Challenger 600 Business JetEvoking seventh heaven at its best, Hawaii is simply breathtaking. From the lush green fertile lands of the Big Island to the spectacular northern waves of Oahu, Hawaii’s volcanic islands have been synonymous with unparalleled beauty for centuries. Take a drive around Maui to encounter a series of pristine waterfalls set amidst verdant lands; go for a scuba dive with friends before dining at a local fish market in Kauai; Challenger 600 Interioror simply spend a day sun-soaking on one of the many shimmering white sandy beaches of Oahu. Presidential Aviation’s private jet vacations invites you to rediscover Hawaii, a cluster of isles with natural good looks and vibrant local charm.

Day 1 – Lihue

A Welcoming Lei
Stregis Princeville Cafe TerraceEnjoy a hassle-free flight aboard your well-appointed private jet as you fly over the Pacific towards the delightful isles of Hawaii.
Once in Kauai, appreciate the delicate fresh flower fragrance of your deluxe lei as you step aboard a luxury ride for the short jaunt to the St. Regis Princeville.

Hawaii Stregis Princeville Reception Hall St. Regis Princeville Blue Horizon

Located in the 9,000 acre resort community of Princeville at Hanalei, the St. Regis Princeville exudes sophistication and serene luxury in one of the most noteworthy destinations in the world. Roam through the hotel’s lavish amenities before sitting down at the Kauai Grill for an assortment of appetizers, side dishes and accompaniments from Michelin-awarded Jean-Georges Vongerichten.

Kauai Grill St. Regis Dish Kauai Grill St. Regis Small Kauai Grill St Regis Appetizer Small

Day 2 – Kauai

The Garden Island
Hawaii Na Pali CoastStart your day with an helicopter flight to get a bird’s eye view of Hawaiian paradise. Admire Kauai’s deep canyons, a tribute to nature’s ever enduring patience to create picture perfect panoramas; then take a snapshot of those thundering waterfalls free falling into misty bridal veils into a deep gorge. Cathedral-like spires of sheer sculpted lava reveal the powerful forces of wind and sea at work along the Na Pali coast. Weather permitting, your pilot will guide you toward Mt. Wai’ale’ale, the heart of the ancient volcano which now claims the title as the wettest spot on earth. Be in awe of its 5000-foot-walls towering above and its 3000-ft waterfalls surrounding you. The view is simply superb.
Mt Waialeale in KauaiAfter a light seafood lunch, take a snorkel into the crystal-clear blue waters for a sneak peek into underwater beauty. If you feel up to the challenge, request a guide for a hike through Kauai’s legendary valleys, past a series of cascading falls into the crater of Mt Wai’ale’ale.
Mount Waialeale Kauai Hawaii SmallListen to iconic island rhythms at sundown with a delicious cocktail in hand; then dine in an uncompromising outdoor setting at Makana Terrace while admiring the unrivalled artistry of their master sushi chefs hand-crafting sushi rolls to satisfy your taste buds.

Day 3 – Maui

The Lavish Island
On your short flight to Maui by private jet, share a laugh and an intimate moment of camaraderie while contemplating pictures taken in Kauai. As you approach Maui’s landing strip, take a peek through the window to admire the sheer beauty of the towering emerald peaks guarding the lush valley floor of Iao Valley. Experience the richness of Hawaiian culture through a blend of relaxation and rejuvenation at the Montage Kapalua Bay, a luxury hotel set beachfront atop a picturesque bay.

Montage Kapalua Bay View Small Montage Kapalua Bay Spa

Immerse yourself in your passions this afternoon. Explore Maui’s intricate shoreline by car; pamper yourself at the spa with an invigorating full body massage; take a swim in the hotel’s multi-tiered lagoon pool; or find a perfect patch of sand under a shaded palm tree for an afternoon snooze. Just remember to taste the world famous and mouth-watering Hawaiian Shaved Ice once or twice today.

Maui Island Montage Dining Small Maui Hotel Suite

Cliff House Electric Ukulele SmallNestled among the cliffs of Namalu Bay and offering breathtaking views of Moloka’i and Lāna’i, the Cliff House at the Montage is the perfect scene for an exclusive sunset dinner. Listen to a beautiful, talented and electric ukulele virtuoso that has performed for world celebrities and marvel at her unique style, morphing genres from classical to flamenco. Whisk your partner on the dance floor and pretend you know the luna dance; then return to your seat for a Okolehao tasting.

