Top Sydney Holidays - page 3

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.

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.

Experience Sydney at its best by booking this magical sunset experience. Cruise around Sydney Harbour in a tall ship, taking in such sights as Sydney Harbour Bridge, Sydney, Opera House, Taronga Zoo, Luna Park, and Admiralty House, while enjoying delicious wine and plentiful canapés that include sushi rolls, Sydney Rock oysters, and desserts.

Eat and drink some of Australia’s finest produce on this delicious day tour to the Hunter Valley from Sydney. As well as tasting locally made wine, chocolate, cheese, vodka, and gin, you’ll learn about how these are made, and witness artisanal production techniques. You also won’t have to worry about appointing a designated driver, as you’ll be driven around so all travelers can relax and enjoy themselves.

Taste the wines of Hunter Valley on this private guided tour. Sip Shiraz as you take in the scenic beauty of Pokolbin. Visit boutique wineries that have lower production but higher quality wines and taste a range of grape varieties. Plus, enjoy three tasting sessions at two wineries and a distillery, one with a grazing board included.

This isn’t just a pub crawl — it’s Sydney’s history served with a drink in hand. Join us on a walking tour through The Rocks, stopping at four of the city’s most iconic heritage pubs. Along the way, you’ll hear true tales of convicts, larrikins, corrupt officials, and colourful locals who shaped the city — often over a pint. Enjoy a middy of beer, glass of house wine, or soft drink at each stop as you soak up stories of rum deals, razor gangs, and revolution. Led by a passionate storyteller, this is the past as you’ve never heard it: gritty, funny, and poured fresh.

Whether you're new to Sydney or just expanding your social circle, the Wednesday Social is your ultimate mid-week escape. This isn't just a random night out, it's a community builder. We pack the first half of the night with interactive social games and casual ice-breakers, followed by a legendary karaoke showdown where every singer is entered to win a $50 bar tab! Then, after the show, it's the FREE after party! Come solo or bring your homies, either way you will be locked into a whole new circle of friends. Tickets include 4 free drinks (1 per venue), free pub snacks, plus access to exclusive discounted drinks menus at the first 3 venues by showing your pub crawl wristband!

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.

Join us for a night of world class comedy when the Showcase comes to The Comedy Store. We handpick the funniest and freshest acts of Sydney's biggest annual comedy event, squeeze them into one hilarious line-up and deliver them to all corners of Sydney! "The comedians in the showcase all knew what they had to do to get a laugh and had the crowd in constant stitches..."- AU Review PLEASE NOTE THAT ALL TICKETS PURCHASES INCLUDE 1X DRINK VOUCHER. This show is a Sydney Comedy Festival Showcase.

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.

Embark on a delightful journey through the picturesque Hunter Valley, renowned for its exquisite wines and gourmet delights. This day tour from Sydney offers exclusive tastings at three of the oldest wineries in the Hunter Valley vineyards, steeped in history and allowing you to savor premium wines while enjoying the stunning vineyard landscapes. Draytons wines 1853 - Tyrrells Wines 1858 and the famous Audrey Wilkinson 1866 Indulge in visit to local cheeses and handcrafted chocolates to indulge your taste buds. With a flexible lunch option at charming venues and engaging commentary from expert guides, this tour caters to all wine enthusiasts, making it the perfect escape for couples. - Premium wine tastings at the 3 oldest most well known wineries in the Hunter Valley vineyards - One course lunch and drink included. Most medical dietary requirements catered. - Visit local cheese and chocolate shops for a gourmet experience - A personalized day tour atmosphere

Venture into the birthplace of Australian wine, where the story began in the early 1800s. Just 2.5 hours from Sydney, the Hunter Valley offers a rare blend of heritage and innovation. Begin your wine journey with a behind‑the‑scenes tour of the winemaking process—from grape to glass—guided by passionate experts. Taste premium wines at two boutique estates and savour locally crafted cheeses. From sandy loam to volcanic red clay, the region’s diverse soils nurture iconic varietals like Semillon and Shiraz. Each glass reveals character of the land and the craftsmanship behind it. Pause midday for a relaxed two‑course table‑shared lunch, and later unwind with afternoon tea and artisan chocolate sampling. With kangaroos grazing among the vines and landscapes that feel timeless, this tour invites you to savour each moment and experience the charm of Australia’s oldest wine region—designed for those who value authenticity, intimacy, and a deeper appreciation of wine.

