Luxury Holidays to Auckland & Waiheke Island
Urban Elegance and Island Indulgence in Perfect Balance
Auckland and Waiheke Island offer a dual escape—where cosmopolitan sophistication meets boutique vineyard life just a short ferry ride apart.
In Auckland, expect world-class dining, modern Māori culture, and waterfront luxury. On Waiheke, you’ll find rolling vineyards, golden beaches, and artist hideaways.
Awake & Wander designs a seamless journey between New Zealand’s most dynamic city and its most decadent island retreat.
A Small Selection of our Latest Offers to Auckland & Waiheke Island
These latest offers have been generated through our online booking system which is powered by our sister company , Jamie Wake Travel, and using our handpicked suppliers.
There will occasionally be times when offers will not show here. For example, where a destination may require more in-depth travel arrangements and will need to be tailor made by our team.
Prefer a more personal touch? We're always here to tailor your journey—simply get in touch and let us create the perfect luxury holiday to Auckland & Waiheke Island for you.
How to Arrive in Auckland & Reach Waiheke with Ease
Auckland International Airport (AKL) is New Zealand’s main entry point, with direct flights from Asia, the USA, the Middle East, and Australia. Awake & Wander arranges VIP immigration, luxury transfers, and private boat or helicopter rides to Waiheke Island—just 35 minutes by ferry, or 10 by air.
Best Times to Experience Auckland & Waiheke in Style
Visit between November and April for sunny vineyard days and vibrant city events. Summer (Dec–Feb) is perfect for sailing, seafood, and beach afternoons, while Autumn (Mar–May) brings grape harvests and fewer crowds. Awake & Wander aligns your travel with art festivals, vintage tastings, and harbour regattas for a perfectly timed stay.
The Top 4 Unforgettable Experiences and Things to Do in Auckland & Waiheke Island
Two destinations—one unforgettable pairing.
1
Dine Above the Harbour in Auckland’s Sky-High Restaurants
Enjoy a rooftop tasting menu with harbour views, or a chef’s table at one of New Zealand’s top culinary venues. Awake & Wander secures premium reservations, private chefs, and sommelier-led wine pairings.
2
Explore Māori Culture Through Private & Guided Encounters
Delve into Aotearoa’s roots with guided haka workshops, visits to traditional carving studios, and performances in Māori cultural centres. Awake & Wander provides experiences led by elders and artists for authenticity and connection.
3
Stay at a Secluded Waiheke Island Estate
Escape to private villas or vineyard lodges overlooking the sea. Awake & Wander arranges stays with personal chefs, on-site spa treatments, and tailored local experiences—from oyster farm visits to art gallery tours.
4
Sail the Hauraki Gulf in a Private Yacht
Embark on a luxury day cruise or overnight charter, spotting dolphins and seabirds in the Hauraki Gulf. With fine dining onboard and stops at remote coves, it’s a refined yet relaxed way to explore the coast.
Why This Duo Defines New Zealand’s North Island Luxury
Auckland gives you energy. Waiheke gives you exhale. Together, they offer a rhythm of indulgence and connection you’ll feel long after leaving.
Awake & Wander weaves together these two very different destinations into a journey of fine wine, vibrant culture, and laid-back luxury. It’s your perfect North Island escape, elevated.
