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Explore Tasmania with a local

Discover wild landscapes, local stories, exceptional food and wine on personal guided experiences from Hobart.

With a former park ranger and history and geography teacher as your guide, you’ll explore Tasmania at a relaxed pace, with the details and logistics thoughtfully handled.

Plan your Tasmanian experience
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Meet your local Tasmanian guide

Trails and Tales is led by Jimmy, a former park ranger, history and geography teacher who knows how to bring Tasmania’s landscapes and stories to life.

From wildlife and mountain scenery to hidden history, local producers and scenic sites, he shares the places and details that are easy to miss on your own and through local partnerships can offer access to venues and menus that are exclusive to Trails and Tales guests.

Jimmy keeps each experience warm, flexible and personal for couples, families and small groups—whether you’re visiting Tasmania or discovering more of home.

Guided experiences from Hobart

Choose from our established trails through wild landscapes, local produce, wildlife and layered history—with food and drink inclusions, venue access, passes, timing and logistics handled for you.

Got your own wish list for your time in Tasmania? We are happy to customise a tour for your needs too!

Designed for couples, small groups or families, whether you’re visiting Tasmania or discovering more close to home. Enquire about an experience.

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Huon Valley Trail

Explore the heart of Tasmania’s Apple Isle through orchard country, taking in wooden boat and specialty timber knowledge, local stories and boutique producers. Enjoy food, wine and cider while Jimmy connects the valley’s history, landscape and flavours.

Enquire about the Huon Valley Trail.

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Derwent Valley Trail

From ancient forests and towering waterfalls to orchards, hopfields, distilleries and wineries - the Derwent Valley has delights to satisfy all your senses.

Includes a guided waterfall walk and gin tasting.

This tour can include transfers to Mt Field, MONa or Bonorng Park.

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Coal River Valley Wine and Whisky Trail

Taste your way through one of Tasmania’s premier wine regions, pairing acclaimed local wine and whisky with stories of the area’s colonial past. We take care of the route, reservations and timing.

Enquire about Coal River Valley.

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Tasman Peninsula Trail

Discover convict history, dramatic sea cliffs and beautiful beaches, with time for grazing, vineyards and distilleries along the way. A richly varied journey through one of Tasmania’s most striking regions.

Enquire about the Tasman Peninsula Trail.

Hobart and Surrounds - nipaluna Trail

See nipaluna through a local lens, from favourite haunts and mountain views to hidden history and Australia’s oldest brewery. Enjoy an introduction to Hobart’s character, scenery and stories. This tour can include MONA and/or Bonorong Park transfers.

Enquire about Hobart and surrounds.

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Ride, paddle, walk...

We love to ride and paddle!

Trails and Tales can take you where you need to be to enjoy Tasmania's wild places your way.

Transfers to remote areas, MTB parks like Derby, Maydena, St Helens, even custom shuttles.

Kayakers, packrafters and bushwalkers are catered for too - tell us your destination and we can handle the rest.

See the best of Tasmania

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Huon Valley Trail

Explore the heart of Tasmania’s Apple Isle, meeting boutique producers for a relaxed taste of local food, wine and cider. Learn about the settlers, maritime links, boat building and Tasmanian timbers along the way.

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Coal River Valley Wine and Whisky

Savour the character of Tasmania’s premier wine region, pairing cellar-door discoveries with whisky and stories from the area’s colonial past.

Hobart and Surrounds

See nipaluna through a local lens, from sandstone history and Australia’s oldest brewery to mountain views, hidden haunts and wildlife encounters.

Tales: Check out or Insta and Facebook pages for regular updates from our adventures.

Seasonal ideas, local producers, wildlife encounters, country op-shops, historic discoveries and scenic day trips from Hobart. Find thoughtful ways to explore Tasmania beyond the standard tourist routes.

A Day on the Tasman Peninsula

Follow the peninsula’s convict history, dramatic sea cliffs and sweeping beaches, with time for local grazing, vineyards and distilleries along the...

Inside the Coal River Valley

Caledon Winery caters for the eye as well as the palate...

Stories from the trail

Couples, families and small groups come away with more than a day out: thoughtful stories, local flavours and a Tasmania experience shaped around them.

Jimmy brought the Huon Valley to life. The cider tastings, farm-gate produce and stories about the region felt wonderfully personal, and every stop ran smoothly without us watching the clock.

Emily and Daniel

Couple from Melbourne

Our family loved the Tasman Peninsula Trail. Jimmy was brilliant with the kids, flexible when we needed a slower pace, and somehow connected convict history, beaches and local food into one memorable day.

The Harris family

Family visiting from Sydney

The Coal River Valley tour gave us access to small producers and a menu we would never have found on our own. Jimmy’s knowledge of the wine, whisky and colonial history made the whole day feel effortless.

Mark and Priya

Local Hobart guests

Start planning your Tasmanian experience

Tell Jimmy what you’d love to see, taste or explore around Hobart and Tasmania. He’ll reply personally to shape the right guided experience, with the timing, passes, venues and logistics taken care of.

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Request a Tailored Quote

Tell us when you’re visiting, who’s coming and what you’d love to experience. Jimmy will shape a relaxed, personal itinerary and handle venue access, menus, passes, timing and logistics.

We can tailor a day for couples, families and small groups exploring Hobart, nipaluna and Tasmania’s wild places.

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Get in contact:

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Address

Australia

Email

trailsandtalestas@outlook.com

ABN

65571354137