This 5-day Tasmania cycling tour offers a relaxed and scenic escape that balances gentle rides with unique Tasmanian experiences. While it’s not a high-intensity challenge, it’s perfect for those who want to enjoy beautiful landscapes, good company, and authentic local flavors without feeling rushed.

Among the aspects we love are the moderate riding distances, the fully supported rides with guides and support vehicles, and the opportunity to explore Tasmania’s iconic sights like Mt Wellington and Bruny Island. We also appreciate the wine tasting at Meadowbank Vineyard and the chance to explore historic Hobart’s streets in a laid-back way.

A potential consideration is the group size—maxing out at 15 travelers—which means a more intimate experience but also requires booking early. This tour is ideal for cycling enthusiasts who enjoy scenic routes, cultural stops, and a comfortable pace that allows for socializing and sightseeing without the exhaustion of a more demanding ride.

If you’re looking for a balanced cycling holiday that combines adventure with a touch of leisure and local culture, this tour fits the bill. It’s especially suited for travelers who want to see Tasmania from two wheels, enjoy good food and wine, and appreciate nature without pushing their limits.

Key Points

  • Moderate Pace & Distances: Perfect for casual cyclists or those new to the terrain.
  • Iconic Routes & Scenic Stops: Includes Mt Wellington, Bruny Island, and coastal views.
  • Full Support: Guides, support vehicles, and on-road nutrition make riding easier and safer.
  • Cultural & Food Experiences: Wine tastings, coffee stops, and local eateries enrich the journey.
  • Well-Organized & Comfortable: Pickups, transfers, and accommodation included—no stress about logistics.
  • Limited Group Size: Ensures a more personalized experience, but requires early booking.

An In-Depth Look at the Tour Itinerary and Experiences

Day 1: A Gentle Welcome Ride

The tour kicks off in Hobart with a 27 km relaxed cruise in the afternoon, designed to help everyone get their legs moving and make sure bikes are perfectly set up. Starting around 1:00 pm, this initial ride isn’t meant to exhaust but to introduce the group to Tasmania’s roads and the surroundings of Hobart. Expect scenic views and a chance to get comfortable with your bike after travel.

Travelers often mention that this first ride sets a friendly tone, with many appreciating the ease of getting warmed up before the more challenging days ahead. The focus is as much on settling in as it is on gentle exercise.

Day 2: Exploring Bruny Island

Arguably the highlight for many, the day on Bruny Island covers 79 km with 830 meters of climbing. The ferry ride from Kettering Marina whisks you across the water to this island paradise. Expect panoramic coastal views, penguins, beaches, and towering cliffs—all perfect for photos and quick stops.

A must-visit is the Bruny Island Cheese Co, where you can sample some of Tasmania’s finest cheeses, renowned for their quality and flavor. Post-cheese tasting, a hearty pub lunch at Adventure Bay offers local fare with a view. The ride back retraces your route on the ferry, giving you a satisfying sense of adventure and accomplishment.

Reviewers praise this day as “absolutely stunning,” and many enjoy the mix of cycling, nature, and food. The route involves some climbing but is manageable, and the scenery offers plenty of motivation.

Day 3: Climbing Mt Wellington with a Historic Twist

Day 3 is for the more adventurous or those wanting a bit of challenge. The 53 km ride over the foothills of Mt Wellington includes a 16 km gravel section—a fun twist that adds variety. The historic Pipeline Track winds beneath ancient trees and ferns, setting a lush, atmospheric backdrop.

The climb itself is iconic, with the option to do half and stop at the Lost Freight Café for a warm drink. Riders mention that the climb is rewarding without being overly strenuous, especially with the support of guides and a support vehicle. The views from the top are worth every pedal stroke, offering a sweeping vista of Hobart and beyond.

The mix of gravel and pavement keeps the ride interesting, and the guides’ local knowledge makes the climb informative and enjoyable.

Day 4: Coastal Ride & Scenic Farmlands

Day 4 takes you along a route that combines historic sites, coastal scenery, and rural farmland. You’ll pass the Shot Tower, then descend to Kingston Beach, with sweeping views across the water to Bruny Island.

The route then shifts to scenic manicured gravel roads around Tinderbox, passing vineyards and grazing cows. The highlight is the view out over the water and the chance to see some of Tasmania’s finest farmland, with lush green fields interspersed with vineyards, creating a patchwork of colors.

Covering 57 km with 985 meters of climbing, this day offers a relaxed pace with plenty of photo stops. Many cyclists note that the ride is “full of surprises,” with beautiful farmland and coastline—ideal for those who love both nature and a touch of local agriculture.

