Explore breathtaking landscapes and the finest cool climate wineries on our Southern Highlands wine tours. Get the chance to explore the best amongst the 60 Southern Highlands wineries, including Bowral wineries and surroundings. This unique wine region is known for its wonderfully balanced, delicate and fruity wines. But wine isn’t the only reason to visit the Southern Highlands!
See the rolling vineyards, sample the breweries and wineries, enjoy a formal cheese tasting or simply take in the jaw-dropping views, all in the comfort of one of our luxury vehicles. Our tour guides are fun, flexible, and relaxed, and are there to look after you, ensuring you have the best day possible. Urban Legends caters for groups of any size and can organise a day trip, hens party or overnight package.
If you are serious about wine and having a good time, get in contact with us or pick one of our handpicked itineraries to make your Southern Highlands wine tour an unforgettable day out.
DAy trips - overnight packages - customise your own
PRIVATE SOUTHERN HIGHLANDS Winery TOURS
The Southern Highlands of NSW is full of epic wineries, and we love taking you and your mates to these beautiful cool climate vineyards. We handpick boutique wineries and are constantly working to provide you with the best possible itinerary for your Southern Highlands Wine Tour!
Choose one of the three packages that we offer to visit Southern Highlands wineries, distilleries, and breweries.
PERFECT FOR BIRTHDAYS, A DAY TRIP, HENS PARTIES, LARGE OR SMALL GROUPS & COUPLES WEEKENDS
SOUTHERN HIGHLANDS
WINE TOUR + GIN TASTING
Planning a Christmas party, hens, bucks or milestone birthday? Let us handle transportation and all the details so you can sit back and enjoy the stunning scenery of the Southern Highlands with a refreshing glass of wine or gin.
SOUTHERN HIGHLANDS EPIC WINE TOUR
Enjoy a relaxing rural escape just a short drive from Sydney in the Southern Highlands. On this tour, you'll get to visit 3 cool climate wineries and feast on gourmet cheese and antipasto platters. Experience premium tastings perfect for large groups.
TASTE IT ALL! SOUTHERN HIGHLANDS EPIC
WINE, BEER, SPIRITS & COCKTAILS TOUR
Taste it all on this tour with tastings at our favourite cool climate wines, artisan spirits, craft beers and locally made produce. Perfect for groups large and small!
Customise your day tour!
SOUTHERN HIGHLANDS WINE TOUR
Great vegan and vegetarian options for lunch!
Replace a wine tasting with epic VODKA, GIN & SCHNAPPS TASTING experience at famous lookout
Swap a winery or two for one of our favourite pubs or bars
Winery lunch options from $30 pp to $70pp conditions and group size limits apply
Add one of the Southern Highlands best breweries & beer paddles
Southern Highlands OVERNIGHT PACKAGES
Planning a weekend away? Or a mid-week break from the big city? Book with Urban Legends and we will organise a blissful few days away in the Southern Highlands for you and your friends. We can work with you to customise the trip for you and your travel companions to make sure you have a wine-filled, stress-free trip away.
Southern Highlands Hens Party WINE TOURS
If you're looking for a day trip that is close to Sydney and caters for a big group, the look no further! Urban Legends loves to take hens parties, big or small, to the Southern Highlands for a fun, classy, wine-filled itinerary that suits every bride-to-be. There will be lots of gorgeous photos opportunities, and you can choose the wineries you wish to visit. Get in contact to create the perfect Southern Highlands hens party for you!
ULTIMATE Southern Highlands Wine Tour EXPERIENCE
PERFECT FOR LARGE AND SMALL GROUPS
Go on a Southern Highlands Day Trip with a small group of friends or a big group of your closest! Our vehicles cater for groups from 10-57 people, with pickup at your preferred location! Book this tour for a birthday, a hens party or even a family day out. We handpick our favourite, high-quality boutique venues for a day to remember!
EXCLUSIVE SEATED WINE TASTINGS
All Urban Legends wine tours visit exclusive hand-picked boutique wineries that offer the finest wines in the Southern Highlands. All our wine tastings are beautiful, long, seated wine tastings in epic venues where you get to taste top-shelf wines while learning from the expert winemakers or sommeliers.
The boutique wineries in the Southern Highlands produce high-quality wines that can only rarely be found in mainstream stores. That means that once you go home, they will are impossible to find. We highly recommend picking up a bottle during your visits as there is nothing quite like these flavours!
No better feeling than knowing you’ve stocked up on the best wines for the year!
HIKING, WATERFALLS AND MORE!
Southern Highlands offers more than just excellent produce, shopping and wineries, it also has an abundance of outdoor activities, including beautiful hikes and waterfalls that range from easy to hard. Find out what our favourite 12 things to do are in Bowral and surroundings!
SUPPORT LOCAL WINEMAKERS
Help us support local winemakers in the Southern Highlands region by tasting their delicious wine, and then buying a bottle of whichever is your favourite. Drink it, savour it and know it’s a special bottle coming straight from the source and the winemaker in the beautiful Southern Highlands wine region.
These delicious cheese platters are one of the many amazing services that our Southern Highlands boutique wineries offer!
HANDPICKED BOUTIQUE WINERIES
We love taking our guests to boutique wineries for so many reasons! But most importantly of of all, they treat our tour guests like VIP guests. We hand-select boutique wineries in Bowral and surroundings that offer the best wine selection and excellent service for your seated wine tastings. You will be tasting top-shelf wines and locally produced epic cheeses and chocolates in a gorgeous setting.
