ften referred to as the "Valley Isle," Maui is a paradise of lush landscapes, pristine beaches and luxurious experiences, making it a perfect destination for your next getaway. From the stunning sunrise at Haleakala National Park to the picturesque shores of Wailea, every corner of the island promises unforgettable moments. Your GTC advisor can help plan your perfect Maui itinerary, complete with world-class resorts, gourmet dining, rejuvenating spa treatments, cultural immersion opportunities and adrenaline-packed adventure. This sample itinerary will guide you through the island’s most opulent experiences, ensuring a stay that is as elegant as it is extraordinary.
And for even more Maui, tune in this fall to GTC’s second season of 1st Look Presents: Extra Mile Club on NBC, where two of GTC’s top travel advisors compete to create one-of-a-kind experiences for celebrity travelers. The new episodes, premiering Sept. 28, follow Selling Sunset’s Emma Hernan and Chelsea Lazkani as they experience the best of Maui.
DAY 1: ARRIVAL
Arrive at Kahului Airport in the afternoon or evening and transfer to the Four Seasons Resort Maui at Wailea via a chauffeured luxury SUV or limousine. Take in the scenic beauty of lush landscapes and sparking ocean views as you cruise along the coast. After settling into your suite, explore the resort’s world-class amenities before enjoying a sunset dinner at the property’s premier oceanfront restaurant.
DAY 2: RESORT RELAXATION
Reserve your first full day on the island for rest and rejuvenation. Start your morning with a yoga lesson on Wailea Beach, before settling into your private beach cabana. In the afternoon, spend some time at the Four Seasons Spa for customized treatments designed for your individual needs. After a day of pampering, head to The Shops at Wailea for an upscale shopping experience and dine in one of Wailea’s many restaurants.
DAY 3: HALEAKALA & UPCOUNTRY
Embark on an early morning adventure to witness the sunrise from the summit of Haleakala, the “House of the Sun.” Your private guide will lead you to the best viewing spot, where you’ll watch the sky burst into vibrant colors as the sun rises above the clouds. Enjoy a gourmet breakfast picnic atop the summit before descending to explore Upcountry Maui. Visit a lavender farm for a peaceful stroll, explore the charming town of Makawao to browse local art galleries and stop at Maui’s only winery for a tasting and light lunch. Return to the resort and freshen up before returning to the Upcountry for a farm-to-table dining experience at a renowned restaurant.
DAY 4: COASTAL EXPLORATION
Set sail on a private luxury catamaran for a half-day cruise to Molokini Crater, a crescent-shaped islet renowned for its crystal-clear waters and vibrant marine life. With a marine biologist on board, you’ll snorkel among tropical fish, sea turtles and coral reefs. After snorkeling, relax on deck with a gourmet lunch prepared by the onboard chef and then head back to the resort to enjoy a dip in one of its three saltwater pools or take a stroll along the beach. In the evening, indulge in an exclusive chef’s table experience at one of Maui’s Michelin-starred restaurants.
DAY 5: ROAD TO HANA
Experience the legendary Road to Hana with a private guide who will customize your journey based on your interests. As you wind along the coastline, you’ll make stops at iconic sites like Twin Falls, Wailua Falls and the stunning black sand beaches of Waianapanapa State Park. Your guide can also lead you to secluded spots, where you can enjoy a chef-prepared picnic lunch. After reaching Hana and exploring the town, skip the drive back and return to your resort via a helicopter tour, offering panoramic views of Maui’s rugged coastline, lush rainforests and cascading waterfalls.
DAY 6: CULTURAL IMMERSION
Dive into Hawaiian culture with a private hula and lei-making class at the resort. Under the guidance of a skilled Kumu Hula, you’ll learn the graceful movements of traditional hula and the art of crafting a beautiful flower lei. Spend the afternoon enjoying free time in Wailea or at the resort before attending a Hawaiian luau. As a VIP guest, you’ll receive the best seats in the house and enjoy a gourmet feast, featuring Kalua pig, poi, lomi lomi salmon and other traditional dishes. The evening will be filled with mesmerizing performances, including hula, fire dancing and the enchanting sounds of Hawaiian music.
DAY 7: OCEAN ADVENTURE
Depending on the season, embark on a private whale-watching tour (December-April) to witness the majestic humpback whales as they migrate through Hawaiian waters. Alternatively, experience the thrill of deep-sea fishing, where you’ll have the opportunity to catch marlin, mahi-mahi and other prized game fish. Then, return to the resort for a relaxing afternoon, including lounging by the pool, exploring the coastline on a stand-up paddleboard or kayak, or enjoying the serenity of your private lanai. In the evening, board a private yacht for a sunset dinner cruise to mark the perfect end to a magical week in Maui.
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