Top Sydney Holidays in 2026

A full-day Hunter Valley wine tour from Sydney in a small group (max 11), with wine, cheese, spirits, chocolate and wild kangaroos all in one day. Taste up to 20 local wines at two boutique wineries, with a cheese pairing to match. Sample handcrafted gin, vodka and liqueurs at a local distillery, and enjoy sweet tastings at the Hunter Valley Chocolate Company. At lunchtime (own expense), stop where wild kangaroos graze freely, a highlight our guests love. Your guide takes professional photos and drone video all day (drone where permitted) and sends them the same day. Back in Surry Hills around 6:30 pm. Why travelers choose 77Tours: • 5.0-rated on Tripadvisor • Small group of up to 11 people, never a big coach • Up to 20 wines, plus cheese, distillery and chocolate tastings • Wild kangaroo spotting • Professional photos and drone video included • Friendly guide who speaks English and Portuguese • Easy meeting point in Surry Hills, a short walk from Central Station

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.

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.

Our day trip Hunter Valley Vineyards Tour departs from Sydney in the morning and returns to Sydney early evening. This bespoke tour ensures the finer details including your choice of wineries, preferred grape varieties and a lunch restaurant will be chosen to match your tastes. The Hunter Valley is Australia's oldest wine making region that is located just over 2 hours drive from Sydney. With over 150 wineries and a range of grape types including Chardonnay, Semillion, Verdelho, Shiraz and Merlot, there is an abundance of wine loving varieties to sample and enjoy. We'll choose up to 4 vineyards to visit with a cheese or chocolate tasting option. Optional visit to Wollombi: a small historical town almost lost in time. together we'll discover its quaint modern day reality while learning about its' interesting past. A perfect coffee/breakfast stop on the way to the vineyards.

Planning a wine country visit from Sydney can mean renting a car and choosing a designated driver. However, this round-trip tour makes it easy to explore the Hunter Valley. Travel with a local guide, take in scenic countryside views, and sample wines at some of the region’s best-known wineries. It’s a relaxed way to experience Australian wine country—with the bonus of possible wildlife sightings along the way.

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.

Sample great wine, cheese, and other gourmet treats on a full-day tour to the Hunter Valley from Sydney. Known for its great climate and fine wines, the Hunter Valley also boasts fantastic food producers who make the most of local ingredients. Your guide takes your small group to boutique wineries and cheese producers to sample the goods. Learn more about the winemakers who have given the Hunter Valley its reputation.

With a photographer on board plus a licensed bar, live jazz, and a delicious lunch, this Easter cruise on Sydney Harbour is comprehensive. Savor seafood and a carvery buffet along with fresh salads and breads during a relaxing afternoon. Enjoy splendid harbor views from the outdoor deck and celebrate the occasion with chocolate eggs and hot cross buns.

Balmain’s pub scene is packed with history—but without local insight, it’s easy to miss the stories behind the bar. On this guided walking tour, visit several of the neighborhood’s best-known pubs and enjoy a complimentary craft beer or wine at each stop. As you stroll between venues, your guide shares tales of colorful characters and working-class roots that earned Balmain its reputation as one of Sydney’s original “puburbs.”

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!

Celebrate Christmas on Sydney Harbour aboard the Glass Boat lunch cruise! Running from late November through December, this 3-hour cruise features a sumptuous multi-cuisine buffet, festive bonbons, and 360° views of the Opera House and Harbour Bridge. Enjoy drinks from the licensed bar with friends, family, or colleagues. - Indulge in a deluxe multi-cuisine buffet lunch on a glass boat - Enjoy unbeatable views of the Opera House and Harbour Bridge - Capture stunning photos from the Sky Deck and spacious interiors - Ideal for casual lunches, celebrations, or business gatherings

- Festive cruise package laced with Xmas delights for year-end celebrations - Popular Xmas party venue combining harbourfront dining & live entertainment - Cruise on the legendary Sydney Paddle-wheeler on the harbour - If option is selected: Includes dinner and bottomless drinks in an all-inclusive package.

- 3hr glass boat Christmas party cruise on Sydney Harbour - Chef’s Signature menu – entrée platter, mid-entrée, main & dessert - Xmas bonbons to add to the festive charm - Restaurant-quality dining with reserved seats & waiter service

Enjoy a memorable New Year's Eve celebration at the Sydney Opera House with a ticket to the Opera Gala, an elegant evening of opera classics performed by Australian and international artists. The Opera Gala puts on a world-class selection of arias and other favorites, and the intermission is timed to coincide with the evening fireworks show. Audience members can watch Sydney's famous fireworks display from a superb vantage point right on Sydney Harbour, which provides incredible views of the colorful festivities.

A private day in Australia's oldest wine region, led by a WSET-certified wine host and shaped entirely around your taste. Independent and unaffiliated, we choose from 160+ wineries to take you past the tourist traps to the cellar doors that make the Hunter Valley special. Choose your experience: Premium: Icons, Heritage & Food Matching Three premium experiences at celebrated estates, chosen for the season and your palate: rare and flagship wines, heritage vineyards and gourmet food matched to your glass. Food included, no lunch needed. Base: Wine Discovery Guided tastings at three handpicked wineries, from boutique cellar doors to well-known names. Lunch not included; your host will recommend a great local spot. Both include private door-to-door transport from Sydney, your WSET-certified host all day, and coffee and a snack in historic Wollombi. After booking, we'll contact you about the wines you love and curate your day around you.

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.

Sydney’s Inner West has a busy independent brewing scene, but it’s hard to know which breweries to visit. Walk with a guide and a small group to three local breweries, going behind the scenes to learn about each one’s brewing process and approach. Sample beers at every stop, and take home a souvenir to remember the day.

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

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.

Escape the city and enjoy a relaxing Hunter Valley wine tasting tour from Sydney, visiting boutique wineries in Australia’s oldest wine region. Sample over 14 wines, including the Hunter Valley’s famous Shiraz and crisp Semillon, expertly paired with local cheese and handmade chocolate. One of the tastings takes place at a Halliday 5-Star rated winery, recognised for producing outstanding Australian wines. The experience also includes a lunch with a glass of wine/beer, making it the perfect day of wine, food, and scenic countryside just a few hours from Sydney.

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.

Celebrate Christmas in July on board a 3-hour Sydney harbor cruise. Enjoy live entertainment, win prizes for the most ridiculous Christmas sweater, sit down for a full Christmas buffet feast with roast turkey, seafood, pudding, coffee, tea and desserts, and capture it all with a photographer on board. Get into the spirit with Christmas décor and crackers on each table and see the sights from the ship’s exterior decks.

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.

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.