Hawaiian Discovery

Hawaiian Discovery A journey through the Hawaiian Islands, 12 nights / 13 days. Arriving in Maui and continuing by private plane through Lānaʻi, Kauaʻi, and the island of Hawaiʻi — Flagship five-star accommodations on each island. Experiences selected at booking, tailored to your interests.

Night 1-3

Maui

At Kahului Airport, your driver awaits. A private transfer south to Wailea, where the Pacific opens to a crescent of gold sand. Four Seasons Maui has welcomed guests here since 1990. The world stops existing the moment you arrive. Settle into your suite. An opportunity to rest. An afternoon drink on the terrace as the light turns. Dinner at Spago, Wolfgang Puck's oceanfront restaurant at the property, or quietly in your suite.

Day 2 could simply be a day on the property — a gentle second day for those who have travelled far. The beach, a treatment at the spa, lunch at Ferraro's at Seaside. Or a fuller day, for those ready to explore. The Road to Hana with a private naturalist. A helicopter flight over the cliffs and remote valleys of the interior. Snorkeling at the crater of Molokini. An afternoon at the summit of Haleakalā. The journey has begun.

Day 3 opens to the water. Sailing the Maui coast by private catamaran, with swimming and snorkeling in the morning, lunch on board, and the return at sunset. Or a day of stillness — the pool, the spa, an unhurried dinner. Tomorrow, your private flight continues to Lānaʻi.

Night 4-6

Lānaʻi

A short flight to Lānaʻi. Your driver meets you at the small airfield and continues to Manele Bay. Four Seasons Resort Lānaʻi sits above Hulopoʻe Bay, a protected marine sanctuary and one of the quietest beaches in Hawaii. Ninety thousand acres of island, one resort, one small town inland, and no stoplights. The pace shifts here. Settle into your suite. A late lunch at Malibu Farm above the pool, a treatment at Hawanawana Spa, an afternoon on the sand as the spinner dolphins pass.

Day 5 opens to the water. Snorkel the reefs of Hulopoʻe Bay at first light. Or the Cathedrals, underwater lava tubes with vaulted ceilings of coral, accessible only to guests. A morning sail along the wild coast, past the sea cliffs of Kaunolū. Or a round at Manele, the Jack Nicklaus course cut into the cliffs above the Pacific. Dinner at Nobu, the oceanfront outpost of the Japanese institution, on the terrace above the bay.

Day 6 slows further. A drive into the upland forests of Cook Island pine and the red-earth plains of the interior, once the largest pineapple plantation in the world. A late morning at Puʻu Pehe, the volcanic pillar at the far end of Manele Bay. Or simply a day on the property — the pool, the beach, the quiet. Tomorrow, you fly to Kauaʻi.

Night 5-7

Kauaʻi

A short flight to Lihue airport. Your driver continues north through the pineapple fields and pasture land of the central island, then up to Princeville on the north shore. Hotel Hanalei Bay sits on the cliffs above Hanalei Bay, within sight of the Napali coast — the wall of green peaks that marks the edge of the known world in Hawaiian geography. The open-air lobby is wrapped in water and living gardens. Your suite, nine stories below, opens to the bay. Settle in. A late lunch at 1 Kitchen with the bay beneath you. An afternoon at the pool, or at the spa. Cocktails at Welina Terrace at sunset, with the nightly Hawaiian ritual at the moment the sun meets the horizon.

Day 8 opens to the water. A boat along the Napali coast at first light, past sea caves and waterfalls that fall directly into the ocean. Snorkel at Keʻe Beach, the end of the road. Lunch at the hotel. In the afternoon, a private helicopter flight over the interior — into Waialeale, the wettest place on earth, and over Waimea Canyon, the Grand Canyon of the Pacific. Dinner at Welina Terrace, the Japanese-inspired small plates and the best view on the island.

Day 9 opens to the land. A private hike through Limahuli Garden, one of the most important botanical preserves in the Pacific. Or a round at Princeville Makai, the Robert Trent Jones course cut along the sea cliffs. Or simply a day on the property — the pool, the beach, a treatment at Bamford Wellness Spa, the unhurried pace. Tomorrow, the Big Island.

Night 8–10

The island of Hawaiʻi

A short flight to Kona. Your driver continues north along the coast, past lava fields stretching from the mountains to the sea, then through the gates of Historic Kaʻūpūlehu. Four Seasons Hualalai sits on the site of an ancient Hawaiian fishing village, between the slopes of the Hualalai volcano and the Pacific. The land itself is the character here — black lava, white sand, the contrast that defines the Big Island. Your bungalow suite opens to the ocean. Settle in. An afternoon at King's Pond, the resort's signature saltwater aquarium, snorkeling with tropical fish and eagle rays alongside a marine biologist. Dinner at 'ULU Ocean Grill, the only Forbes-rated restaurant on the island.

