A Deeper Hawaiian Experience
Our highly curated, multi-property itineraries are your ticket to a journey deeper than any Top 10 list can provide, unlocking insider knowledge along with our legendary service. From a holoholo with Lanai’s unofficial mayor to a traditional Lomi Lomi massage followed by private spa hale time overlooking a tropical garden, this intimate itinerary is designed to reveal the untold story of Lanai’s two extraordinary worlds.
DISCOVER YOUR JOURNEY
Day 1 – Where Aloha Begins
AFTERNOON
Arrival at Four Seasons Resort Lanai
Your journey to Lanai begins the moment your mainland flight touches down in Honolulu. We’ll meet you at baggage claim and escort you to a private hangar, where you’ll relax in the Lanai Air lounge before boarding your charter flight across the channel, marking a genuine shift in pace from the world you’re leaving behind. Once you’ve settled in at the Resort, find your way to Sunset Terrace, an open-air retreat where the Pacific turns copper and gold, or visit Nobu Lanai for a welcome cocktail and let the mainland recede entirely.
AFTERNOON
Arrival at Four Seasons Resort Lanai
Your journey to Lanai begins the moment your mainland flight touches down in Honolulu. We’ll meet you at baggage claim and escort you to a private hangar, where you’ll relax in the Lanai Air lounge before boarding your charter flight across the channel, marking a genuine shift in pace from the world you’re leaving behind. Once you’ve settled in at the Resort, find your way to Sunset Terrace, an open-air retreat where the Pacific turns copper and gold, or visit Nobu Lanai for a welcome cocktail and let the mainland recede entirely.
Accommodation
3-Night Stay in an Ocean-View Room
Nestled above 3 miles (4.8 kilometres) of sand at Hulopoe Bay, Four Seasons Resort Lanai is where the island first reveals itself. Your spacious Ocean-View Room provides the perfect homebase, including a private lanai to take it all in. With the Pacific in every direction and all activities managed entirely by our team, every experience here is shaped by the intimacy the island naturally provides. This is the Lanai of warm breezes, clear water and evenings that stretch far past sundown.
Accommodation
3-Night Stay in an Ocean-View Room
Nestled above 3 miles (4.8 kilometres) of sand at Hulopoe Bay, Four Seasons Resort Lanai is where the island first reveals itself. Your spacious Ocean-View Room provides the perfect homebase, including a private lanai to take it all in. With the Pacific in every direction and all activities managed entirely by our team, every experience here is shaped by the intimacy the island naturally provides. This is the Lanai of warm breezes, clear water and evenings that stretch far past sundown.
EVENING
Embracing Local Culture
As the light softens, ease further into the island’s rhythms with an intimate private cultural class – just you and our local guide – spending time inside one of Lanai’s living traditions. Choose to learn the storytelling movements of hula, try your hand at the meditative art of lei-making or coax your first notes from a ukulele. One hour, one tradition, one unhurried introduction to what this island holds.
EVENING
Embracing Local Culture
As the light softens, ease further into the island’s rhythms with an intimate private cultural class – just you and our local guide – spending time inside one of Lanai’s living traditions. Choose to learn the storytelling movements of hula, try your hand at the meditative art of lei-making or coax your first notes from a ukulele. One hour, one tradition, one unhurried introduction to what this island holds.
Day 2 – Salt Air and Open Water
MORNING
Breakfast in a Secluded Sanctuary
The morning begins with a breakfast worth savouring slowly. Your private pool sanctuary has been set for two with crisp linens, chilled champagne and a full breakfast prepared by the team at Mozza. Today, breakfast arrives here at the water’s edge, with the Pacific stretching out just beyond. Stay as long as you like; this cabana is yours for the morning.
MORNING
Breakfast in a Secluded Sanctuary
The morning begins with a breakfast worth savouring slowly. Your private pool sanctuary has been set for two with crisp linens, chilled champagne and a full breakfast prepared by the team at Mozza. Today, breakfast arrives here at the water’s edge, with the Pacific stretching out just beyond. Stay as long as you like; this cabana is yours for the morning.
