Victory Edition
28 April–6 May 2027 · 9 days
| Component | Price |
|---|---|
| Rider tour fare · own bike | £7,645 |
| Sharing pillion tour fare | £3,822.50 |
| Hire supplement · per motorcycle | £1,350 |
| Rider including one hire bike | £8,995 |
Personally Hosted Motorcycle Grand Tours
Exceptional roads. Remarkable places.
Distinctive hotels, excellent regional food and personal care throughout your journey.
About Boss Hogg Grand Tours
A remarkable holiday, with someone looking after the details.
Boss Hogg brings together the pleasure of riding a Harley with hotels and meals worth making the journey for. We select high-quality stays for their character, setting, comfort and hospitality, and seek out regional cooking and restaurants with a real sense of place. Small groups give us time to enjoy it all together.
Personal care begins before departure, with a conversation about your preferences and what matters to you. On tour, we coordinate the hotel arrivals, luggage, meals and visits, leaving you more time to enjoy the company and the journey.
Our Liberation tours add a deeper purpose: the stories of the people and places that shaped Europe, with room for remembrance, discovery and celebration. Riders and pillions share the whole experience.
A warm welcome, however you ride
Some of the best journeys are shared. Whether you’re riding your own motorcycle, travelling together on two bikes or enjoying the view as a pillion, you have a place at the Boss Hogg table.
Women riders, pillions, couples and solo travellers are all warmly welcomed. We plan our tours around everyone travelling with us: wonderful places to stay, memorable meals, interesting stops and time to enjoy the company.
If you’re joining your partner as a pillion, we want you to be every bit as excited about the holiday. Tell us what you enjoy—this is your adventure too.
Grand Tours
Explore The Tours
The Liberation
Picos & Pyrenees
The Alpine Passage
The Balkan
Flagship planned for 2028
The Fairways
Great roads. Great golf.
16–27 August 2028 · Provisional
£19,995 per rider
2027 alternative under consideration
Explore The Tour
Morocco Grand Tour
18–30 March 2027 · Proposed
South Africa Grand Tour
8–21 November 2027 · Proposed
Motorcycle Rental
Flying in? We can help arrange your Harley.
Bring your own motorcycle or explore hire for your Boss Hogg tour. We’re finalising UK and European rental options, with collection, return and the right bike for your journey in mind.
Explore motorcycle rentalFrom our travels
A few things you might like to know
How can I ask about booking?
Please get in touch about the tour that interests you. Email Julian or call Julian on +44 (0)7486 398887 to discuss the details and your preferred tour. There is no deposit or commitment to enquire.
What happens after I enquire?
Julian will reply personally to discuss the tour, who is travelling and your preferences. We will explain what is confirmed and what is still being arranged. For a real booking, you will receive a written quotation, final terms and protection details before deciding whether to book.
Do I need my own motorcycle?
You can bring a suitable, roadworthy and insured motorcycle. If you need a rental Harley, tell us early so we can explore availability. The hire-bike rider price includes motorcycle hire, subject to the confirmed tour arrangements, provider availability and rider eligibility. Both rider options are shown below where the tour price is available. Models and cross-border permissions must be confirmed.
Can I come on my own or as a pillion?
Yes. Solo travellers, women riders, couples and pillions are welcome. Tell us whether each guest is riding or travelling as a pillion and about room preferences. Prices for pillions, single rooms and any supplements will be explained in your quotation; Victory’s published rider price includes a private room.
How demanding is the riding?
These are road tours for riders comfortable handling their motorcycle at low speed, on bends and over consecutive riding days. Mountain tours include hairpins, gradients and changing weather; some days involve longer transfers. We will discuss your experience and the route before booking. Riding instruction is not included.
What does the price include?
Published prices are planning indications until a written quotation is issued. Each quotation will list accommodation, meals, visits, luggage support and any crossings or transfers included. Flights are not included. The hire-bike rider price includes motorcycle hire, subject to the final tour and supplier arrangements. Fuel, personal spending and your own travel insurance are additional unless expressly included.
