TryShy Travel
High-angle view of Sydney Harbour with the Opera House, CBD skyline, and a cruise ship docked across the water
Australia · October 5 – 17, 2027

A Classic
Down Under

Discover the land of red earth, a massive living reef, and ancient skies.

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YOUR JOURNEY

A coast-to-coast drift

Sydney Harbour

Sydney Harbour

Sail the city on a natural harbour

Uluru at Dusk

Uluru at Dusk

Sunset dinner under the stars

Melbourne

Melbourne

Indulge in culture, coffee, art, and coastal charm

Wild Country

Wild Country

Koalas, penguins & dawn light

Great Barrier Reef

Great Barrier Reef

Snorkel a living ecosystem

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Sydney Harbour Bridge glowing at night with red light trails along the harbour road
AN EPIC ADVENTURE OF A LIFETIME

The best of the land down under

Savor the best of Australia with bespoke experiences in four major destinations. From cosmopolitan cities to a sunset dinner at Ayers Rock under a blanket of stars, to snorkeling the Great Barrier Reef, you'll check close to everything off your Australian bucket list by the end of this signature tour.

Your journey begins in the vibrant port city of Sydney. Stroll the sun-kissed coast from Coogee to Bondi, exploring Australia's oldest seaside. Set sail on Sydney Harbour for a unique perspective of the city from the water.

Leave the city behind as you travel inland to famous Ayers Rock. Experience the wonder of Uluru at both sunset and sunrise as it glows a warm red hue and discover another side of the outback.

Travel south to Melbourne to uncover hidden laneways dotted with charming cafes and sultry wine bars. Escape to Phillip Island — a world leader in conservation — to spend time with koalas before the adorable, educational Penguin Parade.

Your adventure continues in Cairns, where you can opt in for a visit to tropical Port Douglas. Take in the lush flora Daintree Rainforest, then embark on an eco-friendly sailing trip to snorkel the famous Great Barrier Reef.

This hosted trip starts in Sydney and ends in Cairns on October 17, 2027.

October is Australia's spring. Expect daytime highs of 75°F–88°F and lows of 55°F–75°F throughout the journey.

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The Itinerary

Day by day

Depart from the U.S.
Oct 3

Depart from the U.S.

Arrive in Sydney
Oct 5

Arrive in Sydney

Check into your luxury hotel accommodations and relax from a long flight. Enjoy the evening at your leisure.

Sunset Cruise Dinner
Oct 6

Sunset Cruise Dinner

Start the day with an optional Sydney sightseeing tour. As the sun sets, step aboard a glamorous yacht for an evening featuring a three-course dinner, hand-selected wine and beer, and stunning harbour views. With sunset photo ops and an all-red dress code, this is Sydney after dark, the TryShy way.

Blue Mountains Experience
Oct 7

Blue Mountains Experience

Escape the city and visit the UNESCO World Heritage-listed Blue Mountains, where dramatic cliffs, lush eucalyptus forests, and breathtaking valley views will set the scene.

Free Day or Optional Tour
Oct 8

Free Day or Optional Tour

Uluru
Oct 9

Uluru

Prepare for an extraordinary outback experience like no other! You'll enjoy a Sounds of Silence Dinner under the desert night sky. Awarded by the Australian Tourism Hall of Fame, enjoy the best of the Red Centre during these four magical hours. As the sun sets, join your table for an introduction to Aboriginal culture as you take in the outback sky.

Evening at Your Leisure
Oct 10

Evening at Your Leisure

Fly to Melbourne
Oct 11

Fly to Melbourne

Touch down in Melbourne and settle into your new surroundings. Take the day to relax or explore at your own pace. If you're up for it, join your fellow travelers for a group dinner and your first taste of Melbourne's vibrant food scene. It's the perfect way to ease into the next chapter of our adventure.

Koala Conservation, Penguin Parade
Oct 12

Koala Conservation, Penguin Parade

Meet Australia's wildlife and coastline in one unforgettable day. Visit the colorful Brighton Beach Boxes, get up close with kangaroos and koalas at Maru Koala & Animal Park, then explore the dramatic Nobbies boardwalk and Seal Rocks. End the day with the world-famous Phillip Island Penguin Parade before returning to your hotel on this guided tour.

Fly to Cairns
Oct 13

Fly to Cairns

From Melbourne, you'll fly north to tropical Cairns, the gateway to the Great Barrier Reef. After settling in, the evening is yours to unwind or join the group for an optional exploration of the Cairns Esplanade. Stroll along the waterfront, take in the tropical atmosphere, browse local spots, and enjoy a relaxed first night in this vibrant coastal city.

Daintree Rainforest & Cape Tribulation
Oct 14

Daintree Rainforest & Cape Tribulation

Venture into the UNESCO World Heritage-listed Daintree Rainforest, one of the world's oldest tropical rainforests. Journey through lush rainforest, spot Australian wildlife, cruise the Daintree River in search of wild crocodiles, and stand where two UNESCO World Heritage sites meet at Cape Tribulation. With breathtaking coastal views, this is Australia at its wildest.

