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Our Wine Tasting Tours in Charlottesville, Virginia

Whether you want a leisurely afternoon of wine tasting with your special someone, are planning to shop and fill your wine rack, or just want to figure out what kinds of wine you like so you can order in a restaurant with confidence, Monticello Appellation Wine Tours has you covered with more than 10 years of touring experience!

More than just transportation, the owners/guides of Monticello Appellation Wine Tours are ready to take you tasting at three wineries and escort you through your tastings. Three tour amenities are offered. All tours take you to three popular local wineries for tasting with pickup at 1pm, returning around 5pm.

1. The most popular tour amenity is the local deluxe cheese plate which is served at the second winery. The cheese plate offers a generous serving of local cheeses, local artisan chocolate, and fruit. This tour is available any day of the week at $145 per person.

2. The Food Pairing Tour offers cheeses with the first winery tasting, finger snacks with the second, and at the third winery dessert samples from our most popular bakery in town. This tour is offered Thursdays and Fridays when the wineries are less busy, and is available during the quieter Winter months. Fee per guest is $150 per person

3. The picnic lunch is available any day of the week and includes a small cheese plate appetizer, gourmet sandwich and kettle chips, and local bakery pastry dessert. This tour is $165 per person.

We regret we cannot include tasting fees as the wineries do not allow tour companies to pay tasting fees. These fees run $5 – $10 per person and all the wineries take credit cards.

All tours include plenty of chilled bottled water.

Each tour is booked with up to two couples. Taste of Monticello does not book groups of more than 6.

Currently two routes are offered:

The Western Tour Route: Tour guides create an itinerary for every tour depending on wines available and weekend versus weekday tours from the following local wineries: Pollak Vineyards, King Family Vineyards, Grace Estate Winery, Stinson Vineyards, Cardinal Point Winery, Afton Mountain Winery, Knight’s Gambit and Veritas Vineyards.

The Southern Route: For this route, itineraries are selected for every tour depending on wines being poured from the following: Michael Shaps Wineworks, First Colony Winery, Trump Winery, Blenheim Vineyards, Jefferson Vineyards and Gabriele Rausse Winery.

Our daily tours include:

  • Pickup and return to your Charlottesville or Scottsville address, B&B or hotel
  • Driver/guide to assist you through your tastings
  • Personalized Itinerary & Virginia Wineries Guide
  • Chilled bottled water
  • Deluxe plate of local cheeses, crackers, artisan chocolates, and fresh fruit

NEW!! Food Pairing Wine Tour

Monticello Appellation Wine Tours is excited to offer a unique tour not available anywhere else in the area!

We have been touring guests since 2003 and have found that tour guests have evolved. They no longer wish to taste at as many wineries as possible. This drink and dash experience is getting “old”. Guests have been asking for something more relaxing – an experience where they can take the time to savor the different wines and really find the ones that they want to take home.

Wine is made to enjoy with food. There’s no doubt about that! So we have created a food-pairing wine tour we are offering on Thursdays and Fridays, when the wineries are not so busy and can accommodate this special kind of tour. The tour runs from 1pm to 5 – 5:30 depending on traffic.

At the first stop we have paired wonderful cheeses with every wine that is poured.

At the second stop we have paired different snacks with the wines.

The third stop we have local pastry samples to enjoy with the wine.


“The highlight of our trip. A terrific itinerary, comfortable ride, gorgeous scenery, and attentive guide providing local history and education. The wine! We learned a lot from Chris and from the three wine tastings.” ~ Guest Comment

“I contacted Monticello Appellation Wine Tours based on TripAdvisor, to reserve for a party of 10. Spoke with Chris who told me he can only handle up to six. I was instantly referred to others who could accommodate our group. Chris was selfless, still assisting me. This must be why Monticello Appellation has a great rating. We were not even their customers, and they still served our needs. Thanks Chris!” ~ Guest Comment


Lunch Package[Read Details…]

Add our beautiful gourmet picnic served Lunch Package, for $20 per person!

The lunch is available Sunday through Friday, and served at a winery indoors or out, depending on the weather, using upscale linens, silver, and heirloom china. No box lunches on our tours!

Included is chilled bottled water. Wine may be purchased at the winery.

