Top Sydney Holidays - page 2

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).

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.

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.

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).

Finding somewhere special to eat on Christmas Day in Sydney can be difficult, especially once restaurants and waterfront venues book out. This harbour lunch cruise brings sightseeing and dining together in one seamless experience. Cruise across Sydney Harbour while enjoying a buffet-style Christmas lunch with roasted meats, fresh salads, seafood, and traditional puddings. Pass landmarks such as the Sydney Opera House and the Sydney Harbour Bridge, and enjoy unobstructed photo ops from a vantage point on the water.

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.

Getting from Sydney to the Blue Mountains can be time-consuming if you’re relying on trains and local transport. This day tour connects the region’s highlights without wasting a second of your vacation time. Take in sweeping views of the Three Sisters and Jamison Valley, experience the rides at Scenic World, and see native wildlife at either Featherdale Wildlife Park or Sydney Zoo before returning with a relaxing cruise along the Parramatta River.

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.

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

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.

Discover the Hunter Valley in a private, relaxed setting — with curated wineries, premium transport, and a day designed entirely around your taste. From the pace of the day to the style of wineries you visit, everything is shaped around your preferences. Whether you enjoy relaxed tastings, scenic vineyard settings, or simply taking your time with food and wine, the experience adapts to you. With a private setting, luxury transportation, and a dedicated local host, the day feels seamless, comfortable, and personal. There’s no rushing between venues or strict timing — just a well-balanced flow that allows you to enjoy each moment. • Luxury transportation in a premium air-conditioned vehicle • Curated winery experiences tailored to your taste • Relaxed, unhurried atmosphere throughout the day • Dedicated local host providing personalised service • Ideal for couples, friends, and small groups seeking a premium experience

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.

All-inclusive wine tour with generous tastings, secret underground cellar museum access which is not featured on other tours and expert local driver guide.

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.

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.

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 Please note that during the Vivid Sydney festival (22 May – 13 June 2026), the cruise return time will be extended to 22:00.

Escape Sydney for a full-day private wine tour through Australia's oldest wine region. The vehicle, the day, and the itinerary are exclusively yours — no strangers, no rigid schedules, no rushing to keep up with a group. Your day in the Hunter Valley includes three premium tastings: Allandale Winery in Pokolbin for boutique Hunter Valley Semillon and Shiraz, McGuigan Wines at Roche Estate for their award-winning Black Label range, and Pokolbin Distillery for craft spirits in their unique test-tube experience. I'm your guide for the day, bringing 15+ years of Australian tour industry experience. You're not passed off to a rotating roster of drivers. Travel in a climate-controlled Mercedes V-Class with Wi-Fi and chilled water throughout as we explore the Hunter Valley wine country. Want to spend longer at a winery? No problem. Prefer a quicker lunch at Harrigan's Hunter Valley? That works too. The day moves at your speed, not a tour bus schedule.

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.

Avoid the risk of drinking and driving when you take a private tour of the Hunter Valley’s wineries from Sydney. Every member of your group can sample wines at a selection of the region’s premier wineries. Learn more about local varieties and wine-making processes and get the chance to sample wines (extra cost).

Sydney Harbour Kayaks MOONLIGHT SeaKayaking: Sydney's Vivid Festival is a three week festival of light (May 22 through to June 13, 2026). Every night, we run very special night-time Sea-Kayaking Guided Experiences. As the sun sets over Sydney and we cast off in our kayaks, watch the city come to life and illuminate around you from your floating vantage point. Paddling through Darling Harbour on our 'moonlight' seakayaking adventure into Sydney Harbour and return. We get up close and personal with all of the light displays within the Darling Harbour section of Sydney. You can easily avoid the crowds and have that amazing front row seat. Three weeks only - VERY LIMITED Places available. Join our professional team on a safe, yet unique 90-minute night-time sea kayaking tour: Sydney Vivid Moonlight Kayaking 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.

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.

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.

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.