Top Sydney Holidays - page 2

Experience one of Australia’s most impressive buildings—the Sydney Opera House—on a guided tour followed by lunch or an early dinner at Midden by Mark Olive, House Canteen, or Opera Bar. Learn all about the Opera House from your guide, then relax and soak in the show-stopping views at your choice of restaurant.

Get out of Sydney for the day on an indulgent winery tour of the Hunter Valley. Head north of the city in a comfortable mini-coach without the hassle of driving yourself (or having to designate a driver who can’t drink). Visit three cellar doors, where you’ll sample some top local wine. Also get the chance to sample locally made chocolates and cheese, for a full culinary experience.

Indulge your inner foodie on a full-day gourmet tasting tour of the Hunter Valley, including breakfast and lunch. Follow your guide, a professional chef, to shop for fresh fish and seafood at the Sydney Fish Market and sample local specialties with a visit to an artisan producer. Then, visit the region’s best boutique wineries, where you indulge in fine wines paired with regional delicacies like pan-fried barramundi, kangaroo steak, or freshly rolled sushi.

Experience beautiful Sydney Harbor on a Christmas Day cruise. Take in picturesque views of the city skyline while your favorite holiday tunes hum in the background. Enjoy a delicious buffet meal of seafood, traditional roasts, salads, and dessert—it’s included in the tour price—as well as fresh coffee and tea. Add to your merriment with alcoholic beverages from a fully licensed bar at an extra charge.

Uncover the secrets of Sydney’s heritage as you explore The Rocks on this guided walking tour of the historic precinct. Offering amazing views over the Sydney Harbour and the Campbells Cove Wharves, your guide will lead you along shady laneways and cobbled courtyards where you’ll discover some of Sydney’s earliest buildings, including Cadman’s Cottage, built in 1816 and the Garrison Church, which dates back to the 1840s.

Discover the secrets of Australian wine on this private, full-day tour of the Hunter Valley, including hotel pick-up. Travel in style in a luxury vehicle, stopping for tours and tastings at up to four boutique wineries. Indulge in wine, and sample a range of semillon, chardonnay, verdelho, and Shiraz wines.

Discover the Hunter Valley with a WSET certified wine host on a private experience curated entirely around you. Before your tour, we'll get to know your favourite wine styles, interests, and travel preferences, then personally design an itinerary to match. We'll select wineries that suit your palate. Your day includes private return transport from your Sydney hotel, premium wine tastings, a gourmet Australian savoury pie and wine pairing, and time to explore the historic Wollombi Valley. How it works: 1. Reserve your date Book your preferred day and secure your private Hunter Valley experience. 2. Tell us what you love We'll personally contact you to learn about your favourite wines, interests, and the kind of day you'd like to have. 3. We create your perfect day We'll curate a personalised itinerary with wineries, tastings, and experiences chosen just for you. 4. Relax We'll collect you from your Sydney hotel and take care of everything from there.

Wine lovers who don’t have a lot of time for a full-day wineries tour will love this short hosted wine-tasting session right in the heart of Sydney. Choose between the 30 and 45-minute tasting sessions, conveniently located at a cellar door in The Rocks historic area. Sample rare, decades-old wines and learn more about the wineries that produce them.

Cruise through Sydney Harbour in style on board a spacious flagship vessel that departs from Circular Quay and King Street Wharf. Glide by the floodlit Sydney Harbour Bridge and Opera House, among other landmarks. Sit down for a 4-course dinner with an array of international dishes including fresh seafood. Enjoy the views from your table or the viewing deck, with live music playing on the weekends.

Taste your way around the Hunter Valley on this day tour from Sydney. Soak up the scenery as you sample some of Australia's best wine, cheese, chocolate, and spirits during guided tastings at three wineries and a distillery. In addition to visiting local producers, you'll also enjoy a relaxed lunch with wine, craft beer, or cider in a scenic spot in the Valley.

Travel to three popular Southern Highlands wineries in one day, driving only 90 minutes outside of Sydney to make the most of your time. Join a small group or request a private tour in a comfortable, air-conditioned vehicle. You’ll spend a whole day exploring the region and tasting exquisite local wines and foods, and meet passionate winemakers along the way.

Strap yourself in for a day of indulgence in Australia’s oldest wine region. The day is all about discovering some of the area’s best boutique wineries as well as the many gourmet food producers that call the valley home. Semillon & Shiraz are king in the area but there are many other interesting and unique wines you will get to sample on this journey.

Discover Sydney Harbour your way with the flexible hop-on hop-off ferry pass. Cruise between must-see destinations like Circular Quay, Darling Harbour, Taronga Zoo, Watsons Bay, and Manly—all while enjoying unbeatable views of the Sydney Opera House, Harbour Bridge, and Luna Park from the water. With frequent departures throughout the day, you can hop on and off as often as you like. Stay longer at the spots you love, skip the ones you don’t, and set your own pace. Spacious indoor and outdoor seating ensures a comfortable ride—rain or shine. Want to dive deeper into the city’s stories? Optional geo-tagged smartphone commentary is available in seven languages, letting you tune in when you’re curious and tune out when you’d rather just enjoy the moment. No live guides, no fixed schedule—just Sydney, on your terms.

Private day-tour to the stunning Hunter Valley wine region. Round-trip travel from Sydney in a luxury vehicle with hotel pick up and drop off. Wine tastings with paired tapas-style food at 4 x boutique Hunter Valley cellar doors. Choice of Italian, Asian, BBQ or Native Australian food selection. Visit the historic 1830s village of Wollombi with a stop at the lively local tavern. Small group experience with a local guide . Guide contactable for the duration of your time in Sydney to provide recommendations.

