Creating My Dream Trip to Sydney: What to Eat, See and Do

As many of you know, Corey and I have a slight dilemma. Last fall, we jumped the gun and applied for our Australian work visas. And though we are already close to Australia, being in Southeast Asia, we are headed back to the U.S., because it’s approaching winter in Australia and we don’t have jobs there. So we have to decide whether we are circling the world for a quick stint in Australia or whether we cut our losses and shelve the idea until later.

But that doesn’t mean I can’t dream, right? I’ve always wanted to vacation in Australia: no work and no obligations, just straight relaxation. So I’m starting to plan my ideal dream trip to Sydney, filled with food, wine, and sights. Take a peek at my rough draft to see what I’ve got in mind!

My Dream Itinerary for Sydney

 Flickr Corey Leopold Sydney

Image via Flickr by Corey Leopold

What to Eat

When I’m on vacation, I like to splurge on a couple of nice dinners at the top restaurants in town (which we’ve done with Catbird Seat in Nashville and other places) and then find hole-in-the-wall places that are frequented by locals and that serve more affordable meals. The obvious first choice, then, would be to head to a fine dining establishment such as Quay, the most awarded restaurant in Australia, for a four-course meal with options like eel, crayfish, and lamb.

For the more local jaunts, I always like to peruse lists from established review websites or local food blogs for suggestions. Then I casually bring up the restaurants in conversations with locals to hear what places they go crazy over and where we should skip.

If we have some time, I’d like to scoot over to a few wineries in Hunter Valley to taste Australian wine. I’ve heard from a few friends from Australia that there are no tasting room fees, so you can try anything you like without having to worry about a surcharge. That’s always a plus in my book!

Where to Stay

I get quite overwhelmed by all the options I have when staying in a large city such as Sydney. And because it’s such a big city (and quite expensive to get around by public transport), I usually set certain criteria for how I choose the place I stay. This includes how much I want to spend, whether I want a local experience, whether I want to indulge in amenities or just use it as a place to sleep, and whether I need easy access to the things I want to see because of the transportation in the city.

For a trip to Sydney, I’d prefer to stay near landmarks and attractions at a place such as the Intercontinental Sydney. Offering great views, dining options, and lots of amenities, it’s certainly a no-brainer. Luckily, there are a ton of hotels around Sydney at different price points for me to choose from.

What to See and Do

I’ve always wanted to see the Sydney Harbour and the Sydney Opera House, the things I most associate with this city. I grew up seeing adventure shows that featured people climbing on the Sydney Harbour Bridge, a thought that seems frightening and exhilarating at the same time. I’m also a huge fan of beaches, so Bondi Beach is on my radar to visit, allowing me to lie in the sun between dips in the ocean. And if I find myself stuck for something to see or do, Lonely Planet has my back by recommending some free places to go.

Have you ever been to Sydney? If so, what do you recommend that I do and see? Let me know in the comments below.

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