Top Sydney Holidays - page 2

Escape Sydney and unwind in the rolling hills of the Hunter Valley on a private full-day wine country tour. Your English-speaking driver will pick you up from your hotel and guide you through Australia’s oldest wine region in a comfortable, air-conditioned vehicle. Begin in tranquil Laguna, a charming rural village surrounded by natural bushland. Then enjoy visits to four hand-selected wineries, each offering unique character and award-winning varieties such as Shiraz, Semillon, and Chardonnay. Meet passionate winemakers, learn about local terroir, and savor included tastings as you explore cellar doors and vineyard landscapes. You may also choose to stop for a leisurely lunch, sample local cheeses and chocolates, or enjoy scenic viewpoints along the way. After a relaxing day among the vines, your driver will return you comfortably to Sydney, with lasting memories—and perhaps a few bottles to bring home.

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.

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.

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.

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.

What better way to experience Sydney Harbour with a party! Come enjoy great food, music and company. Get out your scrunchies, sweatbands and fluro spandex and join us for a funky, old-school boat party! Girls (and guys) just wanna have fun aboard Sydney Harbour's hottest retro boat party! Get immersed in a retro setting, grab a drink at the bar and get settled in for an array of delicious bites served to your table. Don't forget to grab some goodies at the 90s candy bar and enjoy the sights of stunning Sydney Harbour from the observation deck. Before you know it, you'll be ready to cut your best shapes on the dance floor as your retro DJ plays the most bangin' beats from the 80's & 90's. Retro attire is not compulsory, but definitely encouraged - you won't be the ony one! Prizes and giveaways for best dressed dudes and dudettes. Cruise Inclusions: 3-hour cruise Fresh harvest board & hot finger food Fully licensed bar All night retro DJ 90s nostalgia candy bar

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.

Savor an unforgettable dining experience aboard a glass boat cruise on Sydney Harbour. As you glide across the water, enjoy magnificent views of iconic landmarks like the Opera House and Harbour Bridge from every seat. Delight in a carefully crafted 4-course dinner made from top-quality Australian produce, paired with drinks from the fully licensed bar. This exclusive cruise combines exceptional cuisine with stunning scenery, making it a must-do in Sydney. - Exclusive glass boat cruise offering panoramic views of Sydney Harbour - Indulge in a gourmet 4-course dinner featuring the finest local ingredients - Wine pairing with entrée, main and desserts - Ideal for couples and anyone seeking a unique dining experience in Sydney

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.

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.

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.

Visiting the Blue Mountains independently can be tiring to do independently, with long distances between viewpoints. This full-day tour from Sydney simplifies the journey, connecting the region’s highlights while a driver tackles the roads. Take in sweeping views from Kings Tableland, walk to scenic spots such as Wentworth Falls or Leura Cascades, and visit the towns of Leura and Katoomba to see the Three Sisters. The day ends with a relaxing cruise along the Parramatta River back to Circular Quay.

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.

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.

Visiting the Hunter Valley is a great opportunity to experience a typical Australian wine region from Sydney, but planning it and driving yourself can make things tricky. An easier and more convenient approach is to join a full-day tour that showcases the region’s best side, from wine-tasting at cellars and wineries to sampling local chocolates and sitting down to a scenic lunch.

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!

Explore Australia’s Hunter Valley wine region with ease on a private day trip from Sydney. Cross the Harbour Bridge as you leave the city, and then enjoy the scenery of lush hills and rolling vineyards and live commentary on your way. At Hunter Valley, visit three wineries to sample wines and enjoy lunch (own expense).

This is the ultimate food and drink adventure in Hunter Valley! Enjoy a hassle-free intimate excursion with friends and family in luxury transport. Visit multiple boutique wineries to try the local produce. You won’t have to worry about getting hungry as a delicious lunch at Hunter Valley Gardens is included too. With time to explore a country styled village with specialty shops and galleries. You can try chocolate, cheese, liquors, wine and more on this comprehensive foodie experience.

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.

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.

This big day out to the south of Sydney winds through Australia’s oldest national park, takes in spectacular coastal scenery along the Grand Pacific Drive, traverses the Sea Cliff Bridge, then climbs the sandstone escarpment to return via the forests and farmland of the picturesque Southern Highlands. Enjoy up close and personal experiences with iconic Australian wildlife, expansive vistas of coastal scenery, eucalyptus-clad valleys and waterfalls plunging over sandstone cliffs, scenic drives through national parks and along bays, beaches and country backroads, beachside dining and cool-climate wine tasting. Tour includes a private koala experience with a keeper, lunch at a popular seaside cafe, wine-tasting at a boutique winery, National Parks and wildlife park entry fees, friendly and knowledgable guide, transport in a comfortable air-conditioned minibus. Maximum 11 guests.

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.

Celebrate Australia Day out on the water aboard a Tall Ship. Cruise around past some of Sydney’s most famous attractions, join in on the evening traditional Tall Ships Race, and watch the fireworks show over Sydney Harbour. Onboard, enjoy an Aussie-style barbecue, beverages like bubbly, wine, soft drinks, juices, and water, and live music and entertainment.

Explore the Southern Highlands region of New South Wales on this private day trip from Sydney. This relaxing escape from the city provides scenic views of rolling green hills and stops at historical villages and manicured gardens, as well as wine tasting. You’ll visit Red Cow Farm, Fitzroy Falls, and the heritage towns of Bowral and Berrima, where you can enjoy some free time.