Our Chatham Islands Tours offer authentic small-group experiences showcasing the islands’ rugged beauty, wildlife, culture and local hospitality.
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Join Travel With Lesley Whyte and Green Jersey Explorer Tours for an unforgettable 7-night cycling adventurethrough the spectacular landscapes of the Chatham Islands.
Departing and returning from Wellington, this fully escorted small-group experience combines exceptional cycling, breathtaking scenery, fascinating local history, genuine island hospitality and outstanding food. With the support of experienced cycling hosts, a dedicated support vehicle and e-bikes included, you’ll have the freedom to ride at your own pace while discovering one of New Zealand’s most remote and rewarding destinations.
Experience the islands in a way few visitors ever do. Cycle through remote coastal landscapes, rolling farmland, historic settlements and scenic backroads, all while enjoying the flexibility to ride at your own pace.
Discover dramatic coastlines, rugged beaches, expansive lagoons, remote harbours and breathtaking ocean views around every corner.
Enjoy fresh local produce, renowned Chatham Islands seafood and unique dining experiences hosted by some of the islands’ most welcoming residents.
Your journey includes e-bike hire, a dedicated support vehicle, experienced Green Jersey cycling hosts, daily route briefings and comprehensive ride notes, ensuring a safe and enjoyable experience for all riders.
Learn about the rich Māori, Moriori and European history of the islands while visiting significant cultural, historical and natural attractions throughout the week.
This is a genuine off-the-beaten-track cycling adventure and one of the most unique cycling experiences available in New Zealand.
Cycling takes place on a variety of surfaces including:
While many sections are firm and well suited to cycling, riders should expect some loose gravel, uneven surfaces, wheel ruts, natural contours and changing terrain conditions depending on weather and farming activities.
You may ride through everything from closely grazed paddocks with short grass to longer pasture and working farm tracks.
A reasonable level of confidence riding on mixed terrain is recommended. This is authentic island cycling rather than sealed cycle paths, offering a rewarding sense of adventure and exploration.
Food is an important part of the Chatham Islands experience, and throughout the tour you’ll enjoy a wonderful variety of local flavours and warm island hospitality.
Included dining experiences feature:
Enjoy an exclusive two-course lunch at the remarkable Kopi Bush Retreat, home of John and Bridget Preece and featured on Grand Designs New Zealand.
Prepared by acclaimed Chatham Islands chef Kaai Silbery, this memorable dining experience showcases local produce, fresh seafood and the unique flavours of the islands.
Visit the beautiful Admiral Gardens and enjoy a seafood entrée while exploring one of the Chatham Islands’ most celebrated private gardens.
Your cycling experience has been designed to ensure riders feel informed, supported and confident throughout the journey.
Included support features:
Whether you’re a regular cyclist or simply looking for an exciting new adventure, our experienced team will ensure you can relax and enjoy every kilometre of this extraordinary island journey.
During the tour, cycling routes and sightseeing experiences may include:
Route selections may vary depending on weather, farming operations and local conditions to ensure the best possible cycling experience.
Few cycling destinations offer the sense of discovery found on the Chatham Islands.
Remote, rugged and remarkably beautiful, these islands provide an opportunity to escape the ordinary and experience New Zealand at its most authentic. From windswept coastlines and historic settlements to warm local hospitality and unforgettable dining experiences, every day offers something new.
This is more than a cycling tour — it’s an adventure into one of the most fascinating corners of New Zealand.
Want to learn more about this incredible cycling adventure? Our brochure has everything you need, from itinerary highlights to what’s included. Click below to download your copy and start planning your journey!
The Chatham Islands are renowned for their ever-changing weather, coastal conditions and prevailing winds. To ensure the best possible cycling experience, daily routes and activities will be selected by your Green Jersey Explorer Tours hosts and support team based on local conditions at the time.
This flexibility allows us to take advantage of favourable winds, avoid challenging weather conditions and showcase the very best of the islands throughout your stay.
No two Chatham Islands cycling adventures are ever quite the same.
Meet your Travel With Lesley Whyte and Green Jersey Explorer Tours hosts at Wellington Airport for group check-in and introductions before boarding your Air Chathams flight to the Chatham Islands.
Upon arrival at Tuuta Airport, you’ll be welcomed to the islands and transferred to your accommodation in Waitangi.
After settling in, we’ll enjoy an orientation briefing, e-bike fitting and tour overview before gathering together for a welcome dinner showcasing some of the Chatham Islands’ famous local seafood.
Meals Included: Dinner
Over the coming days we’ll explore the Chatham Islands by e-bike, discovering remote coastlines, rolling farmland, fishing villages, historic settlements and some of the islands’ most spectacular natural attractions.
Each morning begins with a ride briefing outlining the day’s route, points of interest and planned stops. Distances and ride options will vary depending on weather conditions, wind direction and local activities taking place across the islands.
Throughout the week we expect to visit a variety of locations and experiences which may include:
Along the way there will be opportunities to learn about the islands’ Māori, Moriori and European heritage, meet local residents and experience the unique character that makes the Chatham Islands unlike anywhere else in New Zealand.
With the support vehicle available throughout the tour, guests can choose to ride as much or as little as they wish.
Meals Included: Breakfast, Lunch and Dinner Daily
Enjoy a final day exploring the Chatham Islands by e-bike, with today’s route once again determined by local conditions to ensure the best possible riding experience.
This evening we gather for a memorable farewell dinner at the remarkable Kopi Bush Retreat, home of John and Bridget Preece and featured on Grand Designs New Zealand.