AFTERNOON
Private Catamaran Sail
When you’re ready, your captain and catamaran will be waiting at the harbour. Step aboard a 65-foot (19.8-metre) private catamaran for an experience that is entirely yours to shape, whether you wish to snorkel in the clear waters of Hulopoe Bay, follow the horizon or simply let the swell carry you into an afternoon of open-sky stillness. Whatever you decide, enjoy food and beverage tailored to the moment.
AFTERNOON
Private Catamaran Sail
When you’re ready, your captain and catamaran will be waiting at the harbour. Step aboard a 65-foot (19.8-metre) private catamaran for an experience that is entirely yours to shape, whether you wish to snorkel in the clear waters of Hulopoe Bay, follow the horizon or simply let the swell carry you into an afternoon of open-sky stillness. Whatever you decide, enjoy food and beverage tailored to the moment.
Day 3 – The Island Knows Your Name
Morning
Signature Experience
Holoholo with Tuma
Some places you can read about. Some require an introduction. Today, yours comes from Tuma, our Lanai alakaʻi, the island’s most trusted cultural storyteller and, by most accounts, its unofficial mayor. Hop into a 4x4 off-road Jeep and head for Keahiakawelo (The Fire of Kawelo), where volcanic lava boulders scatter across a landscape of richly coloured soils and views stretch to Molokaʻi and Maui on clear days. Then make your way to Lanai City, the island’s only town, where Tuma knows every face on every corner, and visit the Lanai Culture and Heritage Center. Afterward, pull into Dole Park and settle in for a picnic lunch set in the centre of island life. This experience is fully customizable. Tuma has favourite trails and hidden corners that appear on no map. Tell him what calls to you and he will take you there.
Signature Experience
Holoholo with Tuma
Some places you can read about. Some require an introduction. Today, yours comes from Tuma, our Lanai alakaʻi, the island’s most trusted cultural storyteller and, by most accounts, its unofficial mayor. Hop into a 4x4 off-road Jeep and head for Keahiakawelo (The Fire of Kawelo), where volcanic lava boulders scatter across a landscape of richly coloured soils and views stretch to Molokaʻi and Maui on clear days. Then make your way to Lanai City, the island’s only town, where Tuma knows every face on every corner, and visit the Lanai Culture and Heritage Center. Afterward, pull into Dole Park and settle in for a picnic lunch set in the centre of island life. This experience is fully customizable. Tuma has favourite trails and hidden corners that appear on no map. Tell him what calls to you and he will take you there.
Included Experiences
Off-road 4x4 experience
Customized island tour
Picnic lunch
Included Experiences
Off-road 4x4 experience
Customized island tour
Picnic lunch
Evening
15-Course Teppan Experience
Tonight, the teppan table is entirely yours. Chef Hung Nguyen, a multitalented chef who holds a black belt in Thai Kun Do and can also be found teaching tai chi classes on the island, arrives at the teppan table as an altogether different kind of artist. He is graceful, present and deeply precise. Indulge in a private 15-course experience of local ingredients, fresh-caught fish, and meat sourced from farms on Lanai and across the Hawaiian Islands – all simply and elegantly brought to life before your eyes during this intimate culinary performance.
Evening
15-Course Teppan Experience
Tonight, the teppan table is entirely yours. Chef Hung Nguyen, a multitalented chef who holds a black belt in Thai Kun Do and can also be found teaching tai chi classes on the island, arrives at the teppan table as an altogether different kind of artist. He is graceful, present and deeply precise. Indulge in a private 15-course experience of local ingredients, fresh-caught fish, and meat sourced from farms on Lanai and across the Hawaiian Islands – all simply and elegantly brought to life before your eyes during this intimate culinary performance.
Day 4 – Ascending to Stillness
MORNING
Transfer to Sensei Lanai, A Four Seasons Resort
Take one final unhurried walk along the ocean’s edge before your world quietly shifts. Prior to check-out, our dedicated team arrives to pack your belongings with care and ensure they travel ahead of you. Your private Tesla moves you up the mountain road as the coast disappears below. Wrapped in mist and the hush of the upland forest, Sensei Lanai, A Four Seasons Resort, comes into view. Arrive to find your belongings already there, already home.
