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The Hawaiian Islands | Romantic Island Spirit in Maui and Hawaii Island

Sample Itinerary


Maui and Hawaii Island

Trip Duration

8 nights / 9 days

Live, laugh, love and travel ... make your dreams come true together. Here is a sample itinerary of the finest Hawaiian resorts, inspiring excursions and fairy-tale experiences for the quintessential sentimental journey.

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 romantic 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 a half short hours from the West Coast to your Maui paradise. Once you land, secure your pre-registered convertible, roll down the top and quickly be on your way to the shores of Wailea. Check into your deluxe oceanview suite at The Fairmont Kea Lani, Maui for the next four nights. Together with your daily breakfast at the Kea Lani Restaurant, bask in an adults-only pool, renowned 9,000 square-foot Willow Stream Spa, a variety of island-inspired cuisine, watersports and a full ocean activity program, plus premier cultural experiences including a nightly torch lighting ceremony. In the evening, celebrate your love as the sun sets and the warm ocean breezes envelope you with a Hoku Lani/Twilight Dining experience. Dine oceanfront or in your own poolside cabana, toasting to your first night in paradise with an intimate table for two with four exquisite courses, wine parings and private server.

Day 2: Maui |

Begin your day with a journey of true rejuvenation and sensory joy on the Summit Lavender Sojourn. Be transported via luxurious limousine-van to historic Paia on Maui's stunning North Shore for a light breakfast, followed by a leisurely ride to the Haleakala Volcano summit. As you ascend to the 10,023-foot high peak, the fragrance of lavender and proteas will permeate your surroundings. Marvel at the awe-inspiring vistas as you proceed to the House of the Sun Visitors Center and beautiful lavender gardens. Delight in a scrumptious lunch of tamari, ginger chicken and baked Mahi Mahi, elegantly served in this breathtaking upcountry. With a stop at the gift shop, head to the tranquil Ulupalakua Ranch and conclude your sensational day sampling the unique wine flavors only produced at Tedeschi Family Vineyards. As the sun touches the horizon on this remarkable day, delight in plantation-inspired cuisine from acclaimed executive chef Tylun Pang at Ko, serving authentic island family recipes passed down through generations.

Day 3: Maui |

Spend a day of relaxation and pampering with a restorative Pa'a treatment for two at the spa, with side-by-side citrus body scrubs and massage. Bask by the pool with the 140-foot waterslide and your favorite cocktail from the swim-up bar or learn the basics and history of canoe paddling with the one-hour Hawaiian Canoe Experience on an outrigger canoe. After a day of revitalization, head to Ka'anapali Beach for a night of live music, sultry dances and a traditional feast at the renowned Royal Lahaina Luau. Revel in the Aloha spirit with a shell lei greeting, arts and crafts discovery, traditional Imu ceremony, open bar and all-you-can eat Hawaiian buffet. As the eventide approaches, celebrate the various South Pacific cultures with an extraordinary Polynesian Revue and intoxicating flaming-knife dancing under the stars.

Day 4: Maui |

After a leisurely breakfast, you and your loved one will enjoy a Private Iao Valley and Haleakala Adventure. Travel to the remarkable Haleakala National Park and crater summit from the comfort of a private luxury limo-van with your private guide. Keep your camera focused on the panoramic multi-island views and enjoy lunch overlooking the Pacific Ocean. The vistas continue along the way to Iao Needle and Kepaniwai Heritage Park, showcasing Maui's diverse history with ornate gardens and traditional Hawaiian dwellings. As the sun goes down and the glistening waves gently drift ashore, share the day's memories with a casual barefoot dinner on the beach as you say farewell to the Garden Isle.

Day 5: Maui / Hawaii Island |

After your short inter-island flight, you will be in your next alluring destination - Hawaii Island. Pick up your pre-registered convertible at the Kona airport and enjoy your scenic ride to The Fairmont Orchid, Hawai'i for four nights in a Fairmont Gold premium oceanview guestroom. Immerse in residential-style comfort with sleek marble baths, a private furnished lanai and picturesque ocean views. Set on the picturesque Kohala Coast, this resort boasts a white sandy lagoon, luxurious spa, fine dining, a beach club catering to your every need, golf, tennis and cultural activities. Revel in exclusive Fairmont Gold Floor amenities including private check in, exclusive lounge, continental breakfast daily, afternoon tea, evening appetizers and cocktails. This evening, raise a glass to your arrival on this beautiful coast at renowned Brown's Beach House. Dine amid swaying palms and commemorate your love as the sun kisses the shore with locally inspired cuisine and delectable sweet endings.

Day 6: Hawaii Island |

After a leisurely breakfast, embark on an informative petroglyph or cultural hike exploring historic fishponds, shelter caves and ancient rock carvings. For watersport enthusiasts, test your skills at paddle boarding, snorkeling or an outrigger canoe adventure. In the afternoon, explore the island's famous volcano on the Mauna Kea Sunrise Excursion. An informative sunrise adventure to the tallest volcano on earth. Discover the pre-dawn stars before the brilliant colors arise in the sky and learn about Mauna Kea's collection of telescopes, followed by breakfast and Kona coffee.

Day 7: Hawaii Island |

Grab your loved one's hand and prepare for a spectacular aerial experience. Immerse in incredible island views on a stunning Private Waterfall Helitrek of lush North Kohala. Marvel at the majestic towering volcanoes and spectacular waterscapes. After landing, your nature guide will lead you into unspoiled valleys and over bridges to sparkling waterfalls and refreshing mountain pools. Enjoy a gourmet picnic lunch as you learn the history of this ancient Hawaiian site. In the evening, share some traditional sushi favorites and signature plates at Norio's Japanese Steakhouse & Sushi Bar. Or perhaps indulge in a cozy in-room dining experience with signature gourmet dishes or hearty home-style meals and wines from the resort's in-room dining menu.

Day 8: Hawaii Island |

Following a morning fitness session or seaside yoga, escort your loved one for some special pampering at the spa. Built above flowing streams and ponds, indulge in the award-winning Spa Without Walls for a refreshing couple's body treatment with enriching coconut oils or signature flower essence, or therapeutic massage with warm lava stones and balancing aromatherapy oils in a soothing outdoor waterfall hale. Cast your cares and savor these relaxing moments in paradise together. For your grand finale on this magnificent island, enjoy the Historic Polynesian Sunset Cruise, a journey back to the days when ancient kings ruled the islands on a three-hour guided dinner cruise to Kealakekua Bay and Captain Cook's monument. Unwind aboard a luxury catamaran and immerse in Hawaiian folklore as you are serenaded into the sunset. Say goodbye to an idyllic voyage and promise to return again.

Day 9: Hawaii Island / Mainland USA |

Drive your open-air convertible to the Kona airport for your homebound flight. Until we meet again ... Aloha!

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