Can you accommodate dietary or access needs?
Please tell Julian about any requirements before booking so we can discuss the suitability of the route, hotels and visits. Historic sites and mountain destinations can involve steps, cobbles and walking. We will confirm agreed arrangements in writing; please avoid sending medical records through the enquiry form.
Contact Us
Tell us where you would love to ride.
Whether a particular tour has caught your eye or you would like help choosing, Julian would love to hear from you. Tell us who is travelling, when you have in mind and what would make the holiday special.
Email or call +44 (0)7486 398887 to discuss a tour and your travel plans. No deposit or commitment to enquire.
Boss Hogg Grand Tours
julian@bosshogggrandtours.co.uk
+44 (0)7486 398887
Based in Oakham, Rutland. Please contact us to arrange a conversation.
Hire a motorcycle or bring your own
We plan for 8–10 customer bikes, with a maximum of 10 paying customer bikes. Our lead and sweep bikes are additional. A departure requires at least five paying riders, excluding pillions.
Sharing pillion fares exclude motorcycle hire and apply equally with hire or own-bike riders. The hire supplement is charged once per hired motorcycle, not per person.
The hire-bike price covers the motorcycle-hire charge, paid by Boss Hogg once the provider confirms the arrangement. You sign the provider’s rental agreement and must meet its rider requirements. A separate security deposit or card pre-authorisation may apply. We’ll confirm its amount and refund or release conditions, any excess and other provider charges before you book. Fuel is extra. Rental details · Full booking information
Summer Edition
5–11 July 2027 · 7 days
| Component | Price |
|---|---|
| Rider tour fare · own bike | £6,645 |
| Sharing pillion tour fare | £3,322.50 |
| Hire supplement · per motorcycle | £1,350 |
| Rider including one hire bike | £7,995 |
Airborne Edition
14–20 September 2027 · 7 days
| Component | Price |
|---|---|
| Rider tour fare · own bike | £7,945 |
| Sharing pillion tour fare | £3,972.50 |
| Hire supplement · per motorcycle | £1,050 |
| Rider including one hire bike | £8,995 |
Picos & Pyrenees
17–25 May 2027 · 9 days
| Component | Price |
|---|---|
| Rider tour fare · own bike | From £7,645 |
| Sharing pillion tour fare | From £3,822.50 |
| Hire supplement · per motorcycle | From £1,350 |
| Rider including one hire bike | From £8,995 |
Fairways Grand Tour
16–27 August 2028 · 12 days
| Component | Price |
|---|---|
| Rider tour fare · own bike | £18,195 |
| Sharing pillion tour fare | £9,097.50 |
| Hire supplement · per motorcycle | £1,800 |
| Rider including one hire bike | £19,995 |
Alpine Passage
26 July–5 August 2027 · 11 days
| Component | Price |
|---|---|
| Rider tour fare · own bike | £5,345 |
| Sharing pillion tour fare | £2,672.50 |
| Hire supplement · per motorcycle | £1,650 |
| Rider including one hire bike | £6,995 |
Balkan Grand Tour
4–16 October 2027 · 13 days
| Component | Price |
|---|---|
| Rider tour fare · own bike | £10,045 |
| Sharing pillion tour fare | £5,022.50 |
| Hire supplement · per motorcycle | £1,950 |
| Rider including one hire bike | £11,995 |
Morocco Grand Tour
18–30 March 2027 · 13 days
| Component | Price |
|---|---|
| Rider tour fare · own bike | £7,045 |
| Sharing pillion tour fare | £3,522.50 |
| Hire supplement · per motorcycle | £1,950 |
| Rider including one hire bike | £8,995 |
South Africa Grand Tour
8–21 November 2027 · 14 days
Prices to be confirmed
| Component | Price |
|---|---|
| Rider tour fare · own bike | TBC |
| Sharing pillion tour fare | TBC |
| Hire supplement · per motorcycle | TBC |
| Rider including one hire bike | TBC |