Kūpuna-Big Island Tours, Hawai’i

WHAT WE DO

ALOHA KAI – Life Enrichment Services provides both one-on-one, and small group companionship and socialization through thoughtfully curated experiences for Kona’s kūpuna/”Wise Elder”, from in-home visits and medical appointment support to waterfront dining, beach outings, art galleries, and cultural events. We help kūpuna stay engaged, connected, and enjoying life with dignity and care — while giving families true peace of mind.

Meaningful Island Experiences

From oceanfront lunches to gallery strolls and scenic drives along the west Kona coast, each experience is thoughtfully curated to bring joy, beauty, and connection to every day…and fun is encouraged!

Compassionate Companionship

We provide attentive, one-on-one support—whether at home, at appointments, or out exploring—ensuring every client feels seen, valued, and cared for.

Connection & Community

We create opportunities for shared stories, laughter, and genuine conversation. ALOHA KAI gatherings are designed to foster belonging and lasting friendships.

Safety with Dignity

Comfort, respect, and professionalism guide everything we do. Families can feel confident knowing their loved ones are supported with integrity, discretion, and heartfelt care.

“WHERE SILVER MEETS THE SEA”

Our Services

  • Experience the spirit of aloha with our fun, safe, and uplifting outings designed especially for the kama’aina/resident, or malihini/visiting kupuna of Big Island. Whether a resident or tourist along Big Island’s westcoast, ALOHA KAI offers enriching activities, events, and adventures, customized for individuals or small groups that inspire connection, joy, and lasting memories.

  • Traveling with an older loved one can be wonderful—but sometimes families need a more rigorous activity than what is comfortable or safe for everyone.

    ALOHA KAI is the answer…we provide trusted companionship as personal tour-guides who can either visit and engage with kūpuna staying at resorts or Airbnbs, offering friendly conversation, light assistance on property, or to go out and about exploring fun sights in Kona Town, including dinner overlooking the sea. This is how families can relax knowing their loved one is in good company.

  • The ALOHA KAI - Medical Travel-Companion will accompany clients who would otherwise be faced with traveling alone without any direct and personal companion. The presence of our companion makes the trip more secure and relaxing for clients. Although AK Medical Travel-Companion Services are not licensed medically, we will be there to offer the best level of care and help if required. Your overall stress will be eliminated as our Medical Travel-Companion can also assist in making the necessary trip arrangements, including ground transportation, navigating wheelchair access and wait-times through TSA checkpoints, as well as assisting clients at hotel check-in/check-out, ordering meals, navigating through busy airports, and boarding/deboarding the aircraft. Medical travel is stressful but peace of mind, soul and body is what we offer through our Aloha Kai Medical Travel-Companion Services.

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A Typical Day

Our days and times* are thoughtfully structured to balance activity, relaxation, and connection. From welcoming mornings to scenic outings and shared meals, each moment is designed to help our kūpuna stay engaged, comfortable, and connected to the beauty of Kona.

*Examples below vary depending upon kūpuna interests, family preference, and ALOHA KAI scheduling. Typical times are between 5-7 hours on a given day. 

Arrive and Meet

9:00 – 9:30am

Brunch

11:00am

Craft Time

12:30pm

Beach Day

2:00pm

Dinner Out

6:30pm

Testimonials

  • Cynthia Sherstad of ALOHA KAI - Life Enrichment Services has been an absolute blessing for our family. For the past year and a half, she has been taking my 91-year-old mother on regular excursions, and the difference it has made in her life is incredible. Every visit, Cynthia provides a clear itinerary, and my mother truly looks forward to their time together. Whether they're visiting the pool, walking around town, sightseeing, or enjoying time at the beach, Cynthia keeps her engaged, active, and most importantly—happy. I can always trust that my mother is in excellent hands. Cynthia is reliable, professional, and incredibly attentive and kind. Her care has brought peace of mind to our family and joy to my mother's life. I highly recommend ALOHA KAI - Life Enrichment Services to anyone seeking compassionate, enriching support for an elderly loved one. Cynthia is truly a godsend.

    Nancy M.

  • “I don’t know what I would have done without Cynthia’s help after my recent eye surgery. I live alone and this came up suddenly. My recovery limited my ability to cook, clean up and do laundry. As I couldn’t drive, she volunteered to run to the store and take me to the doctor.  Cynthia showed true aloha in that she was always cheerful, helpful and supportive (she even brought me get well and birthday cards!). She truly cares about people and I really enjoyed her visits!  My recovery would not have gone so well if I didn’t have her to rely on. I would highly recommend her.

    Karen B.

Questions Answered

  • Each day is thoughtfully curated to reflect your loved one’s interests, life experiences, and comfort level—creating a personalized experience that feels both meaningful and effortless. We might spend time on a scenic coastal drive, enjoy a peaceful oceanfront picnic, dine at a popular waterfront restaurant, visit cultural or historic places, or simply take in the beauty of Hawaiʻi Island at a relaxed pace. We offer gentle movement, creative outings, or a touch of adventure can be included for those who desire it. We’ve even taken clients parasailing! So if this experience happens to be on your bucket list, know that ALOHA KAI will be happy to ablige, because “the sky’s the limit.”

    Whether the day calls for quiet moments by the sea, gentle exploration, or exciting experiences, we meet each kūpuna exactly where they are—with professionalism, patience, and genuine aloha—creating a day that feels special, dignified, and truly their own.

  • Yes. We welcome both Hawaiʻi Island residents and visiting families. Many of our clients are guests staying along the West Kona coast who wish to offer their loved ones a meaningful, safe, and personalized experience beyond the resort or vacation rental setting. We coordinate directly with families and can meet clients at resorts, Airbnb properties, or private residences to ensure a smooth and seamless start to the day.

  • Safety and comfort are at the heart of every experience. With over 20 years of working with older adults and kūpuna, each outing is carefully planned with attention to mobility, stamina, weather, and accessibility. We are fully insured and provide attentive, one-on-one support throughout the day. Activities are always adapted as needed so your loved one feels secure, respected, and cared for at every moment.

  • Yes, transportation can be arranged as part of the experience. Whether your loved one is staying at a resort, Airbnb, or private home along the Kona coast, we ensure the entire process is smooth, coordinated, and stress-free—from pick-up through return. Every detail is handled with care so families can feel confident and at ease.

  • A brief intake form is required prior to the first outing. This allows us to understand health considerations, mobility level, preferences, and personal interests. It is an important step that ensures each experience is safe, appropriate, and thoughtfully tailored from the very beginning.

  • Aloha Kai Life Enrichment Services is a licensed LLC in the State of Hawaiʻi and fully insured through Nursing Services Organization (NSO). With more than 20 years of experience serving seniors and kūpuna, our work is grounded in professionalism, reliability, and heartfelt care. Families can feel confident knowing their loved ones are supported by an experienced, trusted provider committed to dignity, safety, and meaningful engagement.

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