GOURMET CHEESE AND PICNIC PLATTERS
Locally-made gourmet cheeses, artisan chocolates, homegrown olives, condiments, and more are a big part of our favourite Southern Highlands wine tours.
Bowral is a famous destination for wine and flower lovers at all times of the year. Photo by Maksym Kozlenko
CUSTOMISE YOUR OWN WINE TOUR
If you have a particular winery, lunch spot, or tasting you’d like to visit, Urban Legends can accommodate this. We have a long list of beautiful wineries in the Southern Highlands, but this trip is all about you, so if there’s somewhere you’d like to go, we can make it happen. We will work with you to plan your itinerary of the day so you can sit back and relax.
Read our blog post What to expect on a NSW wine tour: All your questions answered here
Read our latest blog posts for inspiration Around BOWRAL and in NSW!
BooK your Southern Highlands Wine Tour Now!
Frequently Asked Questions - Southern Highlands Wine Tours
1. What can I expect on a Southern Highlands Wine Tour?
Expect a fun-filled day of wine, laughter, and adventure as you explore the picturesque Southern Highlands! Our tours take you through some of the region's finest wineries, where you'll get to taste world-class wines, learn about the winemaking process, and meet the passionate people behind the vines. Did we mention the scrumptious local cuisine? Your taste buds are in for a treat!
2. How long does the tour last?
Our tours typically last between 6-8 hours, depending on the itinerary. But don't worry, time flies when you're sipping delicious wines and making unforgettable memories!
3. How many wineries will we visit on the tour?
You'll get to explore 3-4 handpicked wineries on our Southern Highlands Wine Tours. Each winery offers a unique experience, showcasing the diverse flavours and charm of the region. Trust us, by the end of the day, you'll be a bona fide wine aficionado!
4. Is transportation provided?
Absolutely! Sit back and relax in our comfortable, air-conditioned minibus as we whisk you away on your wine-tasting journey. Plus, our friendly and knowledgeable driver-guide will keep you entertained and informed throughout the day.
5. Can I book a private tour?
Of course! We love helping you create unforgettable experiences. Reach out to us to discuss your custom private tour, and we'll make your Southern Highlands wine adventure one for the history books.
6. What's included in the tour price?
The tour price includes transportation, wine tastings at each winery, an expert guide, and a delicious gourmet lunch. All you need to bring is your enthusiasm for great wine and good times!
7. Are the tours suitable for people with dietary restrictions?
We cater to a variety of dietary needs, including vegetarian, vegan, and gluten-free options. Just let us know your requirements when you book your tour, and we'll ensure your culinary experience is as delightful as the wine.
8. What should I wear on the tour?
While our tours are all about having a great time, we encourage our guests to dress their best to match the sophisticated vibe of the wineries we visit. Consider smart casual attire, such as collared shirts, blouses, slacks, or dresses. Comfortable yet stylish shoes are also recommended, as you'll be walking through vineyards and winery grounds. Don't forget to accessorise with a hat, sunglasses, and sunscreen for those sunny days spent sipping wine in style!
9. Is there an age limit for the tours?
Our wine tours are designed for adults aged 18 and over, as the legal drinking age in Australia is 18. However, we do offer family-friendly tours of the Southern Highlands that include activities for all ages. Just give us a call, and we'll be happy to help you plan the perfect family day out!
10. How do I book a Southern Highlands Wine Tour?
Booking your unforgettable wine tour is as easy as uncorking a bottle! Simply head to the book now page on our website, choose your preferred tour date, and complete the online booking form. Alternatively, you can give us a call, and our friendly staff will be delighted to help you secure your spot.
11. What wine is the Southern Highlands known for?
The Southern Highlands region is celebrated for its cool-climate wines, with a particular focus on Pinot Noir, Chardonnay, and Riesling. You'll also find excellent examples of other varietals, such as Cabernet Sauvignon, Merlot, and Sauvignon Blanc. Our tours introduce you to the diverse range of wines produced in the area, showcasing the unique characteristics and flavours that make the Southern Highlands such a remarkable wine region.
12. How many wineries are in the Southern Highlands?
The Southern Highlands is home to over 60 wineries and cellar doors, offering a diverse range of experiences for wine lovers. From family-owned boutique wineries to renowned estates, you'll find a world of wine just waiting to be explored. Our tours handpick 3-4 of the best wineries in the region, ensuring a memorable and enjoyable experience for all.
13. Can I visit the Bowral wineries?
Bowral is a charming town in the Southern Highlands that is surrounded by several fantastic wineries. While there are no wineries located directly within Bowral's town centre, the nearby area boasts an array of cellar doors and vineyards for you to explore. Our Southern Highlands Wine Tours include visits to some of these exceptional wineries, offering you the opportunity to experience the best of Bowral's wine scene.
The Bowral wineries are loved by visitors all year round. Located in the Southern Highlands, Bowral is always on our Southern Highlands wine tour itinerary. Mittagong and Mossvale are other popular areas and are never forgotten! Come and join us to view the gorgeous Bowral sceneries, visit a few of our favourite Bowral wineries, restaurants and hidden locations teeming with history. See you there?
14. How much does a Southern Highlands Wine Tour cost?
The cost of a Southern Highlands Wine Tour varies depending on the specific tour and inclusions. Our wine tours typically range from $150 to $250 per person. This price includes transportation, wine tastings at each winery, an expert guide, and a delicious gourmet lunch. Keep an eye out for special promotions and group discounts to make your wine adventure even more enticing! To get the most accurate pricing information, visit the book now page on our website or contact us directly.
Our prices also include pick up from your accommodation on Bowral as well as Wollongong, Sydney , Campbelltown, or The Shire.