Day 4 – Maui

Underwater Rainbow
Kā‘anapali Beach Sea Turtle SmallCatamaran Sailing Hawaii Day 4Board a 65′ luxury sailing catamaran toward Kā‘anapali Beach, a world famous diving destination filled with colorful aquatic life. Take a plunge to swim with a plethora of creatures such as the kīkākapu, a rainbow striped butterfly fish, the stunning kihikihi or Moorish idol, the wana or black spiny sea urchins, and the shy he‘e or octopus. Don’t be surprised if you encounter an endangered honu or greens sea turtle; they have been known to make impromptus appearance.
Find a cozy nook aboard the catamaran to sit back and relax as an acoustic guitarist strums a tune for your enjoyment; then sample on a bountiful luncheon buffet as the crew hoist the sails for a trade wind powered trip back home.
Hawaii Day 4 Seafood SmallAfter a light dinner of freshly caught seafood, take a stroll along the beach to admire the shimmering evening stars.

Day 5 – Big Island

The Nature Island
Pololu Valley View Big IslandAt your convenience, board your private jet towards the Big Island an isle that will mesmerize you with its unique landscapes decorated with volcanic ashes, lush gardens and scented flowers. As you fly over the island in preparation for landing, ask your stewardess to point out Mauna Kea, a 4,200 meter high summit that houses the world’s largest observatory for optical, Four Seasons Hualalai Bungalow Smallinfrared and submillimeter astronomy. Take a tour of your intimate two-story bungalow at the luxurious Four Seasons Hualālai, a showpiece oceanfront resort that captures the uniqueness of Hawaiian beauty in all its splendor. The accommodations exude a nostalgic sense of Hawaii’s Golden Age and are surrounded by a peerless collection of native Hawaiian art.

Four Seasons Hualala Resort Small Four Seasons Hualalai View Small

Four Seasons Golf Course This afternoon, play golf in a setting so spectacular that you will remember it forever. The Four Seasons’ 18-hole Jack Nicklaus signature Hualālai Golf Course winds its way from a lush kipuka (oasis) to brilliant green fairways contoured against black lava.
Take a short ride to the Kings’ Shops at Waikoloa Beach Resort to indulge in luxury shopping at its finest; dine al fresco at Ulu Ocean Grill; then dance to the cadence of charming Hawaiian music.

Day 6 – Big Island

Flight And Cliffside Landing
Hawaii Day 6 Volcano VentureAfter a delicious breakfast at Hualālai, enjoy an exclusive helicopter outing over one of the most incredible sites in the world – a live volcano that has been spitting lava for the past 30 years.
Kauai Cascading FallsNotice the gushing waterfalls set amidst misty valleys on this remarkable adventure and admire valleys that are accessible only by boat, helicopter or day-long hikes. Land on a private secluded cliff side location to toast your journey with a glass of bubbly; sit back and soak in the panoramic views of the Pacific Ocean; then return to the comfort of your luxury hotel for a late afternoon swim.
Celebrate your Hawaiian stay with an exclusive dinner gathering on the beach; then mingle at the Beach Tree Bar and Lounge for one last hedonistic evening of fun.

Hawaiian Sunset Beach Front Small

Day 7 – Aloha Departure

Going Back Home in Style

Challenger 600 - Int5 - Presidential AviationStep into the ocean for a quick dip before being escorted back to the Kona Airport. Swiftly board your private jet for a safe and comfortable passage towards mainland. Once airborne, sit back, relax and enjoy five-star service as you look out the window to admire the volcanic nature of the Big Island set amidst the vastness of the Pacific Ocean.


The number of guests, the type of aircraft elected and the origin city define the cost of the vacation. The following two types of private jets are suggested for this itinerary:

SuperMid Size Jet  – Falcon 2000LX  or similar   This aircraft is suited for groups up to 12 guests. Prices begin at $45,500 per person for a group of 10 guests flying from the East Coast.

Falcon 2000LX in FlightFalcon 2000LX Cabin ViewFalcon 2000LX Interior Small

Heavy Jet –Gulfstream G-IV or similar    This is the aircraft of choice for groups up to 16-18 guests. Prices begin at $48,700 per person for a group of 12 guests flying from the East Coast.

Gulfstream GIV Front Exterior View  Gulfstream IV Front InteriorGulfstream GIV SP Interior Small

What’s Included

  • Return flights on selected private jet
  • Onboard gourmet catering
  • All hotel accommodations in suites or equivalent, including breakfast **
  • All meals and activities, including entrance fees for listed sites
  • Best available ground transportation to and from all activities
  • Private guidance by professional guides and historians for the entire trip
  • Unique events and surprises

* Due to capacity limitations at some of the itinerary venues, groups larger than 18 guests may necessitate alternate accommodations or slightly different activities.
** If the number of suites at any given property is insufficient to host the entire group, next best available rooms will be used for some guests.

Bespoke Travel

All itineraries are fully customizable to accommodate our guests’ interests, lifestyle and desired purposes. You may also create your own journey by selecting any worldwide destinations of choice. We will build a custom-crafted experience for you.