16 GUESTS OR FEWER
Small enough to feel the difference.
Smaller groups create access to more personal hotels, local tables, flexible moments and conversations that larger tours simply miss.
Why Small Groups →
FeaturedThe Beauty of Small-Group Travel
Every Journey Begins with a Feeling
Hawaii
Hawaii Island • Kauai
7 Days | 6 Nights | Two Extraordinary Islands
Volcano country, luminous reefs, the deep folds of Waimea Canyon and the wild edge of Polihale—Hawaii shaped as a personal island journey.
- Private journey
- Six hotel nights
- Inter-island flight
- Private experiences
- Daily departures
7 Days / 6 NightsPerfectly paired
Hawaii Island3 nights
Kauai3 nights
Private JourneyMade for your party
Custom ProposalDaily departures
Hawaii, the Now Journey Way
Fire, Water & Wonder.
Two islands reveal two powerful expressions of Hawaii: the living geology of Hawaii Island and Kauai’s ancient canyons, green valleys and broad western beaches.
Private touring, an included inter-island flight and beautiful resort bases keep the experience seamless, while each day leaves room for the ocean, the landscape and island time.
The islands change. The feeling of aloha carries through.
Volcano Country
Lava tubes, local cacao and the otherworldly landscapes of Hawaii Volcanoes National Park.
Kealakekua Bay
A private sunset boat experience with snorkeling near Captain Cook.
Waimea Canyon
Kauai’s layered red cliffs and deep green valleys on the arrival day.
Polihale
A private experience at Kauai’s wild western edge before the final celebration.
The Journey at a Glance
Island by Island, Across the Pacific.
Begin amid Hawaii Island’s living geology, fly to Kauai’s garden landscapes and add Honolulu before the Journey if you wish.
Scroll through chaptersSwipe through chapters
Why Now Journey
Hawaii, Made Personal.
Private transport and experiences give the islands room to breathe, with resort leisure woven between the signature discoveries.
Your private rhythm
The Journey is arranged for your travel party, not a motorcoach group.
Two distinct islands
Young volcanic terrain and ancient garden-island landscapes create contrast.
Seamless island hop
Your flight from Kona to Lihue is built into the route.
Time by the water
Snorkeling, resort leisure and a private Polihale experience balance the land touring.
7 Days Across Two Islands
The Complete Itinerary
Two island chapters with interim photography, orange expand controls and two-column daily detail.
Adventurous, with island ease
Private discoveries are balanced with resort time and afternoons that follow the Pacific light.
Chapter One
Days 1–3Hawaii Island
Living geology, island flavors and a sunset on the water.
Day1KonaAloha, Hawaii Island
Your private arrival transfer meets you at Kona International Airport. Settle into the resort, join a relaxed Discovery Walk and gather this evening for a welcoming island dinner.
Day2Volcano CountryLava Tubes, Cacao & Kilauea
Venture into Hawaii Island’s volcanic story with a lava tube, a local chocolate farm and Hawaii Volcanoes National Park. A hosted lunch adds a taste of the island to a day of remarkable geology.
Day3Kealakekua BayCaptain Cook, Snorkeling & Sunset
Enjoy a free morning at the resort. Later, board a private boat for Kealakekua Bay and the Captain Cook area, with snorkeling, a charcuterie spread and sunset views from the water.
Chapter Two
Days 4–7Kauai
Canyon country, resort ease and the wild west coast.
Day4Hawaii Island to KauaiIsland Flight & Waimea Canyon
Fly from Kona to Lihue on the included inter-island flight. On arrival, discover the layered beauty of Waimea Canyon before settling into your Poipu resort and sharing a Kauai welcome dinner.
Day5PoipuA Resort Day of Your Own
Enjoy a complete day at leisure. Relax at the resort or choose an optional doors-off helicopter flight for an extraordinary perspective on Kauai’s inaccessible valleys and coastline.
Day6West KauaiPolihale & a Final Island Toast
Travel to remote Polihale State Beach for a private experience at the edge of the Na Pali coast. Return with time to refresh, then gather for a celebratory farewell dinner.
Day7KauaiDeparture Day
Enjoy the resort until your included private transfer to Lihue Airport. Or ask us to extend your island time. Until the next Journey—aloha.
Thoughtfully Included
The islands connect effortlessly.
Private transfers, signature experiences and the inter-island flight are designed into one seamless Journey.
6 resort nights
Three on Hawaii Island and three on Kauai.
Selected meals
Daily breakfasts, a hosted lunch and signature Journey dinners.
Inter-island flight
Included scheduled service from Kona to Lihue.
Private transfers
Arrival, departure and on-island transportation.
Signature experiences
Volcanoes, private boating, Waimea Canyon and Polihale.
Personal planning
A tailored proposal for your party, preferred dates and optional additions.
Hotel Collection
Two resorts, two island moods.
Refined island bases place you close to the landscape while leaving real time to enjoy each resort.
Personalized for your dates and party
Now Journey Hotel Collection
Six nights in beautiful island settings, confirmed in your personal proposal.
Mauna Lani, Auberge Resorts Collection
A refined coastal base for volcano country and the Kohala Coast.
Koloa Landing Resort at Poipu
An Autograph Collection resort base for Kauai’s south shore.
Hotel note: Named resorts establish the intended standard and location. Final properties are confirmed in your personalized Journey Proposal.
2027 Dates & Pricing
Your islands. Your dates.
This private Journey is quoted for your travel party, preferred dates, room configuration and confirmed resort availability.
Private Journey
7-day Hawaii Island & Kauai
Custom ProposalPersonalized for your partySix resort nights, selected meals, private touring and transfers, signature experiences and the Kona-to-Lihue flight.
Request a Journey Proposal2027
Daily Departures
Choose the timing that suits you and ask about an optional two-night Honolulu beginning.
Daily in 2027
7 days · 6 nights
Private JourneyProposal
Request Your DatesHonolulu & Oahu
2 additional nights
ExtensionProposal
Add HonoluluTwo Islands. One Seamless Journey.
Why this Journey feels different.
Hawaii’s scale and spirit without the group-tour machinery.
The route has contrast
Volcanic Hawaii Island and deeply eroded Kauai tell different geological stories.
The experiences stay personal
Private touring and boating keep your party connected to the place.
The flight is built in
The Kona-to-Lihue transition is part of the Journey, not a planning problem.
The proposal fits you
Dates, rooms, resorts and optional Honolulu time are tailored before booking.
Plan & Prepare
Is Hawaii your kind of Journey?
Where does the Journey begin and end?
It begins at Kona International Airport on Hawaii Island and ends at Lihue Airport on Kauai. Private airport transfers are included.
Is the inter-island flight included?
Yes. Scheduled airfare from Kona to Lihue on Day 4 is included in your personalized proposal.
Can I begin in Honolulu?
Yes. A two-night Honolulu and Oahu beginning can be added before Hawaii Island.
Is this a fixed-price group departure?
No. This is a private Journey quoted for your party, preferred dates, room needs and current resort availability.
What happens after I request a proposal?
A Trip Planner confirms your dates and preferences, checks the two resorts and included flight, and prepares the complete package.
Every Journey Begins with a Feeling
Your Hawaii Journey Begins Here.
Tell us your dates, party and island wishes. We’ll shape the private Journey around you.