2027 7-Night Chatham Island Cycling Adventure # 2

Fully escorted tour with Travel With Lesley Whyte & Green Jersey Explorer Tours – 13th – 20th February 2027. Auckland departure.

Join Travel With Lesley Whyte and Green Jersey Explorer Tours for an unforgettable 7-night cycling adventure through the stunning landscapes of the Chatham Islands. This fully escorted tour departs and returns to Auckland, offering an incredible blend of cycling, culture, and cuisine.

🌿 Highlights of Your Journey

✨ Ride Through Rugged Beauty – Cycle and explore the island’s remote landscapes, with support from our coach.
✨ Indulge in Fresh Seafood – Enjoy mouthwatering local seafood, prepared with the freshest ingredients.
✨ Fully Supported Cycling – Ride at your own pace with expert guidance, route briefings, and e-assist bikes.

Terrain & Riding Conditions

This is a true off-the-beaten-track cycling experience. You will be riding on a mix of basalt gravel roads, which are firm but can be loose in sections, as well as across private farmland where the terrain varies.

Expect everything from recently grazed paddocks with short grass to longer, uneven pasture that hasn’t been grazed for some time. You’ll also cycle along farm-formed dirt tracks, which can include ruts, undulations and natural contours typical of working farms.

A reasonable level of confidence and comfort riding on mixed terrain is recommended — this is real island riding, not sealed cycle paths.

🍽️ Delicious Local Cuisine

    • Daily cooked and continental breakfasts

    • Hearty lunches, including BBQs and packed picnic meals

    • A private two-course lunch by Chef Kaai Silbury at Kopi Bush Retreat (as seen on Grand Designs NZ!)
        • A private two-course lunch by Chef Kaai Silbury at Kopi Bush Retreat (as seen on Grand Designs NZ!)

        • seafood entrée and garden tour at Admiral Gardens

        • Two packed lunches provided by Kopi Bush Retreat

        • One lunch at a private location

        • seafood entrée and garden tour at Admiral Gardens

    • Welcoming drinks – a selection of wines with dinner and glass of bubbles and wine with Kopi Bush Retreat lunch

    • Three-course dinners nightly, including a welcome seafood feast on arrival

📍 Cycling Support & Daily Briefings

    • detailed cycle guidebook with routes and key points of interest

    • Daily route briefings with maps and planned stops

📖 Get All the Details – Download Our Brochure

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!

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🏡 Explore Your Stay – View Our Rooms

Discover the comfortable accommodations awaiting you on your Chatham Island adventure! Click below to explore the Forget Me Not Suites and Travellers Rest, just a short stroll from Hotel Chathams. Enjoy private rooms, cozy amenities, and a perfect place to relax after a day of cycling. Click hereto view our rooms. Rooms will be allocated on a first come basis.

🚲 Minimum / Maximum group size: 12 – 18 guests
💰 PER PERSON PRICE

    • NZ$8,200 – Hardtail e-bikes

    • NZ$10,700 – Full suspension (soft tail) e-bikes

    • NZ$6,900 – Non cyclist travelling with a cyclist and sharing a room

Don’t miss this extraordinary cycling journey across one of New Zealand’s most remote and breathtaking destinations. Secure your spot now!


Booking terms & conditions – please click this link

February 13, 2027 - February 20, 2027
Ticket Type Price Cart
2027 Chatham Island Cycling Tour # 2 Double Room deposit per person $1,500 Tickets are sold out.
2027 Chatham Island Cycling Tour # 2 Solo Traveller Own Room - deposit per person $1,500
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2027 Chatham Island Cycling Tour # 2 Non cyclist accompanying a cyclist - deposit per person $1,500
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Book now

Ticket Type Price Cart
2027 Chatham Island Cycling Tour # 2 Double Room deposit per person $1,500 Tickets are sold out.
2027 Chatham Island Cycling Tour # 2 Solo Traveller Own Room - deposit per person $1,500
Add to Cart
2027 Chatham Island Cycling Tour # 2 Non cyclist accompanying a cyclist - deposit per person $1,500
Add to Cart