Top Sydney Holidays - page 2

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.

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).

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.

Experience the Hunter Valley’s refined side on this small-group luxury wine tour designed for travellers who value quality over quantity. Your day begins with a premium tasting at Mount Pleasant, one of the region’s most historic wineries, served with cheese and olives. Next, enjoy an intimate tasting at Thomas Allen Wines—a boutique cellar door rarely offered to tour groups. Lunch is at the acclaimed Bistro Molines, where guests pay on the day and can choose their own two-course menu overlooking the vines. After lunch, visit Mount View Estate, a stunning new cellar door perched high above the valley. Enjoy a guided tasting while taking in one of the most spectacular views in the Hunter. Travelling in a luxury vehicle with an expert local guide, you’ll avoid crowded tourist stops and enjoy more relaxed, personalised experiences. Perfect for couples, friends, celebrations, and anyone seeking a more elevated Hunter Valley wine tour.

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.

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).

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

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

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.

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.

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.

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.

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

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.

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.

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

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

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.

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.

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).

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 this Full-Day Private Hunter Valley Wine Tour and indulge your senses in the heart of Australia's renowned wine country! Your day begins with a personalized, chauffeur-driven journey through the stunning Hunter Valley wine region, setting the scene for an unforgettable adventure. As you traverse the picturesque landscape, you'll have the opportunity to visit several beautiful wineries - each with its own unique charm and distinctive wines. Expert sommeliers and winemakers will guide you through tastings of exceptional wines, sharing their deep knowledge and passion for winemaking. Enjoy a delightful traditional lunch, paired with local specialties, perfectly complementing the wines you've tasted throughout the day. Don't miss the opportunity to create lasting memories on this Full-Day Private Hunter Valley Wine Tour, escaping the hustle of Sydney for a day of indulgence, relaxation, and appreciation of Australia's vinicultural heritage.

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.