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This is a lovely short break for cyclists who want an attractive sightseeing tour, with a mixture of town and country. Almost half the island has been designated as an area of Outstanding Natural Beauty. Distances are fairly short giving you time to stop and explore. The route is undulating and there are a few hills but nothing particularly difficult.
The holiday starts in the old seaside town of Ryde - the largest town on the island. Hire bikes are collected and the ride starts on mixed surfaces passing the interesting brick built Quarr Abbey and past Osborne House and Cowes, famous for its regattas. After the beaches of the north, the route tracks inland on fast roads through some attractive forest and farmlands and the estuary around Newport to the old town of Yarmouth. The route then cuts the busy western end of the island off by taking a cycle path following an old railway line to Freshwater Bay. You do have the option to take a diversion to ascend to the Needles Park for some splendid views. In good weather follow the Tennyson Trail to Brighstone and onto the shipwreck capital of the island - Chale. There is a final mix of hills around Bembridge Down, passing inland to visit attractive villages and a unique windmill and harbour before the last coastal stretch back into Ryde.
Isle of Wight Cycling Tour
This is a lovely short break for cyclists who want an attractive sightseeing tour, with a mixture of town and country. Almost half the island has been designated as an area of Outstanding Natural Beauty. Distances are fairly short giving you time to stop and explore. The route is undulating and there are a few hills but nothing particularly difficult.
The holiday starts in the old seaside town of Ryde - the largest town on the island. Hire bikes are collected and the ride starts on mixed surfaces passing the interesting brick built Quarr Abbey and past Osborne House and Cowes, famous for its regattas. After the beaches of the north, the route tracks inland on fast roads through some attractive forest and farmlands and the estuary around Newport to the old town of Yarmouth. The route then cuts the busy western end of the island off by taking a cycle path following an old railway line to Freshwater Bay. You do have the option to take a diversion to ascend to the Needles Park for some splendid views. In good weather follow the Tennyson Trail to Brighstone and onto the shipwreck capital of the island - Chale. There is a final mix of hills around Bembridge Down, passing inland to visit attractive villages and a unique windmill and harbour before the last coastal stretch back into Ryde.
Visit the famous Queen Victoria’s Osborne House
Observe the beautiful Needles of Isle of Wight from your biking path
Enjoy the biking around the Isle on your own pace
Visit Old Yarmouth Town and Newtown - the old 'Rotten Borough'
Trip map
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Why book with 10 Adventures?
We know adventure
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Experience the trip of a lifetime organized by a team of travel specialists who combine knowledge and passion for adventure travel.
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With over 600 tours across 30+ countries, we specialize in self-guided tours.
Combine the freedom of travelling on your own with the confidence that all of your logistics are taken care of.
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We take care of accommodations, luggage transfers, gear rentals, and more - so you can focus on making memories.
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Explore our flexible booking, payment, and cancellation options, as well as our Lifetime Deposits program.
Solo Traveller
Single Room (2+)
Double/Twin Room
| Dates | Solo Traveller | Single Room (2+) | Double/Twin Room |
|---|---|---|---|
| Apr 1, 2025 to Oct 31, 2025 | $1,050USD | $975USD | $750USD |
| Optional Extras: | |||
| Mountain bike rental:$95USD | |||
| E-bike rental:$195USD | |||
Meals
4 breakfasts are included.
Accommodations
Accommodations for 4 nights are included.
Transportation during the Tour
This tour includes luggage transfers for your luggage; however, you are in charge of any personal transfers needed.
Also Included
- Detailed documents, guides, route maps, and GPX tracks
- Emergency telephone support hotline for the duration of the tour
- Pre-planned route
Not included
- Getting to or from Ryde
- Travel insurance
- Visas if required
- Meals, drinks, or snacks not previously mentioned
- Guide services
- Tourist hotel tax, payable each night at hotel
- Airport transfers
- Gratuities for drivers, servers, or other staff if desired
- Bike rental
Optional Extras
- Bike rental
- Single occupancy upgrades
Accommodation for Isle of Wight Cycling Tour
There is a variety of accommodation along the route ranging from bed and breakfasts, lodges, pubs and small hotels. They are run by cycling-friendly hosts offering en-suite or private facility rooms with a tasty breakfast to get you ready for the day ahead. Further facilities such as washing and drying facilities, packed lunches and packed lunches are available in some accommodations, you will be advised on your listing of what is available.
In some cases, the accommodation listed below may need to be substituted for other comparable accommodations.
Single Rooms and Solo Travellers
Rooms are double occupancy. You can pay a supplement to have a private room in a hotel where possible. Solo travellers may be required to pay a supplement.
How hard is the Isle of Wight Cycling Tour?
We rate this tour as a 2 / 5. The cycling is mainly along quiet country roads.
I’ve never been on a self-guided trip! How does it work?
Self-guided travelling is not difficult! For many, it is a preferred type of travel since you are in charge of your own time and pace. You are provided with all the information you’ll need to follow the route each day and often have access to phone support or other kinds of assistance. However, self-guided travelling requires good navigation skills and those who don’t feel confident in unknown places should consider booking guided tours.
Do I need a visa to travel to England?
Check with your local country about visa requirements. You could also try this website, though you should verify with your government.
Are meals included on the Isle of Wight Cycling Tour?
4 breakfasts are included.
Do I need insurance?
Yes, it is mandatory to have health and medical insurance to join this trip, and your insurance should cover cycling. Get your travel insurance.
How do I get to Ryde to start this tour?
You can get to Ryde via ferry or Hovercraft from Portsmouth. Portsmouth has direct train connection to London. You can also fly to Southampton Airport and then transfer by bus and train to Portsmouth. If driving, you can take a car ferry from Portsmouth to Cowes or from Lynmouth to Yarmouth. There are also ferries to Isle of Wight from Lymington.
Where does the Isle of Wight Cycling Tour end?
This tour ends where it starts, in Ryde.
Can I rent a bike?
Yes, you can rent a bike during the booking process.
Can I bring my own bike?
Yes. If you bring your own bike, it should be a road bike suitable for the demands of the tour. If you are bringing your own bike, make sure to include it in any public transport tickets you reserve.
Do I need special vaccines to travel to Scotland?
Check with your family doctor.
Are there any travel restrictions for England?
Please check with your local government about travel restrictions before you book your tour. This map from the US Department of State provides an overview of the current status in countries around the globe. The UK‘s Foreign Office and Government of Canada also provide advice on foreign travel. Note that the travel advice may change depending on your nationality.