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The Hawaiian Islands | Adventure Awaits in Hawaii Island and Maui

Sample Itinerary


Hawaii, Hawaii Island, Maui

Trip Duration

10 nights / 11 days

Perfect for travelers who desire it all, The Hawaiian Islands offer a myriad of exciting adventures and experiences, from vibrant volcanoes and extraordinary island beauty to tantalizing island gastronomy, your adventure awaits.

Below is just a sample of the immersive itineraries our Destination Specialists can create. Click on the experiences links in the itinerary to see other curated excursion choices offered by Journese. Our Destination Specialists are happy to book our hotels and excursions highlighted in the itinerary below or let them know if you would like something customized. And, feel free to offer our non-hyperlinked suggestions to your clients to further explore the destination.


Day 1: Mainland USA / Maui

Be whisked away for a relaxing getaway in one of the most beautiful and alluring places on earth ... The Hawaiian Islands. Sit back and relax as you fly just five and half short hours from the West Coast to your Maui paradise. Upon landing, secure your pre-registered convertible, roll down the top and quickly be on your way to the shores of Wailea. Check into your Executive suite at Four Seasons Resort Maui at Wailea for five enchanting nights with Club Lounge access. Enjoy the added privileges of a library of current books, magazines and board games, complimentary computer access, daily meal service including evening cocktails and appetizers and lanais with views of the Pacific Ocean and the Plumeria Garden.

Day 2: Maui |

The next day, explore Maui's upcountry and world-famous dormant volcanic crater with the Private Colors of the Sunset at Haleakala Excursion. On this guided tour, visit a dairy goat farm, followed by the tranquil Ulupalakua Ranch and Tedeschi Vineyards, often visited by Hawaiian royalty. Sample varietals as you lean winemaking traditions. The fragrance of lavender and proteas will follow your ascension to the 10,000-foot summit for a spectacular view of the sunset. Then, head over to Mama's Fish House for an intimate Polynesian family experience, located in a picturesque coconut grove. This converted beach house and is now a tribute to Old Polynesia. Genuine artifacts, local woodwork, and original artwork complete the serene ambiance, while artistic food presentation complements the wild-caught seafood and prime tenderloin steaks.

Day 3: Maui |

Soar above Maui and Hawaii Island on a Private Blue Hawaiian Helicopter. Wondrous panoramas await ... explore Hana's lush tropical rainforests, the serene Seven Sacred Pools of O'heo Gulch and witness the ferocity of active Kilauea Volcano. Fly through Mauna Kea and Mana Loa volcanoes and over to Hilo Bay, the Hamakua coastline and Kohala Volcano where sparkling waterfalls dramatically plunge below. This evening, savor farm-to-table fare as you toast another day in paradise at Merriman's Kapalua.

Day 4: Maui |

After a day of relaxation or exploration spend the evening celebrating traditional Hawaiian culture at the Old Lahaina Luau. This authentic luau begins with a fresh flower lei greeting and continues with Hawaiian music and hula dancing. Guests feast on local cuisine and immerse themselves in the Aloha spirit through an entertaining Hawaiian celebration overlooking Maui's scenic ocean sunset.

Day 5: Maui |

After breakfast, sail to Lanai for guided tours, a barbeque overlooking Manele Bay, scuba and activities on the Discover Lana'i Excursion. Trilogy is the only company allowed to show guests Hulopoe Marine Preserve, with its untouched tide pools, marine life and tropical fish. Enjoy your last evening on Maui with dinner at Hali'imaile General Store. Originally a 1925 pineapple plantation store, this eatery is now known for Beverly Gannon's innovative menu, ranging from miso-marinated walu to sashimi and coconut seafood curry. Its list of wines is recognized by Wine Spectator.

Day 6: Maui / Hawaii Island |

After a short inter-island flight, secure your pre-registered convertible, roll down the top and be on your way to the Four Seasons Resort Hualalai for five nights of authentic Hawaiian luxury in an oceanfront guestroom. Boasting kids- and adults-only pools, a saltwater pool and lagoon, private Jack Nicklaus golf course, island-fresh dining, lavish spa, cultural center and outdoor lava rock showers.

Day 7: Hawaii Island |

In the morning, zip above the treetops of Halawa in Kamehameha on the Private Hawaii Waterfall and Zipline Adventure. Fly high above the treetops on this exhilarating adventure, the aerial trekking course includes nine lines, elevated suspension bridges and two repelling options, ensuring an unforgettable experience. After a morning of flight, cool off with a waterfall swim, hike and lunch overlooking the Pololu Valley.

Day 8: Hawaii Island |

Savor stunning island views of lush North Kohala on the Private Waterfall Helitrek Excursion. Marvel at the majestic towering volcanoes and spectacular waterscapes. After landing, your nature guide will lead you into unspoiled valleys and over bridges to beautiful waterfalls and refreshing mountain pools. Enjoy a gourmet picnic lunch as you learn the history of this ancient Hawaiian site. In the evening, indulge in Euro-Pacific cuisine at The Three Fat Pigs & The Thristy Wolf featuring flavorful dishes such as lamb osso bucco or double-cut pork chop.

Day 9: Hawaii Island |

Enjoy the resort's amenities such as an energy balancing Hualalai Stone Massage, lava rock pool or onsite art classes. Later, embark on an evening of wonder as you watch manta rays glide gracefully around you on the Manta Ray Adventure. a truly mesmerizing experience, manta rays glide gracefully around you, feeding on plankton attracted to the light. Enjoy a spectacular sunset, plus snacks, fresh fruit and an array of refreshing drinks in an incredible evening of wonder.

Days 10 - 11: Hawaii Island / Mainland USA |

A seaside fairway oasis, hit the links on the Jack Nicklaus signature Hualalai Golf Course. After a day on the greens, relax with a spirited local beer, hand-spun pizza and live entertainment at the Kona Brewing Company. On the last day, board your homebound flight and begin planning your next spectacular getaway. Aloha!

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