Cycling Holidays

Cycling Venture Holidays

At Dianne’s Venture Tours, we offer small group self – guided cycling holidays in Victoria. We take you to places with magnificent scenery and countryside, we take care of the details, leaving you with more time to relax and explore. We explore the different parts of Phillip Island, Bass Coast, South Gippsland, Mornington Peninsula and Wilsons Promontory. Please click on the cycling holiday to find out where they go and what wonderful things you will get to see and do along the way. Naturally we can also tailor different itineraries to suit your specific needs. 


All of our cycling holidays are available from October through to May of each year, or you can arrange a cycling holiday any time of the year. All tours are self-guided however you can choose to cycle on your own or with a group of friends but still have the opportunity to meet and ride with other cyclists on the same tour and staying at the same accommodation. 
You can choose from scheduled dates or select your own. 

Everything is organised with our cycling holidays, all you need to do is enjoy your cycling experience without any worries where you are staying, what food is required and much more. Dianne’s Venture Tours cycling holidays are all inclusive.
We look after everything for you on your cycling holiday. You just need to relax and have fun. We carry your bags for you so you can enjoy your cycling. At the end of each day you will enjoy the local hospitality at a relaxing boutique accommodation B&B / Hotel including the local food and wine.

Your self-guided cycling holiday offers a big escape from the world in which our time is seemingly swallowed up by the modern rush, no time in our daily work to relax and the demanding latest technologies. On our tours you can have time to stop and study the landscape, you are close to nature to marvel at its wonders, the surroundings are so peaceful you can hear yourself think and the clean fresh air fills you with life and energy. You have “time to smell the roses.”
Choose from 7 self-guided cycling holidays in Victoria. Click on any to find out more details
  • We organise all your accommodation, meals, bike hire and equipment, transfers, detailed maps and comprehensive cycle notes
  • We move your luggage ahead for the next nights’ accommodation and your lunches are freshly prepared by your host ready for your next day’s cycling
  • All cycling tours are pack free. 
  • Accommodation – boutique accommodation (B&B / hotel / cottages) is chosen so you can relax and enjoy the luxury at the end of the day
  • Local Food & Wine – you will have the best local produce and wines from the area
  • Freedom of making your own choices along the way – choose where to stop for lunch, whether to ride solo or with others
  • Individual adventure experience - all cycling tours are designed to include some memorable moments such as the magnificent scenery, a helicopter flight, a boat trip or some other experience
  • All-inclusive experience – all cycle tours are all inclusive. All you need to do is enjoy your cycling in beautiful Victoria.

2 Day Phillip Island Cycling Holiday

  • Cost $930 per person
  • 2 days / 1 night cycling holiday
  • 1 nights’ accommodation
  • 2 days of cycling – Woolamai, Anderson, San Remo, Phillip Island
  • All meals including breakfast, lunch & dinner
  • Transfers from Melbourne & return
  • Luggage transfer
  • Seal Cruise or Captains Lunch Cruise (Phillip Island)
A self-guided 2 day / 1 night cycling holiday, all inclusive – transfer from Melbourne & return, accommodation, meals, cruise and luggage transfers. Please note bike and bike equipment is an extra cost. You can bring your own bike or hire a bike and equipment. Please let Dianne’s Venture Tours know and I can arrange this for you.

Phillip Island boasts breathtaking beauty with rugged coastlines, idyllic beaches including nationally recognised surfing reserves and native wildlife encounters. With hundreds of kilometres of coastline and more than a quarter of the Island conserved for the environment, Phillip Island’s walking/cycling tracks are a well-kept secret, spoiling nature lovers for choice. In many cases, merely following your nose to any compass point on the Island will lead you to a delightful stroll or a more challenging cycle trip. 

Small groups with a maximum number of 8 people and minimum number of 1 person.

Tours can be anytime of the year. The weather on Phillip Island is best from September to May. Please contact to arrange.
ITINERARY BOOK NOW

3 Day Phillip Island & Penguins Cycling Holiday

  • Cost $1,575 per person
  • 3 days / 2 nights cycling holiday
  • 2 nights’ accommodation
  • 3 days of cycling – Anderson, San Remo, Phillip Island
  • All meals including breakfast, lunch & dinner
  • Transfers from Melbourne & return
  • Luggage transfer to accommodation
  • Lunch at Cape Kitchen Waterfront Restaurant
  • Cheese tasting
  • Penguin Parade – Underground Viewing
  • Antarctic Journey Experience at the Nobbies
A self-guided 3 days / 2 nights cycling holiday, all inclusive – transfer from Melbourne & return, accommodation, meals, Underground Viewing at the Penguin Parade, Antarctic Journey Experience, lunch at Cape kitchen Waterfront restaurant, cheese tasting and luggage transfers. 

Please note bike and bike equipment is an extra cost. You can bring your own bike or hire a bike and equipment. Please let Dianne’s Venture Tours know and I can arrange this for you.

