Join us for a special six-day, five-night, all-hiking-abilities-welcome adventure at the adults-only Sensei Lanai, A Four Seasons Resort, alongside an intimate group of like-minded travellers. Experience the island from a new perspective as you traverse the trails of Hawaii’s most secluded island. Off trail, master the art of balance through enriching group classes, well-being consultations, spa services, nutritious meals at Sensei by Nobu and a sunset sail.
Book your hiking retreat. +1 (808) 862-2307 Email Us

2025 Dates Coming Soon

Hike Details

Co-led by Sensei Guides and the Lanai Adventure Park team, daily hiking excursions – from two to four hours – offer cultural and conservation insight, as well as a native tree–planting and leaf-braiding activities to connect with the land. Along the way, your integrated team will motivate you while exploring the island’s most spectacular wonders.

The 5.1-mile Hii Trail offers gradual inclines with shaded tree cover to an overlook of the Palawai Basin. The Kaiholena Trail is a 5.3-mile loop hike traversing the ridge above Cook pine treetops. A 4.5-mile sunrise hike will lead you along former pineapple fields and a rare dryland forest, all the way to the legendary Keahiakawelo – a dramatic, windswept rock garden with unforgettable views.

Highlights

  • Settle into your home away from home on Lanai, featuring rolling hills, tropical greenery and unimaginable natural beauty. Each day allows time to seamlessly transition from trails to our resort grounds for restorative spa treatments in a private spa hale.

  • Chirashi Don, a variety of dishes including miso soup and sashimi

    Opening and closing ceremonies and group meals at Sensei by Nobu invite you to gather, make new connections, set goals and review your week with a community passionate about nature and well-being.

  • A group of people do yoga in forest

    Begin your mornings with a Sensei by Nobu breakfast, followed by a daily warm-up movement session led by a Sensei exercise physiologist to get you ready for the day.

  • Sensei Guides and highly trained practitioners support your retreat goals with consultations focused on yoga, fitness, nutrition, mindset, meditation or sleep. Uncover new learnings to optimize performance both on and off the trails and enhance your well-being for life back home.

  • The Resort's catamaran sets sail at sunset

    Off trail, climb aboard the resort catamaran for a sunset sail and invigorating tour along the Lanai coastline.

  • Rocky cliffside at sunset overlooking the ocean, wispy white clouds above

    The Hii Trail leads you up gradual inclines with shaded tree cover to a vast overlook of the Palawai Basin. The Kaiholena Trail, a longer loop hike, features an elevated ridgeline that takes you high above Cook pine trees with panoramic ocean views. Enjoy a sunrise hike to Keahiakawlo, a heritage site featuring lava boulders, richly coloured soils and vistas of neighbouring islands.

  • During a sound bath, a meditator lays on a mat, legs resting on a bolster, as a practitioner plays a gong with two mallets.

    Recharge with restorative aerial yoga and a gong sound bath among other leisurely activities during your stay.

Inclusions

  • Two pre-arrival calls with our pre-arrival team and a Sensei Guide to discuss your trip intentions
  • A Mocktail Meet & Greet and Welcome Ceremony to meet fellow guests, prepare for your adventures and set individual and group goals before setting out for the week ahead
  • Optional pre-movement warm-ups led by an exercise physiologist to prep for the day’s activities
  • Optional post-hike cool downs to promote recovery
  • Three scenic hikes varying in distance and elevation
  • Four 60-minute spa treatments in your own 1,000-square-foot private spa hale
  • A one-on-one well-being session to receive personalized guidance on nutrition, mindset, fitness, yoga, meditation or sleep
  • Two group activities: sunset sail, refuel & replenish brunch
  • Two semi-private group wellness classes: restorative aerial yoga, gong sound bath
  • Priority access to complimentary classes, including daily small-group yoga, fitness and meditation, as well as weekly lectures
  • Daily breakfast
  • Snacks provided for hikes, as well as one Bento Box lunch
  • A concluding group dinner and ceremony to reflect on your experience and identify which well-being practices you would like to implement into your daily life at home
  • A USD 500 food and beverage credit
  • Complimentary laundry service and shoe cleaning
  • Transportation to Four Seasons Resort Lanai, beach access and signing privileges
  • Always included: Round-trip flights from Honolulu on Lanai Air, round-trip airport transfers, intra-island transportation
  • Gratuities and taxes included for meals in package
  • Additional nights may be booked separately at a special rate of USD 900/night (includes room and breakfast only)

Sample Itinerary

We can arrange virtually anything. +1 (808) 862-2307 Email us

Group meals exclude alcohol.

Limited spots available. Inclusions are for one guest per stay, unless otherwise indicated. Hiking trails are weather dependent; programming subject to change. Rates do not include applicable taxes, service charges, levies, gratuities or surcharges, unless otherwise noted. Due to the unique nature of our Resort, all guests must be at least 16 years old, with adult supervision.

Terms and Conditions

50% of your deposit will be collected at time of booking and is fully refundable up to 60 days prior to travel. The remainder of your deposit is due at 45 days prior to your arrival. Cancellations within 45 days of arrival will result in a forfeiture of the deposit.