Day 11 opens to the mountain. The slopes of Hualalai and Mauna Loa rise thirteen thousand feet above the sea, and the landscapes change with altitude. A private drive through coffee country to a Kona plantation for a tasting. Lunch at a ranch in the uplands. In the afternoon, a helicopter flight over Kīlauea — still active after forty years, a river of lava moving from the caldera to the sea. Or, more quietly, a round at the Hualalai Golf Course, the Jack Nicklaus design that hosts the PGA Champions Tour each January. Dinner at Hualalai Grille, above the course, or at Miller & Lux, Tyler Florence's steakhouse.

Day 12 opens to the sea. A morning sail along the Kona coast, with snorkeling at the coral reefs of Kaʻūpūlehu Bay — the water here is among the clearest in Hawaii. Lunch on board, or back at the hotel. The afternoon is yours: a final treatment at the spa, a long read by the pool, a last walk along the shore as the sun drops behind the mountain.

EXPERIENCES

  • Maui

    ★ Private Helicopter Tour over West Maui, Haleakalā, and Molokaʻi Sea Cliffs

    ★ The Road to Hana with a Private Naturalist Guide

    ★ Haleakalā Summit Sunrise with Private Transport

    ★ Private Catamaran Charter with Snorkeling at Molokini Crater

    ★ Sunset Whale Watching (December–April, humpback season)

    Helicopter to Hana for Private Lunch

    Maui Winery Private Tasting (Ulupalakua Ranch)

    Snorkel at Honolua Bay with a Private Guide

    Upcountry Private Farm Visit

    At Four Seasons Maui

    ★ Dinner at Spago — Wolfgang Puck's oceanfront restaurant

    Ferraro's Bar e Ristorante (al fresco Italian)

    The Spa at Four Seasons Maui

    Three championship golf courses adjacent

    Private beachfront cabana service

    Outrigger canoe lessons from the beach

  • Lānaʻi

    ★ Private Catamaran along the Kaunolū Sea Cliffs

    ★ Dive the Cathedrals — underwater lava tubes with vaulted coral ceilings

    ★ Manele Golf Course — Jack Nicklaus signature, oceanfront

    ★ Dinner at Nobu Lānaʻi — cliff-side omakase

    Private 4×4 tour of Lānaʻi's interior and the plantation-era landscape

    Horseback ride into the upland hills of Koele

    Visit to Lānaʻi City and the Blue Ginger Café (cultural context, not commerce)

    Puʻu Pehe (Sweetheart Rock) hike at Manele Bay

    At the property

    Hulopoʻe Bay snorkeling (spinner dolphins, resident reef)

    Hawanawana Spa — ocean-facing treatment rooms

    One Forty — oceanfront steakhouse

    Views — post-golf lunch overlooking the course and Pacific

    Private observatory for stargazing (Lānaʻi has minimal light pollution)

  • Kauaʻi

    ★ Private Boat Charter along the Napali Coast (sea caves, waterfalls, Kalalau Valley)

    ★ Private Helicopter Flight — Waialeale Crater, Waimea Canyon, Napali Coast

    ★ Limahuli Garden Private Tour — endemic Hawaiian flora, botanical preserve

    ★ Private Catamaran Charter with Snorkeling and Lunch

    Ke'e Beach and Haʻena State Park (end of the road, Napali trailhead)

    Waimea Canyon Drive with Private Naturalist

    Kauaʻi Coffee Company Private Tasting

    Private Farm Tour — Hanalei Bay taro farms

    At 1 Hotel Hanalei Bay

    ★ Welina Terrace — sunset ritual and Japanese-inspired plates

    ★ Princeville Makai Golf Course — Robert Trent Jones Jr. oceanfront design

    Bamford Wellness Spa — infrared sauna and ocean float sensory pods

    1 Kitchen — farm-to-table with bay views

    Sunset Hawaiian ritual at Welina Terrace

    Private beach cabana service at Honoiki Beach

  • The island of Hawaiʻi

    ★ Private Helicopter Flight over Kīlauea Volcano and Volcanoes National Park

    ★ Private Boat Charter along the Kona Coast with Snorkeling at Kealakekua Bay

    ★ Mauna Kea Summit Drive at Sunset with Private Astronomer

    ★ Kona Coffee Plantation Private Tasting

    Private Ranch Visit in the Waimea Uplands (Parker Ranch)

    Helicopter Flight over the Northern Valleys (Waipiʻo, Waimanu)

    Manta Ray Night Snorkel (Kona is one of two places in the world)

    Private Historical Tour of Puʻuhonua o Hōnaunau — the Place of Refuge

    At Four Seasons Hualalai

    ★ King's Pond Snorkeling with a Marine Biologist

    ★ Dinner at 'ULU Ocean Grill + Sushi Lounge — only Forbes-rated restaurant on the island

    ★ Hualalai Golf Course — Jack Nicklaus signature, PGA Champions Tour venue

    Miller & Lux — Tyler Florence's oceanfront steakhouse

    Beach Tree — Italian and Mediterranean beachfront dining

    Hualalai Spa — 14 treatment rooms

    Cultural Center — Hawaiian history classes and artisan demonstrations

The journey is set. The experiences are yours to choose.

BOOK HAWAIIAN DISCOVERY