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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
Barbara C.
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We went through 10Adventures not familiar with them at all, and it was the best decision we ever made!
Allyson K.
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Amy D.
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Andrea S.
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Andrea M.
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Our trip was great, we had an amazing time, and I highly recommend 10Adventures.
Andrea M.
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Andrew C.
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Thank you 10Adventures, especially Nadine Gravis for all your help and support.
Becky M.
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It was a fantastic experience from beginning to end!
Beth K.
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We were well supported and route directions were easy to follow!
Beverly M.
Munich to Venice Cycling Tour
We were well supported and route directions were easy to follow!
Bill B.
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10Adventures arranged everything for us, and what a trip it was!
Bipin J.
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We stayed in the best hotels, enjoyed delectable food, and hiked over 100km. Thanks to 10Adventures for making a memorable trip!
Bryn T.
Camino de Santiago (from St Jean de Pied a Port)
It's been superbly organized by 10Adventures all the way.
Carol L.
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This trip had been on both of our bucketlists for a long time; however, we had no idea how to start it and what to do, until we found 10Adventures.
Carol V.
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Thank you 10Adventures, it was indeed a buen camino!
Catharine T.
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We had an incredibly magical time that will stay with us for a lifetime.
Charmain C.
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A bucketlist experience, it was out of this world!
Chris N.
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10Adventures sorted out all of my accommodations and itinerary, and everything went as smooth as silk.
Christie O.
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It was perfect! I liked the fact knowing that I had somebody to call if I needed any assistance.
Colleen N.
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This was a fantastic trip due to the flexibility offered to us by Nadine, our booking agent.
Craig and Ali C.
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Thank you so much 10Adventures! It was amazing and we're really looking forward to booking our next adventure with you.
Denise O.
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The trip itself was mindblowing and better than we could have ever expected
Dorian H.
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I had a great trip with 10Adventures!
Doug H.
Dingle Peninsula Cycling Tour and Alpe Adria Cycle Path Tour
We chose 10Adventures because they are a very simply run, but reasonably priced and very well-organized organization.
Drew S.
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10Adventures was awesome!
Eloise R.
Loire Valley: The Land of Castles Cycling Tour
Our entire trip was very well organized, and we had very detailed instructions we could always resort to.
Euan D.
Cycling Dolomites to Lake Garda
Cycling Dolomites to Lake Garda
Gisèle S.
Porto to Lisbon Cycle Tour
We couldn't have done this trip without Nadine's help! We had a couple of challenges and she helped us out.
Guri-Lise H.
Cycling from Porto to Lisbon Tour
Wonderful picnics!
Holly A.
Piedmont Val Maira Walking Tour
I cannot recommend the tour and 10Adventures enough!
Jeanne G.
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Nadine was my travel guide and expert, and she was wonderful!
Jennifer W.
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10Adventures took care of everything!
Jillian R.
12 Night Hiking and Camping Through Canadian Rockies
Truly the trip of a lifetime!
Jinny M.
Self-Guided Alpilles of Provence Cycling Tour
We loved getting our luggage carried and we loved that it was all organized for us!
Aisling G.
Picos de Europa
Really good value for the money, and having booked it I won't be doing any organizing myself any more.
Alexander R.
Camino de Santiago, English route
We had a great time. The tour was very well organized, we stayed in nice places, and made some friends along the way.
John D.
Venice to Croatia Bike Tour
Great hotels, good breakfast every day, and good maps that always got us where we needed to go.
John O.
Camino Frances Saint-Jean-Pied-de-Port to Logrono
The price was far better than all of the other companies we had looked at.
Julieanne M.
The Complete TMB
All we had to do was show up, read the wonderful packet, and use the app that they provided. Such a weight off my shoulders!
Karen J.
Tour du Mont Blanc
We're ready for our next adventure!
Katarina P.
Walking in Val d’Orcia: Montepulciano to Siena
The trip was absolutely beautiful. I can't wait to go back!
Kate D.
Cotswolds Self Guided Bike Tour
It was a dream. I can't think of a better way to see the world!
Kellie C.
Laugavegur Trail
This was a dream trip for us and Nadine at 10Adventures planned it out to perfection.
Kelly D.
Custom Greece Tour
From the very beginning, the folks at 10Adventures - Richard and his team - took care of every single detail.
Kelly R.
Canal Du Midi Bike Tour
10Adventures did a fabulous job of planning!
Kevin N.
Rhone River Cycling Customized Trip
Great trip; we all throroughly enjoed it!
Kimberley D.
Camino Frances in Luxury
I didn't have to worry about a thing! Nadine and the team are amazing, I highly recommend them!
Kirsten S.
Il Primitivo
The whole process was great! Nadine helped us figure out where we wanted to go and how to block out the trip.
Lavern G.
Aurora Borealis Tour
The experience was just so wonderful!
Lee B.
Discover Quebec Self-Drive Tour
It was an awesome adventure!
Leslie L.
