Welcome to Southern Oregon Wine Tours!

We’ll pick you up directly from your lodgings!

Join Us for a Guided Tour of the Rogue and Applegate Wine Country! Allow us to showcase the oldest wine producing region in all of Oregon. Our tour guides are all professional stewards of the industry, and cherish the opportunity to deliver the best of what our region has to offer. Heart-warming tours of Oregons’ most beautiful, unique and fastest growing viticultural region.

Our tours include foodpairings! We believe wine has to be enjoyed with food, and food with wine, therefore all of our tours include food- either appetizers or a meal- specially prepared to pair with your wines. Our tours have a conversational aire; we’ll determine what kind wines/places/atmospheres you like best, and use our excellent knowledge of the region to guide you to the absolute right fit.

Southern Oregon’s latitude and prevailing oceanic winds create a 7 month Rhone-like growing season that distinguishes it from all other west coast (and American) growing regions. We often have hot dry days and cool nights with a wide range of thirty degrees in temperatures. This defines our diversity and provides us with award-wining quality wines!  

Just relax and let us do the driving! Our tours are typically 5 hrs long and are timed to get you back in time for your dinner or theater plans!  

Winery & Artisan Food Tours of Rogue and Applegate Valley Daily Departures

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♦Upgrade to the Exclusive Package and have a multi-course meal at a winery renown for its culinary selections! This package includes:
  • Tasting flights to represent each winery’s latest releases. 
  • A fun and educational barrel room tour in a wine making facility(please request for availability).
  • A sumptuous four course lunch or dinner specially curated to pair with your wines.
  • A brief historical tour of Jacksonville, ground zero for the Oregon Gold Rush and also Oregons Wine Industry!
  • And of course, pickup and drop-off  from your lodgings/residence.
  • All this for just an additional $30/guest!

Some of our most popular destinations:

  • Let’s go to Central Point’s Artisan Corridor – really 4 stops in one! Picture the worlds most amazing grilled cheese sandwich from Rogue Creamery paired with one-of-a-kind artisan chocolates from Lillie Belle Farms and something sweet and savory fresh from the oven at Croquette Bakery. Then, bring all your goodies to The Rogue Grape where you can sample wines spanning the Rogue Valley to find the perfect pairings – all in one place. 
  • Dancin Vineyards. A cozy atmosphere with spectacular views. Dan and Cindy(Dan+Cin) maintain their 100% burgundy clones with the utmost care to produce absolutely top notch fruit and superb wines. All of their wines are fermented spontaneously using yeast cultures native to the vineyard. Dan believes that ‘Great wine starts in the vineyard’. The food here is also phenomenal, prepared in a state of the art facility featuring Dan’s real wood fired pizza oven. * On Sundays, Dan invites guests on a personalized tour of his vineyard and wine making facility, a real insider treat! This is a unique opportunity to see how it all happens- fun and educational! **If you are interested in taking this tour, let us know in advance so we can be sure to save you a spot. 
  • Woolridge Creek Winery. Sip and dine luxuriously among the barrels in part of the actual production facility of the winey, you get to be close to the action! And with 80+ year old goblet trained cab vines close at hand you’ll know that you are tasting deep into history. With their on-site creamery and charcuterie, this is also an excellent spot to dine. You’re sure to find a pairing made in heaven!
  • Quadi North. Second gen winemaker of Napa extraction, Herve Quadi, manages his vineyard sites to expose their specific terroirs- Syrah, Cabernet Franc, GSM, Marsanne/Roussanne are in the top tier in the valley in a winemaking venue attached to the production area – there’s always some action going on! Their friendly staff leaves no leaf unturned when showcasing their product – sure to supply ample satisfaction!
  • Weisinger Family Winery. Ashland’s boutique winery and custom crush facility. Home to perhaps some of the oldest vines in the Bear Creek valley with their Riesling planted in the mid ‘70s. Steeped in a family winemaking tradition, second generation winemaker Eric Weisinger is the region’s foremost vigneron. Eric studied winemaking in New Zealand, and has the unique ability to create wines the represent the incredible bio-diversity of the Bear Creek region- From Riesling’s and Gewürtstraminer’s bright, lean notes, reminiscent of Alsatian style wines, to the high-heat Spanish, Bordeaux and Rhone style wines that well represent their terroirs. Since he does not distribute his wines much farther than his own zip code, this is an especial treat for anyone visiting from out of town.
  • Paschal Vineyard and Winery. Nestled in the pear orchards is a winery which surpasses all the rest in terms of the depth and richness of their wines. Rene the German wine-maker, is fastidious and attentive. He often joins guests in the tasting room to regale them with the story of his wines. Roy Paschal, the founder of the winery can be seen out in the vineyard on any given day, driving the tractor, pruning, quality testing, even harvesting. The owners involvement in the process from the ground up lends itself to the quality of the wines and the experience.
  • Irvine and Roberts Vineyard. Did somebody say pinot noir? The altitude and the cool evening winds at the head of the valley make for hardy vines and exceptional fruit. Would class wines and hospitality, coupled with their culinary pairings and the view from their tasting room veranda is unmatched.
  • Red Lily vineyard. Talk about atmosphere. This place has it all! A sumptuous, vaulted tasting room, opening up to an expansive lawn that leads right down to the Applegate River. You can literally soak your feet while you sip! Tempranillo is the name of the game here, with lots of variations and styles arrayed in a single flight.
  • Belle Fiore Winery. Here wine and architecture are one and the same. Built in the classical Italian style with its vaulted ceilings and garnish veranda, Belle Fiore boasts one of the regions most palatial tasting rooms. This enhances rather than distracts from their great wines. Winemaker Rob Folin is among the best in his ability to showcase the site’s terroir in every glass!

These are just a few to chose from among a huge selection of wineries within the Rogue Valley AVA. These can range from the rustic, ‘down on the farm’ Devitt Winery, specializing in long barrel aging, to Valley View, named after Oregons oldest winery(with the ambiance to match!), to the fabulous and ever popular Troon Vineyard Oregon’s only Demeter Biodynamic® Regenerative Organic Gold Certified® farm and a Wine Enthusiast nominee for American Winery of the Year 2022. Or even the appointment-only Cowhorn, the region’s first Biodynamic vineyard project. 

With over 90 wineries to choose from we will be sure to find the right place for you.  It’s your day, we just want to make sure you come away with an enriching experience you’ll never forget. Our tours have a conversational aire, so no itinerary is set in stone. Just let us know how we can best serve your individual needs. The main thing for us is to deliver a great tour that far exceeds your expectations!



Pricing is based on final guest count for private tours. Please click ‘book now’ button to get accurate pricing for your specific tour!

Southern Oregon Winery & Artisan Cuisine Tour

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Our Most Popular Choice! Main Street Wine Tours has been endorsed by Napa Valley Life Magazine, VIA – AAA Magazine and USA Today Travel