Lunches include a cheese plate appetizer, hearty sandwich on a home-baked
roll, crunchy kettle chips, and a local freshly baked pastry for dessert.

Sandwich menu for the Western Tour:

  • Devon – all-natural Roast Beef with horseradish-chive spread and arugula on focaccia
  • Blue Slate – smoked Turkey Breast with havarti cheese, lettuce, tomato and ancho-lime mayonnaise on country bread
  • Chester – panini- All-Natural Ham with provolone, spicy sweet mustard and roasted
    peppers on focaccia
  • Italian – thinly sliced Sopressata and Genoa Salami with provolone, sliced peppers, lettuce and homemade Italian dressing
  • Orpington – tuscan grilled chicken salad with mixed greens on sliced country bread
  • Landrance – prosciutto and fresh mozzarella on baguette with roasted tomatoes, arugula and garlic vinaigrette(also available as a vegetarian sandwich)
  • Melrose – panini -Grilled Portobello Mushrooms and red onions with roasted peppers,
    homemade pimento Cheese and arugula
  • Riviera – our Italian Tuna salad with capers, roasted tomatoes and olive oil, served with mixed greens on sliced country bread
  • Galloway – panini -Pastrami and Swiss with mustard and vinegar slaw on rye bread

Sandwich menu for the Southern Tour:

  • Jefferson – maple turkey cranberry, relish cheddar, lettuce, herb mayo, French bread
  • Farmington – smoked turkey, bacon, havarti, slaw, lettuce, tomato, herb mayo, French bread
  • Rivanna – cajun roast beef, provolone, bacon, onion, lettuce, tomato, BBQ vinaigrette
  • Ednam – maple turkey, havarti, bacon, avocado, lettuce, tomato, herb mayo, French bread
  • Montpelier – rare roast beef, cheddar, lettuce, tomato, horseradish mayo, French bread
  • Belmont – peppered ham, salami, bologna, provolone, hot pepper relish, lettuce, tomato, onions, oregano, vinaigrette, French bread. **VERY SPICY**
  • Keswick – Country ham, Swiss, honey mustard, lettuce, tomato, herb mayo
  • Earlysville – sweet ham, turkey, smoked Gouda, bacon, lettuce, tomato, herb mayo, sourdough
  • Birdwood – cracked pepper turkey, onion, pepper jack, avocado, banana peppers, lettuce, herb mayo, French bread
  • Afton – corned beef, Swiss, cole slaw, brown mustard, rye bread
  • Crozet – chicken salad, cranberry relish, Dijon mustard, lettuce, sourdough
  • Batesville – Cajun roast beef, smoked gouda, lettuce, tomato, onion, brown mustard, horseradish mayo
  • Walnut Creek – deli chicken, pepper jack, chipotle mayo, lettuce, tomato, whole grain ciabatta
  • Vegetarian:Ivy – carrots, avocado, cucumbers, lettuce, tomato, sprouts, herb mayo, French bread
  • Vegetarian:Yogaville – cheddar, havarti, Swiss, sprouts, cucumber, lettuce, tomato, herb mayo, French bread

Birthday Package[Read Details…]

For those who are doing a birthday tour, here is something you can order to make it extra special!

We offer a selection of elegant 6-inch birthday cakes from our FAVORITE bakery, Albemarle Baking Company. We’ll bring the box as well so you can enjoy the remainder as a midnight snack!

The first is the white cake – layers of vanilla sponge with Bavarian cream Cake, iced with a marzipan frosting.

We also offer a chocolate cake – bottom layer of chocolate cake, then a layer of dark chocolate, white chocolate, and milk chocolate mousse, covered with a milk chocolate glaze. The price of this package is $30.

Arcady B&B Travelin’ Through Wine Country Package[Read Details…]

Driving through Charlottesville? Make your overnight stop a stay to remember!

Available from Sunday through Thursday.

Package includes: (depending on room selection)

  • One night in a deluxe room with complimentary Wine Country Amenities.
  • Wine Tour including the deluxe local cheese plate and all expenses except tasting fees
  • Full breakfast

$492 – $525 per couple Sunday through Thursday

Arrive at Arcady Vineyard Bed and Breakfast between 12:15 and 12:30 pm, and we’ll whisk you off for an afternoon of wine tasting in our Monticello Appellation- guaranteed to unwind you from your hours of driving!