Phillip Island boasts breathtaking beauty with rugged coastlines, idyllic beaches including nationally recognised surfing reserves and native wildlife encounters. With hundreds of kilometres of coastline and more than a quarter of the Island conserved for the environment, Phillip Island’s cycling tracks are a well-kept secret, spoiling nature lovers for choice. In many cases, merely following your nose to any compass point on the Island will lead you to a delightful cycle.
 
Small groups with a maximum number of 8 people, minimum number of 1 person.

Tours can be anytime of the year. The weather on Phillip Island is best from September to May. Please contact to arrange. 
ITINERARY BOOK NOW

4 Day Phillip Island, Bass Coast Rail Trail Cycling Holiday

  • Cost $1,950 per person
  • 4 days / 3 nights cycling holiday
  • 3 nights’ accommodation
  • 4 days of cycling – Bass Coast Rail Trail, Bunurong Coastline, Phillip Island
  • All meals including breakfast, lunch & dinner
  • Transfers from Melbourne & return
  • Luggage transfer to your accommodation
  • Cruise – Captains Lunch Cruise (Phillip Island)
  • Cape Kitchen Waterfront Restaurant for breakfast
  • Penguins – Underground Viewing
  • Antarctic Journey at the Nobbies Centre
A self-guided 4 day / 3 night cycling holiday, all inclusive – transfer from Melbourne & return, accommodation, meals, cruise, Underground Viewing at the Penguin Parade, Antarctic Journey Experience, breakfast at Cape Kitchen Waterfront Restaurant, cruise and luggage transfers.

Please note bike and bike equipment is an extra cost. You can bring your own bike or hire a bike and equipment. Please let Dianne’s Venture Tours know and I can arrange this for you.

From the Gurdies through to Inverloch including San Remo and Phillip Island, Bass Coast offers a feast of natural experiences. Make your way through the rolling green pastures of the hinterland and as you reach the coast, the landscape transforms into rugged beautiful seaside vistas. Follow the majestic cliffs of the Anderson Peninsula near San Remo to Inverloch’s sandy beaches. Travel the Bunurong Coastal Drive enjoying magnificent craggy rock faces, sandy coves and the opportunity to spot a variety of birdlife.

Small groups with a maximum number of 8 people, minimum number of 1 person.

Tours can be anytime of the year. The weather on Phillip Island is best from September to May. Please contact to arrange.
ITINERARY BOOK NOW

3 Day Great Southern Rail Trail Cycling Holiday

  • Cost $1,300 per person
  • 3 days / 2 nights cycling holiday
  • 2 nights’ accommodation
  • 3 days of cycling – Great Southern Rail Trail
  • All meals including breakfast, lunch & dinner
  • Transfers from Melbourne & return
  • Luggage transfer to your accommodation each night
  • Lunch at a Waratah Winery
  • Wine tasting
A self-guided 3 day / 2 night cycling holiday, all inclusive – transfer from Melbourne & return, accommodation, meals, lunch at Waratah Winery and luggage transfers.
Please note bike and bike equipment is an extra cost. You can bring your own bike or hire a bike and equipment. Please let Dianne’s Venture Tours know and I can arrange this for you.

On the Great Southern Rail Trail towns we will be visiting are Leongatha, Koonwarra, Meeniyan, Fish Creek, Foster and Port Welshpool, This area has lovely rolling hills and wonderful cafes and wineries.

Small groups with a maximum number of 8 people, minimum number of 1 person.

Tours will be from October to April, generally from Friday to Sunday. Cycling dates are in the itinerary. Please click on the Itinerary button to see dates of the cycling holidays. You can book an alternative date anytime during the year that suits you. Please contact to arrange.
ITINERARY BOOK NOW

5 Day Great Southern Rail Trail & Wilsons Promontory

  • Cost $3,200
  • 5 days / 4 nights cycling holiday
  • 4 nights’ accommodation
  • 3 days of cycling – Great Southern Rail Trail
  • All meals including breakfast, lunch & dinner
  • Transfers from Melbourne & return
  • Luggage transfer to your accommodation each night
  • Cruise – Wilsons Promontory Cruise
  • Wine tasting
A self-guided 5 day / 4 night cycling holiday, all inclusive – transfer from Melbourne & return, accommodation, meals, cruise, Park entrance fees and luggage transfers.
Please note bike and bike equipment is an extra cost. You can bring your own bike or hire a bike and equipment. Please let Dianne’s Venture Tours know and I can arrange this for you.

On the Great Southern Rail Trail towns we will be visiting are Leongatha, Koonwarra, Meeniyan, Fish Creek, Foster and Port Welshpool, This area has lovely rolling hills and wonderful cafes and wineries.
Small groups with a maximum number of 8 people, minimum number of 1 person.