MORNING
Transfer to Sensei Lanai, A Four Seasons Resort
Take one final unhurried walk along the ocean’s edge before your world quietly shifts. Prior to check-out, our dedicated team arrives to pack your belongings with care and ensure they travel ahead of you. Your private Tesla moves you up the mountain road as the coast disappears below. Wrapped in mist and the hush of the upland forest, Sensei Lanai, A Four Seasons Resort, comes into view. Arrive to find your belongings already there, already home.
Accommodation
3-Night Stay in a Koele Deluxe Room
Twenty minutes and a world away, Sensei Lanai sits at 1,600 feet (488 metres) above sea level in the mountain forest, an adults-only resort that is intentionally composed. Founded on the science-backed wellness philosophy of Dr. David Agus, Sensei offers everything from one-on-one consultations to fully tracked, data-informed wellness programs. Set along the edge of the building for added privacy, your Koele Deluxe Room is your own personal oasis, inviting you to relax and reset next to serene tropical garden views.
Accommodation
3-Night Stay in a Koele Deluxe Room
Twenty minutes and a world away, Sensei Lanai sits at 1,600 feet (488 metres) above sea level in the mountain forest, an adults-only resort that is intentionally composed. Founded on the science-backed wellness philosophy of Dr. David Agus, Sensei offers everything from one-on-one consultations to fully tracked, data-informed wellness programs. Set along the edge of the building for added privacy, your Koele Deluxe Room is your own personal oasis, inviting you to relax and reset next to serene tropical garden views.
Evening
Table for Two with Personalized Wine Pairing
On your first evening at Sensei, the table comes to you. Step onto your room’s private lanai, softly lit and dressed with fresh flowers, set for an evening of quiet celebration. Savour a glass of champagne, an amuse-bouche, then a personalized multi-course menu crafted by our culinary team and paired with wines from our award-winning cellar. No dining room tonight. Just the two of you, the mountain and the stars above Lanai.
Evening
Table for Two with Personalized Wine Pairing
On your first evening at Sensei, the table comes to you. Step onto your room’s private lanai, softly lit and dressed with fresh flowers, set for an evening of quiet celebration. Savour a glass of champagne, an amuse-bouche, then a personalized multi-course menu crafted by our culinary team and paired with wines from our award-winning cellar. No dining room tonight. Just the two of you, the mountain and the stars above Lanai.
Day 5 – Nourish From the Inside Out
Morning
Sensory Eating Experience
Before the day fully opens, allow it to begin with intention. Guided by Danielle, Sensei’s registered dietitian and Nutrition Guide, our Sensory Eating Experience will quietly reframe the way you approach every meal that follows. This is not a lecture, nor a restriction – it is an invitation to notice. Danielle brings warmth, curiosity and a philosophy rooted in the understanding that food was always meant to be both fuel and joy, and that the difference between those two is rarely the food itself, but the quality of attention brought to it.
Morning
Sensory Eating Experience
Before the day fully opens, allow it to begin with intention. Guided by Danielle, Sensei’s registered dietitian and Nutrition Guide, our Sensory Eating Experience will quietly reframe the way you approach every meal that follows. This is not a lecture, nor a restriction – it is an invitation to notice. Danielle brings warmth, curiosity and a philosophy rooted in the understanding that food was always meant to be both fuel and joy, and that the difference between those two is rarely the food itself, but the quality of attention brought to it.
Mid-Morning
Signature Experience
Couple's Lomi Lomi Massage
In the Hawaiian tradition of bodywork, Lomi Lomi is not simply a massage but a story told through the hands, incorporating breathwork, aromatherapy and long rhythmic movements that speak directly to the body’s own healing intelligence. This tradition passed down through generations of Hawaiian practitioners is now translated into 90 minutes of complete restoration. After your treatment, enjoy some time for just the two of you in your private spa hale outfitted with an ofuro soaking tub, infrared sauna, indoor and outdoor showers, plunge pool, and the soft sounds of a garden just beyond the open doors.