Didn’t have time for lunch before you get to Arcady Vineyard Bed and Breakfast? No problem! We’ll serve you a deluxe cheese/chocolate/fruit platter, or you can pre-order the lunch package, an additional $20 per person served to you on linens and china!

After touring, we’ll check you into your deluxe room where you will enjoy:

  • Sparkling wine, bottled water and sodas in your wine fridge all included in room rate
  • Spa nook with 2-person whirlpool tub, or sitting room nook
  • En-suite bath
  • Robes, slippers, iron, hairdryer
  • Bose radio/ CD player, TV/DVD
  • Fresh flowers
  • Our estate-grown amorone-style dessert wine and chocolate turndown
  • Snacks in our tasting room
  • Full wine country breakfast served at individual tables set for two

Arcady Vineyard Bed and Breakfast Wine Lovers Package[Read Details…]

Enjoy our Wine Country with everything arranged for your comfort, convenience and pleasure! This package includes a two-night stay in a luxury room, a Taste of Monticello Wine Tasting Tour, and room amenities especially designed for the wine lover! This package is standard for weekend bookings, but can be scheduled during the week as well.

FRIDAY (or day one)

Check-in time is between 4-7pm. If you don’t already have plans, join us for our Social Hour between 5 – 6pm for a glass of local wine and cheese with us in our tasting room, library or back deck.

SATURDAY (or day two)

Next morning after a hearty farm-fresh wine country breakfast served at individual tables, you can relax in your room or our back deck, explore Monticello (2.8 miles away), Michie Tavern, (3.6 miles away) Ashlawn-Highland (4.4 miles away), or work off some energy on the 2-mile hike along the Saunders-Monticello walking trail (3 miles away).

Or enjoy the historic walking mall downtown (6.5 miles away) and visit the 8 blocks of shops and our local Farmer’s Market which runs Saturdays, April through December.

That afternoon we leave around 12:30 – 1pm for your wine tasting tour! We’ll visit 3 wineries, and everything is included but your tasting fees (per local law):

  • Driver/Guide to assist you through your tastings
  • A deluxe cheese/fruit/chocolate plate
  • Bottled water

SUNDAY (or day three)

This morning we’ll serve you another yummy breakfast and…oh no! It’s Sunday!

You check out at 11am! Phooey….oh well if you must leave then let us help you carry your wine to the car…. Another successful Wine Country Weekend!

Our luxury rooms include:

  • King or queen bed
  • Fresh flowers
  • Sparkling wine, water, and soft drinks in your own wine fridge
  • Either a whirlpool tub for 2 or a sitting room nook
  • En-suite bath
  • TV/DVD, Bose radio/CD player
  • Full wine-country fresh breakfast served at individual tables
  • Chocolate turndown in the evening of our own estate-grown amorone-style dessert wine and local artisan chocolates

Our Wine Tours include:

  • Driver/ guide to escort you through your tastings
  • Personalized Itinerary
  • Virginia Wineries Guide
  • Chilled bottled water
  • Cheese plate of specially selected local cheeses, crackers, local artisan chocolates, and fresh fruit.

Monticello Appellation Wine Tours and Arcady Vineyard Bed and Breakfast, LLC, license # 217, located in Charlottesville, Virginia, provides personalized tours of the area’s best wineries, and accommodations designed for wine lovers. Guests who book accommodations at Arcady Vineyard Bed and Breakfast enjoy a 10% discount on wine tours.

Wine Lovers Package: $800 – $855 per Couple weekends
Wine Lovers Package: $734 – $800 per Couple weekdays


“We looked for a quiet, scenic, fun place to celebrate our 33rd anniversary and Arcady Vineyard Bed and Breakfast was all that! The greeting was warm, nicely entertained, our room was wonderful as was the breakfasts. The winery tour was a lot of fun, and Chris and Erika are extremely knowledgeable without being wine snobs!! The B&B has a terrific feel of casual luxury, and is in a quiet, private setting just a few minutes from downtown Charlottesville. We are looking forward to a return visit to taste at even more wineries!!” ~ Guest Comment



Contact Us:

Monticello Appellation Wine Tours
1376 Sutlers Road Charlottesville, VA 22902
Phone: 434-212-8179
Toll-Free: 888-824-7273