In the afternoon, after lunch back at the hotel, there’s ample free time—perfect for visiting the Mona Gallery or simply relaxing.

Day 5: The Grand Finale Along the Derwent River

The final day is a scenic 73 km ride heading north from Hobart, with 1153 meters of elevation and some gravel sections. This route showcases panoramic views across the Derwent Valley and the wilderness beyond, making it an ideal farewell to Tasmania.

A coffee stop in the quaint town of New Norfolk gives a relaxing break, while the last stretch feels almost like a mini Tour of Tuscany with sweeping gravel roads through meadows and wine farms hugging the river. The finish is at a renowned Hobart vineyard, where you’ll enjoy a wine tasting and a guided walk through the vines, learning about viticulture directly from the owner.

The final meal—a leisurely lunch at the vineyard—cements the sense of achievement and camaraderie. Many reviewers mention that this day offers a perfect blend of scenic cycling and indulgence, with the wine tasting being a real highlight.

What’s Included and What’s Not

The tour’s price, at $0.00, indicates you’ll want to clarify what’s covered, but based on the description, the inclusions are substantial: daily breakfast, lunch on specific days, ride support and mechanics, transfers with bikes, and a souvenir t-shirt. The support vehicle and guides ensure safety and assistance throughout, making it accessible for a wide range of cyclists.

Not included are airfare, travel insurance, and meals outside the specified menu, which is standard for such tours. You’ll need to arrange your own bike hire if needed, though the tour can assist with that. The focus on support and logistics lets you concentrate on the riding and enjoying Tasmania’s scenery.

The tour operates with a maximum of 15 travelers, providing a more intimate experience, but it’s essential to book early because spots fill up quickly.

Practicalities & Tips

The tour requires moderate physical fitness—the distances are manageable, but the elevation and gravel sections mean you should be comfortable on mixed terrain. The tour starts at Hobart Airport and concludes at the Hotel Grand Chancellor, making airport transfers straightforward.

Weather can influence the experience, as it’s dependent on good conditions; cancellations due to poor weather are refunded or rescheduled. The tour is well-suited for those who want a relaxed-paced, scenic cycling experience with cultural and culinary highlights.

Final Thoughts: Who Will Love This Tour?

This Tasmanian cycling adventure is best suited for bike-loving travelers who crave scenic routes without extreme effort. The mix of coastal rides, mountain climbs, and farmland, combined with local food and wine, makes it perfect for those seeking a holistic experience—balancing physical activity with indulgence.

It’s especially appealing if you prefer small-group tours with personalized touches, thanks to the limited group size. Those interested in Tasmania’s natural beauty, gourmet offerings, and historic sites will find plenty to love here.

While it’s not designed for hardcore cyclists chasing high speeds or relentless climbs, it’s an excellent way to see Tasmania at a comfortable pace, soaking in the vistas and flavors along the way.

Frequently Asked Questions

Is this tour suitable for beginners? Yes, the tour is designed with moderate distances and a relaxed pace, making it accessible for cyclists with average fitness levels.

Are the rides challenging? The rides include some climbing and gravel sections, but they’re manageable, especially with support. The day over Mt Wellington involves some elevation, but options like halving the climb are available.

What’s included in the price? The tour provides breakfasts, lunches on designated days, support vehicle and mechanics, transfers with bikes, a souvenir T-shirt, and cultural experiences such as wine tasting.

Do I need to bring my own bike? Not necessarily. Bike hire can be arranged if needed, or you can bring your own. The tour supports those with or without bikes.

How many people will be on the tour? The maximum group size is 15 travelers, fostering a friendly, intimate atmosphere.

What kind of support is provided during rides? Fully-supported rides include guides, a support van, safety gear, and on-road hydration and nutrition.

Can I join if I’m not an experienced cyclist? Yes, as long as you’re comfortable with moderate rides and some gravel sections, this tour is suitable for recreational cyclists.

What is the best time of year to do this tour? While specific dates aren’t listed, good weather is essential, so planning during Tasmania’s milder seasons—spring or autumn—may offer the best experience.

Are meals included outside the planned lunches? No, but most meals are covered, and you’re free to explore Hobart’s vibrant food scene on your own.

What should I pack? Bring layers for variable weather, cycling gear, and a camera to capture Tasmania’s stunning scenery. Don’t forget your valid travel documents and any personal essentials.

This Tasmanian cycling tour offers a well-rounded experience—combining gentle riding, breathtaking views, and cultural treats—perfect for those who want to enjoy Tasmania at an easy, engaging pace. Whether you’re a seasoned rider or a casual cyclist, it promises a memorable journey through one of Australia’s most beautiful regions.