Signature Experience
Couple's Lomi Lomi Massage
In the Hawaiian tradition of bodywork, Lomi Lomi is not simply a massage but a story told through the hands, incorporating breathwork, aromatherapy and long rhythmic movements that speak directly to the body’s own healing intelligence. This tradition passed down through generations of Hawaiian practitioners is now translated into 90 minutes of complete restoration. After your treatment, enjoy some time for just the two of you in your private spa hale outfitted with an ofuro soaking tub, infrared sauna, indoor and outdoor showers, plunge pool, and the soft sounds of a garden just beyond the open doors.
Included Experiences
90-minute couple's Lomi Lomi massage
60-minute couple's private spa hale time
Included Experiences
90-minute couple's Lomi Lomi massage
60-minute couple's private spa hale time
Day 6 – The Secrets the Garden Keeps
Morning
Signature Experience
Forest Bathing in a Secret Garden
Set out on a different kind of nature walk. Notice the patterns that leaves make against the light, the way colours shift as you move deeper in, the quiet system of communication that trees engage in beneath the soil. Here, you’re introduced to a way of seeing that a busier life rarely permits. Walking among sculptures by renowned artists in a garden where nature and art breathe together, your path eventually brings you to a sound bath, led by our Sensei Wellness Practitioner, Travis Ka'eo. This private and deeply grounding experience fills one of Sensei’s signature studios with the resonant frequencies of string instruments, gongs, wave drums and singing bowls. Allow the body to arrive fully in the stillness the garden has already prepared.
Signature Experience
Forest Bathing in a Secret Garden
Set out on a different kind of nature walk. Notice the patterns that leaves make against the light, the way colours shift as you move deeper in, the quiet system of communication that trees engage in beneath the soil. Here, you’re introduced to a way of seeing that a busier life rarely permits. Walking among sculptures by renowned artists in a garden where nature and art breathe together, your path eventually brings you to a sound bath, led by our Sensei Wellness Practitioner, Travis Ka'eo. This private and deeply grounding experience fills one of Sensei’s signature studios with the resonant frequencies of string instruments, gongs, wave drums and singing bowls. Allow the body to arrive fully in the stillness the garden has already prepared.
Included Experiences
Private forest bathing
Private sound journey
Included Experiences
Private forest bathing
Private sound journey
Afternoon
Sensei Your Way
The Sensei Way – a philosophy based on the pillars of move, nourish and rest – is a framework for understanding how every part of your life is connected. This afternoon, a private one-on-one session with a Sensei Guide or practitioner opens a space for the specific conversation you wish to have. Many of our guides hold advanced degrees in their disciplines. Whether you arrive curious about sleep, movement, mindset, yoga, fitness or nutrition, it is rare that a single thread, when gently explored, does not reveal the shape of the whole.
Afternoon
Sensei Your Way
The Sensei Way – a philosophy based on the pillars of move, nourish and rest – is a framework for understanding how every part of your life is connected. This afternoon, a private one-on-one session with a Sensei Guide or practitioner opens a space for the specific conversation you wish to have. Many of our guides hold advanced degrees in their disciplines. Whether you arrive curious about sleep, movement, mindset, yoga, fitness or nutrition, it is rare that a single thread, when gently explored, does not reveal the shape of the whole.
Day 7 – Carry It With You
Morning
Departure from Sensei Lanai, A Four Seasons Hotel
Enjoy a final breakfast at Sensei by Nobu, with the mountain still wrapped in morning mist, before your private car takes you down to Lanai Airport for your Lanai Air charter flight back to Honolulu. The island releases you slowly, but the perspective you’ve gained will stay with you always.
Morning
Departure from Sensei Lanai, A Four Seasons Hotel
Enjoy a final breakfast at Sensei by Nobu, with the mountain still wrapped in morning mist, before your private car takes you down to Lanai Airport for your Lanai Air charter flight back to Honolulu. The island releases you slowly, but the perspective you’ve gained will stay with you always.
Terms and Conditions: All journeys are subject to availability at the time of reservation and are not valid in conjunction with any other offer or contract. Included experiences are subject to availability and may need to be rescheduled or substituted due to operational constraints or inclement weather. Rates include applicable mandatory property fees (for example, resort fees or service charges) and gratuities but do not include government-imposed taxes. Offer is not valid in the EU, the UK, Switzerland or Turkey.
*Pricing is per room and based on double occupancy
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