Cycle Venice, Italy to Porec, Croatia
From the initial inquiry right through to completion of the trip, the friendly staff was super efficient and the tour went very smoothly.
Lisa R.
Alpine Crossing 2: Garmish to Merano Tour
10Adventures was able to have everything laid out for me and planned perfectly so that I could literally go from one guesthouse location to the next.
Marilyn W.
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It's an awesome adventure. Don't wait, take yours!
Martha M.
Tour du Mont Blanc
It was a lot easier going through 10Adventures, I honestly don't think we could have booked our trip without that support.
Maureen W.
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Nadine was a great help in assisting us with some minor tweaks to the itinerary, and while we were there we found the organization, the planning, and support were brilliant.
Max W.
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Everything was super well-organized by 10Adventures, they were very accommodating and communicative
Michael S.
El Camino Primitivo
This was absolutely the trip of a lifetime!
Mei Ling H.
Camino Frances (Sep 23)
I would like to express my appreciation to 10Adventures for the incredible experience on my first Camino Frances
Michelle H.
Tour du Mont Blanc
Thanks 10Adventures!
Kellie C.
Tour du Mont Blanc
10Adventures was our obvious choice when we decided to hike the Tour du Mont Blanc.
Mike C.
Tour du Mont Blanc
This wasn't my first time travelling with 10Adventures, and it certainly won't be my last!
Nancy E.
Portugal Sintra-Cascais
Thank you 10Adventures for some unforgettable experiences!
Nicole G.
Porto - Lisbon cycling
It was absolutely beautiful! We loved the service from 10Adventures.
Rachel D.
Venice to Croatia Cycling Tour
Can't say enough good things about 10Adventures. Communication with Nadine as we planned was spectacular!
Reid C.
Kitzbuhel to Drei Zinnen
I had the pleasure of doing a 10Adventures trip this summer and it was honestly one of the most amazing experiences of my life.
Renee H.
Venice to Croatia
We're just really appreciative of the experience and all of the help that the team gave, it was super smooth.
Renee S.
Tour du Mont Blanc
The accommodations that they booked for us were amazing, better than we would have picked on our own!
Rich G.
Patagonia O Circuit
Nadine and 10Adventures were just fantastic in setting up the trip and all of the logistics
Robert P.
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Highly recommend the 6-Day Moselle tour with 10Adventures.
Roberta F.
Camino de Santiago
10Adventures have been amazing communicators!
Rodney P.
Full Via Rhona
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Sarah C.
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We had a wonderful time, in no small part due to the wonderful support that 10Adventures gave us.
Sawyer P.
Full Via Rhona
Very amazing and very scenic!
Lesley C.
Discover Quebec Self-Drive Tour
Thank you Nadine for coordinating our discover Quebec trip!
Shahryar T.
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Nadine and Richard have been outstanding in the way they have met our specific requirements and the flexibility they have shown.
Shelley S.
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Wonderful guides, the trip was well-organized, the food was delicious
Skye L.
Walking the Camino
Every step I took was really magical, and it was a lifechanging adventure.
Stacey C.
Dolomites to Lake Garda
Having retired from professional sport a couple of years ago, it was just exactly the challenging adventure that I needed.
Sue W.
Dana to Petra Jordan
I can't even describe it, it was so wonderful!
Svetlana L.
Alta Via Dolomites
The experience of planning the trip was outstanding!
Sylvia F.
Porto to Lisbon Bike Tour
It was all a fantastic experience, and a lot of it was due to the support and good service that was offered from Nadine from 10Adventures.
Teresa B.
West Highland Way 7 Day Hike in Scotland
10Adventures answered all of my email questions fast and promptly, and even checked in with us when we were on our hike to see how we were doing.
Timothy K.
Vanoise Loop
I couldn't be happier with how things turned out, specifically Nadine helped me before, after, and during the hike.
Tony W.
Slower Pace Camino de Santiago
Just like my first camino, all I have to worry about are my feet. Thanks 10Adventures!
Uwe P.
Tenerife South to North Walking Tour
The contact with 10Adventures, especially with Nadine, was excellent and very personal
Vanessa V.
Avenue of the Volcanoes 2019 and Markha Valley Trek 2022
10Adventures took care of every detail!
Wai Lee Y.
10-Day Camino de Santiago in Luxury
It was an exhiliarating and awesome experience that exceeded all my expectations!
The reviews below are from all the tours organized by the local team in England.
Solo Traveller
Single Room (2+)
Double/Twin Room
| Dates | Solo Traveller | Single Room (2+) | Double/Twin Room |
|---|---|---|---|
| Apr 1, 2025 to Oct 31, 2025 | $1,025USD | $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.
Why book with 10 Adventures?
Self-guided Specialists
Combine the freedom of travelling on your own with the confidence that all of the logistics are taken care of.
Packed with Inclusions
We take care of accommodations, luggage transfers, gear rentals, and more - so you can focus on making memories.
World Class Support
Have peace of mind for when travel plans change with our hassle-free booking process and unbeatable support.