Prepared by acclaimed Chatham Islands chef Kaai Silbery, this special dining experience showcases the very best local produce, fresh seafood and island hospitality, providing the perfect conclusion to an unforgettable week of cycling and discovery.
Meals Included: Breakfast, Lunch and Farewell Dinner
Enjoy a final breakfast before transferring to Tuuta Airport for your return Air Chathams flight to Wellington.
As the rugged coastlines of the Chatham Islands disappear beneath the wings, you’ll leave with wonderful memories, new friendships and stories from one of New Zealand’s most remarkable cycling destinations.
Meals Included: Breakfast
Your Chatham Islands Cycling Adventure begins at Wellington Airport, where you’ll meet your Travel With Lesley Whyte and Green Jersey Explorer Tours hosts at 12.30pm for group check-in and introductions.
This is an opportunity to meet your fellow travellers, receive any final tour information and ensure everyone is ready for the adventure ahead.
Our Air Chathams flight is scheduled to depart Wellington at 2.00pm, arriving at Tuuta Airport on the Chatham Islands at approximately 4.30pm local time.
Upon arrival, you’ll be transferred to your accommodation in Waitangi, settle in and prepare for the exciting week ahead.
Please Note: The Chatham Islands operate 45 minutes ahead of New Zealand mainland time.
After breakfast and farewells to the Chatham Islands, we’ll transfer to Tuuta Airport for our return Air Chathams flight.
The flight is scheduled to depart the Chatham Islands at 9.30am, arriving in Wellington at approximately 11.00am.
The tour concludes upon arrival at Wellington Airport.
Guests making onward travel arrangements are encouraged to allow a minimum of two hours between the scheduled arrival of the Air Chathams service and any connecting domestic or international flights.
As flights to and from the Chatham Islands are subject to weather conditions, comprehensive travel insurance is strongly recommended.
We recommend allowing flexibility within your travel plans and avoiding tight onward connections wherever possible.
Discover the comfortable accommodation awaiting you on your Chatham Islands cycling adventure.
Our guests will stay at the modern Forget Me Not Suites, conveniently located in the heart of Waitangi and just a short walk from the waterfront and Hotel Chathams.
Each suite offers private ensuite facilities and a welcoming space to relax and unwind after a day exploring the islands by bike.
Accommodation is allocated on a first-confirmed, first-allocated basis, subject to availability at the time of booking.
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✅ Fully Inclusive Touring Experience
Simply pack your cycling gear and leave the rest to us. Your tour includes accommodation, meals, flights, cycling support, sightseeing and guided experiences throughout the Chatham Islands.
✅ Return Air Chathams Flights
Return flights between Wellington and the Chatham Islands are included, along with airport transfers on the islands.
✅ Fully Escorted Journey
Travel with experienced hosts from Green Jersey Explorer Tours and Travel With Lesley Whyte, together with knowledgeable local Chatham Islands guides who bring the islands’ history, culture and stories to life.
✅ Premium Hardtail E-Bikes Included
Quality e-bikes are supplied by our trusted partners at Green Jersey Explorer Tours. We use premium hardtail e-bikes specifically selected for the Chatham Islands’ unique terrain and basalt gravel roads, providing excellent stability, reliability and comfort throughout the tour.These bikes are ideally suited to the islands’ conditions and have proven themselves over many successful Chatham Islands cycling departures. For guests who prefer additional seat comfort, we recommend bringing or purchasing a gel seat cover.
✅ Dedicated Cycling Support
Enjoy the confidence of daily ride briefings, route notes, luggage transfers, mechanical assistance where required and a dedicated support vehicle throughout the tour.
✅ Comfortable Accommodation
Enjoy seven nights’ accommodation at the Forget Me Not Suites, conveniently located in Waitangi and just a short walk from the waterfront and Hotel Chathams.
✅ Your Own Room Included
As with most Travel With Lesley Whyte tours, solo travellers enjoy their own private room at no additional cost.
✅ Outstanding Food & Hospitality
Enjoy daily breakfasts, lunches and dinners, fresh local seafood, special dining experiences and warm Chatham Islands hospitality throughout your stay.
✅ Sightseeing & Entry Fees
All sightseeing, admissions, concession fees and landowner access fees included as specified in the itinerary.
The following items are not included in your Chatham Islands Cycling Adventure tour price:
Due to the remote nature of the Chatham Islands and the possibility of weather-related travel disruptions, comprehensive travel insurance is strongly recommended.
Guests should ensure their policy provides cover for:
Guests are responsible for any costs incurred as a result of weather-related delays, missed connections or travel disruptions not covered by suppliers or their travel insurance policy.
This exclusion section aligns with your Chatham Islands tours while also addressing the cycling-specific considerations and the realities of travelling to a remote island destination.
Group Size: Minimum 12 | Maximum 18 Guests
Tour Price
NZ$8,950 per cyclist
Includes hardtail e-bike hire, fully escorted touring, accommodation, meals, Air Chathams flights, support vehicle and all inclusions as specified.
NZ$7,450 per non-cycling companion
For guests travelling with a cyclist and sharing a room. Includes flights, accommodation, meals, sightseeing and all non-cycling tour inclusions.
Join us for an extraordinary cycling adventure to one of New Zealand’s most remote and fascinating destinations. With limited places available and the Chatham Islands’ restricted accommodation and flight capacity, early booking is highly recommended.
Booking terms & conditions – please click this link
| Ticket Type | Price | Cart |
|---|---|---|
| 2028 Chatham Island Cycling Tour - deposit per person | $1,500 | |
| 2028 Chatham Island Cycling Tour - Non cyclist accompanying a cyclist - deposit per person | $1,500 |