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).

Enjoy a beer or wine at each pub that you visit Discover the fascinating history of balmain and all its character and dark stories Learn about the gangsters, convicts and hard times of Aus back in the day whilst enjoying a nice drop

Get a taste of Sydney's indie craft brewing scene on the city's only brewery walking tour. In a small group of no more than 15 you'll visit three excellent Inner West breweries where you'll go behind the scenes to learn all about the process and ethos. You'll sample the brews at each spot you visit and leave with a small souvenir of your day.

Luxury Private Day Tour: Sydney to Canberra Explore Australia’s Capital in Style Embark on a full-day luxury private tour from Sydney to Canberra in a premium Mercedes-Benz vehicle, designed for travellers seeking comfort, elegance, and a personalized experience. Discover the highlights of Australia’s capital city and iconic attractions along the way, all at your own pace with a private guide-chauffeur. Whether you're a history lover, a political enthusiast, or simply looking to explore somewhere new, this tour blends cultural richness, scenic landscapes, and VIP comfort for a memorable day out. Return to Sydney by approximately 5:30 pm

Get to know the ins and outs of Sydney as you explore the city’s best views and food during this full-day tour. Join a small group and feast your eyes on some of the city’s most beautiful locations including the Sydney Harbor Bridge, Manly Beach, and the famous Bondi Beach. Your tour also includes a stop at a local restaurant with spectacular views of Chowder Bay for a 3-course lunch (own expense).

Uncover Australia beyond the city with a crafted tour focusing on coastline, local food, and natural wonders. This unique experience blends four highlights: a 90-minute whale watching cruise, a visit to the Kiama Blowhole, a 45-minute wine tasting at a local vineyard, and stargazing. Witness majestic humpback or southern right whales migrating along the coastline. After lunch ( included) our tour continues to the historic Kiama Blowhole and its beautiful rock formations. Next, savor a 45-minute wine tasting at a family-owned Berry region winery, featuring 8-10 award-winning wines with a local cheese platter, all set against breath-taking rural views. Keep an eye out for kangaroos! The final stop is a walk on the famous Sea Cliff Bridge, where you can watch the night sky, enjoying minimal light pollution for optimal moonrise and stargazing. This customized, informative day tour from Sydney promises lifelong memories of Australia's stunning south coast icons.

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.

Discover the haunting charm of Sydney’s Rocks district on this immersive ghost tour. Begin at Cadman’s Cottage, a dwelling seeped in centuries-old stories and rumored ghostly presences. Wander through the maze of cobbled streets, including Kendall Lane, whispering tales of desperation and crime. Explore enigmatic sites like the eerie Merchant’s House and Greenway Lane, each holding their unique spectral tales. Uncover the somber history of the Nurse’s Walk, once a hospital site that stirs a sense of unsettling illness. The journey concludes at Observatory Hill, offering panoramic views of Sydney and chilling tales of lingering spirits. Experience these sites and more, as you delve into the heart of Sydney’s spooky past.

Discover the iconic sights of Sydney on this leisurely city hike. Enjoy a scenic 3 hour walk that takes you from Circular Quay to the breathtaking Sydney Opera House and Harbour Bridge, through the lush Royal Botanic Gardens, and into the historic district of The Rocks. The hike features mostly flat paths, making it accessible for all. Conclude your adventure with a delicious 'a la carte' lunch at the famous Opera Bar, offering stunning views of the harbor. This tour is perfect for anyone looking to explore Sydney's highlights with an expert guide. - 3 hour guided hike exploring Sydney's top attractions - See the Opera House, Harbour Bridge, and Botanic Gardens - Enjoy an 'a la carte' lunch at the scenic Opera Bar - Ideal for leisurely walkers, with mostly flat terrain