Oʻahu · Maui · Hawaiʻi Island
Aloha. A private driver meets you at Honolulu and brings you to your hotel along Waikīkī Beach. Settle in, then a sunset stroll on the sand and your first mai tai as Diamond Head turns gold.
Your specialist keeps the first evening easy before the islands open up.
A full day with a private guide — the Pearl Harbor memorials, the lush windward coast, and the legendary surf of the North Shore.
Hike Diamond Head for the classic view over Waikīkī, or snorkel a protected cove. The day is shaped around your pace.
A short morning flight to Maui, the Valley Isle. A private driver transfers you to your resort on the sunny west or south shore.
The afternoon is yours — the beach, the pool, and a Pacific sunset to ease into Maui time.
The famous Road to Hāna with a private guide-driver, so you simply take it in — waterfalls, bamboo forests, black-sand beaches, and lava coastline through old Hawaiʻi.
Stops for swimming, banana bread, and the views that make this one of the world's great drives.
An optional sunrise above the clouds at the summit of Haleakalā, then the day at sea — a snorkel sail to the Molokini crater, with sea turtles and, in winter, the song of humpback whales.
The afternoon is for the beach or the spa.
A quick hop to the Big Island and a transfer up the Kohala Coast, where black lava meets white sand and the island's great resorts.
Settle in and watch the sun drop into the Pacific as the scale of Hawaiʻi Island begins to reveal itself.
A guided day in Hawaiʻi Volcanoes National Park — steaming craters, lava tubes, and the raw, living edge of the earth at Kīlauea.
Coffee in the hills of Kona on the way back, and the volcano glowing after dark if the timing is right.
A relaxed day on the Kohala Coast — beaches, snorkeling, and the spa.
After dark, the unforgettable guided night snorkel with the giant manta rays that gather off the Kona coast.
A final island day as you please — the beach and the pool, a last snorkel, or the waterfalls of the Hilo side.
A farewell dinner by the water to close the journey.
A last morning by the water, then a private transfer to Kona for your flight home — three islands that ran from Waikīkī to the Road to Hāna to the living volcanoes.
Your Juniper specialist remains reachable throughout departure day.
This is a sample custom route — a starting point, not a fixed package. Many clients travel something very close to this. Book a free consultation and a specialist will build from here.
Your specialist pre-arranges the right luxury experiences based on your interests and travel style. These are the custom experience types available on this route — specific choices are made with you, not for you.
Activities are selected and pre-booked with your specialist based on your interests — not all activities are included in every trip version. Availability varies by season.
You work directly with a specialist who knows Hawaii deeply — not a call center or booking agent. Every consultation is with someone who has been there, stayed in those hotels, and knows the country inside out.

A dedicated Hawaii specialist designs your trip from scratch — the right eco-lodge, private naturalist guides, the best windows for wildlife and weather, and the balance of soft adventure and beach time.
Book a Consultation
From volcano-view lodges to beachfront retreats, your specialist arranges every transfer, naturalist guide, and experience before you travel.
Book a Consultation30 minutes, completely free. Walk away with a clear picture of what your luxury custom Hawaii trip could look like — dates, route, 4 and 5-star accommodations, and all.