is typically required. Excellent communication, storytelling ability, and interpersonal skills help create memorable and engaging experiences for guests. These skills ensure tours are informative, safe, and enjoyable, fostering customer satisfaction and positive reviews.

What does a typical weekend look like for a weekend wine tour guide, and how is the workload structured?

As a Weekend Wine Tour Guide, your schedule is usually concentrated around Saturdays and Sundays, when most tours are booked. Your day typically starts with preparing the tour itinerary, greeting guests, and leading groups through various vineyards or wineries. The role involves sharing knowledge about wine production, answering guest questions, and sometimes coordinating with tasting room staff or drivers. You may conduct multiple tours in a day, often balancing hospitality, education, and time management. Flexibility, excellent communication, and a passion for wine are key to thriving in this engaging and social work environment.

What is the difference between Weekend Wine Tour Guide vs Wine Tasting Room Associate?

AspectWeekend Wine Tour GuideWine Tasting Room Associate
CredentialsNone typically required; wine knowledge preferredCustomer service training; sometimes wine certification
Work EnvironmentOutdoor tours, vineyards, transportationIndoor tasting rooms, retail space
Employer & IndustryWineries, tour companies, hospitalityWineries, retail wine shops, hospitality

While both roles involve working with wine and engaging customers, the Weekend Wine Tour Guide primarily conducts outdoor vineyard tours and transportation, requiring wine knowledge and customer interaction skills. In contrast, the Wine Tasting Room Associate works indoors in tasting rooms, focusing on customer service and wine sales. Both roles are essential in the wine industry but differ in environment and responsibilities.

What cities in Virginia are hiring for Weekend Wine Tour Guide jobs?

Cities in Virginia with the most Weekend Wine Tour Guide job openings:

Weekend Wine Tour Guide jobs near you
Infographic showing various Weekend Wine Tour Guide job openings in Virginia as of August 2026, with employment types broken down into 20% Full Time, 60% Part Time, and 20% Temporary. Highlights an 100% In-person job distribution.

Server

Cooper's Hawk Winery & Restaurants

Henrico, VA

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 16 days ago

Job description

At Cooper’s Hawk, our Servers are more than just order takers. They are curators of unforgettable experiences. Grounded in high standards and brought to life through Uncompromising Hospitality, they create moments that connect, delight, and inspire. Through warm, team-based service and thoughtful conversation, they guide guests through our food, wine, and Wine Club with confidence and care. Every visit becomes more than a meal; it becomes a memory.

Compensation: $2.13/hour plus tips

What You Will Get

  • 50 percent Dining and Carryout Discount; 40 percent Retail Wine Discount; 20 percent Discount on Retail and Private Events
  • Monthly Wine Tastings for Two
  • Medical, Dental, Vision, and Telehealth
  • 401k with Company Match
  • Paid Time Off and Flexible Schedules
  • Early Pay Access
  • Wellness and Mental Health Support
  • Wine and Culinary Education
  • Career Growth Flight Plan
  • Team Member Rewards, Milestone Recognition, and Referral Bonuses

How You Will Succeed

Show Up Ready: Come prepared, stay sharp, and start strong.

  • Arrive on time, and in proper uniform standards
  • Know the menu, wine list, and steps of service
  • Use the POS system and handle payments with accuracy
  • Understand the benefits of Cooper’s Hawk Wine Club and its offerings
  • Follow departmental checklists and standard operating procedures to ensure work areas are prepared for opening, mid-shift, or closing.

Own What You See: Take responsibility, jump in, and do what needs to be done.

  • Jump in where needed to help the team
  • Serve food and drinks with speed and care
  • Follow legal guidelines for alcohol service
  • Take initiative to solve problems and support the guest experience

Stay in Sync: Communicate often, move with your team, and keep service flowing.

  • Anticipate the needs of guests and fellow team members
  • Communicate clearly with the Kitchen, Hosts, Runners, Bartenders, and Managers
  • Help the team stay coordinated and focused

Make It Personal: Be genuine, listen well, and tailor the experience.

  • Welcome every guest with warmth, use guests names, celebrate milestones.
  • Answer questions and make recommendations that feel genuine
  • Use your Wine Club knowledge to educate the guest on its perks, and invite them to join our community of members.  
  • See the person, not just the task

Add a Touch: Go beyond the expected to create memorable moments.

  • Find small ways to delight the guests
  • Share the story of our Wine Club and invite guests to join
  • Introduce wine tastings and help guests enhance their experience
  • Let your personality shine & leave your signature on every interaction

What You Will Bring

  • At least 21 years of age and six months of server experience
  • Experience in full service or upscale casual dining preferred
  • Comfort speaking about food, wine, and our Wine Club program
  • A passion for hospitality and working as part of a team
  • Ability to multitask and stay calm in a fast-paced setting
  • Ability to lift 40 pounds and work on your feet up to 10 hours
  • Must be able to read, write, and understand English
  • Flexible availability, including weekends and some holidays

Cooper’s Hawk reviews several factors when establishing compensation. Salaries and hourly wages appearing in a job posting may be published by third parties and may not reflect the salaries or hourly wages offered by Cooper’s Hawk.   

Cooper’s Hawk is an equal opportunity employer.  All qualified applicants are considered for employment without regard to the person’s race, color, religion, national origin, sex, sexual orientation, age, marital status, veteran status, disability, or any other characteristic protected by applicable law. Cooper’s Hawk makes reasonable accommodations during all aspects of the employment process, including during the interview process.   

The information provided above indicates the general nature and level of work required of the position and is not a comprehensive list of all responsibilities or qualifications. The Benefits list is only a highlight of some of the benefits offered to team members; eligibility for certain benefits apply.    

About Us

Cooper's Hawk features a Napa-style tasting room with wine-inspired retail for entertaining and a full-service restaurant, bar and private event space, offering a modern-yet-casual dining experience. Each scratch-kitchen menu item is designed to pair with our wines. Speaking of wine...the Cooper's Hawk Wine Club is perhaps the largest in the world, offering not only top-notch award-winning wines but also exclusive Wine Club membership benefits, including curated dining and travel experiences. Since 2005, we've brought the Napa Valley experience to our guests and Wine Club members, and now, with Piccolo Buco by Cooper’s Hawk, we’re bringing the vibrant flavors of Rome to them as well. Together, we’re creating a lifestyle brand like no other.

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