Perfect for beer lovers or just those wanting to get out and explore the Hunter Valley, this brewery tour takes you to visit 3 great craft breweries. Jump on the air conditioned minivan and then head out for the day, enjoying plenty of fresh craft beer and cider. With lunch and snacks included, this is sure to be an enjoyable, stress-free day out in one of Australia’s most charming regions.

Get the most out of your day in the Hunter Valley by combining two of its features—wine and native Australian wildlife—in a single itinerary. With a guide in the lead and transportation all arranged in advance, learn about the famous wine-producing region and its animal inhabitants through stops at a local wildlife park and several boutique wineries. You can also sample cheese and indulge in a winery lunch (extra cost).

Taste a range of great beers, and learn all about craft brewing in Sydney, on this insider, small-group tour. Perfect for visiting beer lovers looking for a local experience, this tour will whisk you to several of the city's most popular breweries. At each stop, have the chance to go a behind-the-scenes tour, meet the people who created the beer, and enjoy a generous selection of samples.

Travel in style in our Mercedes V-Class on a private tour with no others to the southern highlands just 90 minutes from Sydney for some cold climate wine tasting. Indulge the senses as we’re exploring the southern highlands boutique cold climate Wineries situated 600 meters above sea level, historic townships & Boutique Brewery time permitting. Enjoy the touring with only your group up to 7 guests in a Mercedes V-Class as we tour rural NSW highland countryside within this picturesque region. You’ll have the opportunity to visit a few boutique wineries, historic township with time to meander within the heart of the region enjoying some retail therapy. * Personal Driver - Luxury Vehicle * Escape The Crowds to a Low Key Destination * Travel 90 minutes to picturesque Southern Highlands * Relax and indulge at your own pace * 2 Included Winer Tastings * Optional Lunch at a Historic Pub * Optional Beer Tasting (time permitting)

Discover the Southern Highlands Through Exceptional Winery Tours (only 1.5hours away from Sydney's CBD). Immerse yourself in the charm, elegance, and flavor of New South Wales’ premier cool-climate wine region with Southern Highland Winery Tours. We offer curated, guided tours to the region’s finest wineries, blending scenic countryside vistas with unforgettable tasting experiences. Whether you're a seasoned connoisseur or a curious newcomer, our tours cater to all, providing insider access, local insights, and seamless transport. Join us for a relaxed yet refined journey through rolling vineyards, boutique cellar doors, and award-winning estates. Perfect for couples, corporate groups, or special celebrations, our tours are designed to showcase the best of Southern Highland hospitality, food, and wine.

Located on level two of the iconic and heritage listed Queen Victoria Building, entering Esquire feels like stepping into a New York supper club, complete with re-imagined Modern Australian cuisine alongside an array of the world’s best wines, spirits and hand-crafted cocktails. A dark, oak bar framed with mosaic and parquetry flooring, soft leather seating and sensuous low lights all make the most of the QVB’s historical Romanesque revival architecture. shared menu for the whole table ESQ is the perfect destination to eat, drink and play. Menu subject to seasonal change

Experience the King of Mandopop, Jay Chou, live at ENGIE Stadium in Sydney Olympic Park on 21 November 2026 as he brings his spectacular "Carnival II" World Tour to Australia. Following the phenomenal success of his sold-out "Carnival" tour, Jay returns with a landmark production celebrating more than 25 years of iconic music and chart-topping hits that have shaped the Mandopop scene. Featuring the innovative "One City, One Theme" concept, the Sydney performance showcases an exclusive stage design, immersive visuals, and cutting-edge technology created specifically for the city. Fans can look forward to an unforgettable evening of timeless classics and new songs, delivered with breathtaking production on one of Sydney's largest stages.

The Hunter Valley Grains & Grapes Tour takes you on a delicious wine, cheese & spirits tour with lunch just a few hours north of Sydney! What makes this tour the ultimate Hunter trip, is you have the option to also taste some local beer at a few stops OR you can keep on the wines & add some chocolate too! The Grains & Grapes has everyone’s tastes covered! Asides from all the beautiful wines, tasty beers & hand crafted produce, Dave’s works hard to take you behind the scenes of the production houses to meet the makers & get a true sense of the region. We’ll always include a tour of a vineyard, winery or both on our tours. We also try to only visit small family run wineries so our guests get to meet & chat with locals to really appreciate & understand what goes into what they are tasting. As we are visiting small producers, our tour vehicles are usually between 12 and 22 seats (including the driver). The Dave’s love the Hunter Valley & we want to show you the BEST of the region!

Escape the crowds on a 100% private luxury tour from Sydney to the Hunter Valley. Forget rigid schedules and big buses; your expert guide tailors the day entirely to your pace in your private vehicle, no joined groups ! Travel in premium comfort to Australia’s oldest wine region. You'll enjoy exclusive wine tastings at hand-picked boutique cellar doors, savoring world-famous Semillon and Shiraz. We also visit local artisans to sample exquisite handmade chocolates and artisanal cheeses. But this tour offers more than just gastronomy! As the afternoon sun sets, your guide will take you to secret spots to witness wild kangaroos peacefully grazing right among the grapevines. This is an authentic wildlife photography experience far away from zoo enclosures. Enjoy the ultimate blend of world-class wine, breathtaking landscapes, and native wildlife—all with VIP, five-star service.

Hop aboard an authentic tall ship for an Australia Day to remember. Celebrate Australia’s national day on the annual Tall Ships Race on Sydney Harbour. Tuck into an Aussie-style lunch as you whip past the Harbour Bridge and Opera House. Make the most of unlimited beer, wine, and soft drinks to get you in the celebratory mood. You even have the chance to climb the mast, if you’re feeling adventurous.