Tours will be from October to April, generally from Thursday to Monday. Cycling dates are in the itinerary. Please click on the Itinerary button to see dates of the cycling holidays. You can book an alternative date anytime during the year that suits you. Please contact to arrange.
ITINERARY BOOK NOW

5 Day Mornington Peninsula to Phillip Island Cycling Holiday

  • Cost $2,800
  • 5 days / 4 nights walking holiday
  • 4 nights’ accommodation
  • 5 days of cycling – St Kilda, Frankston, Portsea, Red Hill, Phillip Island, Kilcunda, Inverloch
  • All meals including breakfast, lunch & dinner
  • Transfers from Melbourne & return
  • Transfer luggage to accommodation each day
  • Ferry transfer to Phillip Island
  • Penguins – Underground Viewing
  • Cruise – Seal Rocks Phillip Island
A self-guided 5 day / 4 night cycling holiday, all inclusive – transfer from Melbourne & return, accommodation, meals, , ferry, Underground Viewing at the Penguins Parade, cruise and luggage transfers.
Please note bike and bike equipment is an extra cost. You can bring your own bike or hire a bike and equipment. Please let Dianne’s Venture Tours know and I can arrange this for you.

The Mornington Peninsula – the boot-shaped area of land between Port Phillip Bay and Western Port Bay – has been Melbourne’s summer playground since the 1870s, when paddle steamers ran down to Portsea. Today, much of the interior farming land has been replaced by vineyards and orchards – foodies love the peninsula, where a winery lunch is a real highlight – but it still retains lovely stands of native bushland.
The calm ‘front beaches’ are on the Port Phillip Bay side, where families holiday at bayside towns from Mornington to Sorrento. The rugged ocean ‘back beaches’ face Bass Strait and are easily reached from Portsea, Sorrento and Rye; there are stunning walks along this coastal strip, part of the Mornington Peninsula National Park and beautiful golf courses.

Phillip Island boasts breathtaking beauty with rugged coastlines, idyllic beaches including nationally recognised surfing reserves and native wildlife encounters. With hundreds of kilometres of coastline and more than a quarter of the Island conserved for the environment, Phillip Island’s walking/cycling tracks are a well-kept secret, spoiling nature lovers for choice. In many cases, merely following your nose to any compass point on the Island will lead you to a delightful stroll or a more challenging cycle trip. 

Small groups with a maximum number of 8 people, minimum number of 1 person.

Tours can be anytime of the year. The weather on Phillip Island is best from September to May. Please contact to arrange. 
ITINERARY BOOK NOW

8 Day Mornington Peninsula, Phillip Island to Inverloch Cycling Holiday

  • Cost $4,500 per person
  • 8 days / 7 nights walking holiday
  • 7 nights’ accommodation
  • 8 days of cycling – St Kilda, Frankston, Portsea, Red Hill, Phillip Island, Kilcunda, Inverloch
  • All meals including breakfast, lunch & dinner
  • Transfers from Melbourne & return
  • Transfer luggage to accommodation each day
  • Ferry transfer to Phillip Island
  • Red Hill Winery Tour including lunch at a winery 
  • Wine tasting
  • Penguins – Underground Viewing
  • Cruise – seal rocks Phillip Island
A self-guided 8 day / 7 night cycling holiday, all inclusive – transfer from Melbourne & return, accommodation, meals, Red Hill Winery Day Tour, ferry, Underground Viewing at the Penguins Parade, cruise and luggage transfers.
The Mornington Peninsula – the boot-shaped area of land between Port Phillip Bay and Western Port Bay – has been Melbourne’s summer playground since the 1870s, when paddle steamers ran down to Portsea. Today, much of the interior farming land has been replaced by vineyards and orchards – foodies love the peninsula, where a winery lunch is a real highlight – but it still retains lovely stands of native bushland.

The calm ‘front beaches’ are on the Port Phillip Bay side, where families holiday at bayside towns from Mornington to Sorrento. The rugged ocean ‘back beaches’ face Bass Strait and are easily reached from Portsea, Sorrento and Rye; there are stunning walks along this coastal strip, part of the Mornington Peninsula National Park and beautiful golf courses.

Phillip Island boasts breathtaking beauty with rugged coastlines, idyllic beaches including nationally recognised surfing reserves and native wildlife encounters. With hundreds of kilometres of coastline and more than a quarter of the Island conserved for the environment, Phillip Island’s walking/cycling tracks are a well-kept secret, spoiling nature lovers for choice. In many cases, merely following your nose to any compass point on the Island will lead you to a delightful stroll or a more challenging cycle trip.

From the Gurdies through to Inverloch including San Remo and Phillip Island, Bass Coast offers a feast of natural experiences. Make your way through the rolling green pastures of the hinterland and as you reach the coast, the landscape transforms into rugged beautiful seaside vistas. Follow the majestic cliffs of the Anderson Peninsula near San Remo to Inverloch’s sandy beaches. Travel the Bunurong Coastal Drive enjoying magnificent craggy rock faces, sandy coves and the opportunity to spot a variety of birdlife.
 
Small groups with a maximum number of 8 people, minimum number of 1 person.

Tours can be anytime of the year. The weather on Phillip Island is best from September to May. Please contact to arrange.
ITINERARY BOOK NOW
Challenge yourself! Jump on the bike and take in the scenery with cycling tours from Dianne’s Venture Tours Victoria 0408 034 080 / 03 5952 5480
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