Great Barrier Reef Escape
Oct 15

Great Barrier Reef Escape

Set out for an unforgettable day on the UNESCO World Heritage-listed Great Barrier Reef, one of Australia's most iconic natural wonders. Cruise into its vibrant underwater world, enjoy lunch surrounded by stunning ocean scenery, and soak up the tropical atmosphere. Feeling adventurous? Take the plunge with optional snorkeling and experience this extraordinary marine ecosystem up close.

Free Day or Optional Tour
Oct 16

Free Day or Optional Tour

Depart for U.S.
Oct 17

Depart for U.S.

Where You'll Recharge

Rest easy, and in style

Handpicked 4–5 star accommodations in every destination that offer comfort, character, and prime locations throughout your journey.

Sofitel Sydney Darling Harbour
Sydney
Stay 1 of 4

Sofitel Sydney Darling Harbour

Your introduction to Australia begins in style. This luxurious harborside hotel offers sleek rooms, stunning city views, and a gorgeous infinity pool overlooking Darling Harbour, the perfect blend of comfort and cosmopolitan flair.

Highlights

What makes this trip one for the books

Themed Events

Dress to impress for themed events throughout the trip.

Daily Breakfast

Free breakfast available most days to fuel up for the day ahead.

Explore 5 UNESCO World Heritage Sites

Visit five UNESCO World Heritage sites across Australia, from the Great Barrier Reef to the Daintree Rainforest.

Bucket List Moments

Marvel at bucket list experiences from reef to rock.

Aboriginal Culture

Learn about Australia's aboriginal culture and history from knowledgeable local guides.

Stunning Photo Opps

Iconic shots on the Great Barrier Reef and more.

Lifelong Connections

Make friends with a fun, like-minded small group.

Ample Free Time

Enjoy destinations on your own terms outside of the group.

What's included

Included

  • Standard domestic flights within Australia: Sydney → Uluru → Melbourne → Cairns (premium seats at extra cost)
  • 12 nights of 4–5 star accommodations in Sydney, Uluru, Melbourne and Cairns
  • Daily breakfast in each hotel
  • 1-hour welcome reception with a complimentary drink in Sydney
  • Dinner cruise experience on the Sydney Harbour
  • Blue Mountains day tour with wildlife experience
  • Sounds of Silence dinner experience
  • Uluru sunrise with breakfast experience
  • Phillip Island wildlife, penguins & Brighton Beach Boxes experience
  • Full-day Great Barrier Reef cruise with snorkel gear and lunch
  • Daintree Rainforest and Cape Tribulation tour
  • Private airport/hotel transfers in each state
  • Group photos and digital trip photo album after the trip
  • Exclusive TryShy Travel Australia guides and keepsake itinerary
  • Signature Welcome to Aussie gift bag
  • Knowledgeable travel hosts and guides
  • TryShy Travel's "no pressure" policy — remove any tour you'd like to skip
  • TryShy Travel PayOff Perk: choice of a $75 meal credit, (1) Pack Light credit, or (1) free pre or post hotel night of our choice

Not Included

  • International airfare to and from Australia (we can help you add these flights)
  • Pre-trip or post-trip hotel stays or flights (we can help you add)
  • Travel insurance (highly recommended — choose at checkout or ask for a quote)
  • Items of a personal nature
  • Meals or drinks not stated as "included"
  • Rideshare costs during your free time
  • Australian eTA cost (see Important Information)

*You are given the chance to opt-out of certain activities on the registration form, which may decrease your overall trip cost.

Important Information
  • Plan to arrive at Sydney Airport (SYD) on October 5, 2027. Since U.S. flights cross the International Date Line, you'll need to depart the USA on October 3, 2027.
  • The trip ends in Cairns — plan to depart from Cairns Airport (CNS) on October 17, 2027.
  • All guests must have a passport book valid for at least six months after the trip ends, with at least two blank pages.
  • U.S. passport holders need an Australian eTA (approx. $14 USD) — a link to apply will be emailed to you.
  • Travelers of all ages are welcome, though not all experiences can be enjoyed by guests under 18.
  • This trip is limited to 20 guests.
  • A deposit of $450 per person secures your spot. Flexible payment plans are available during registration.
  • A non-refundable card convenience fee of 3.5% + $0.30 applies to online payments; a 1.5% ACH option is available. Contact us for other ways to pay.
Activity Level

Moderate

A perfect balance of adventure and relaxation — a Sydney coastal walk, sunrise at Uluru, and snorkeling the Great Barrier Reef, all at a comfortable pace. Plenty of free time and optional excursions let you choose how active you want to be. Please note: not all tours are wheelchair accessible.

Your Investment

Travel protection is strongly recommended to protect your investment.

Double Occupancy

From $6,799 USD Per Person

2 people per room

Single Occupancy

From $9,299 USD

1 person per room

15 days · 12 nights on the groundLimited to 20 guests
Reserve My Spot

$450 per person secures your spot