Best of Maui: Three-Day Itinerary

Begin the morning with an outrigger canoe paddle

• Glide through Wailea’s crystal waters in a traditional outrigger canoe – the perfect way to begin a Four Seasons Maui journey. Year round, paddlers enjoy spotting sea turtles and learning about Hawaii’s unique marine ecosystem, while winter visitors receive the added thrill of humpback whales’ spectacular displays. Part of the Live Aloha Program guided by beloved Aunty Wendy, Director of Hawaiian Programs, this experience blends authentic tradition with natural beauty and will create memories that last long after the suntan fades.

Indulge in exclusive relaxation in an Adult Pool Luxury Cabana

• The Resort’s coveted Adult Pool luxury cabanas offer sanctuaries of sophisticated tranquillity for the day. These 21-and-over retreats combine impeccable service with stunning ocean views – the ideal setting for couples and friends seeking refined relaxation. Attentive pool attendants anticipate every need, from delivering refreshing cocktails to hourly complimentary amenities, all while you’re basking at the Resort’s most iconic setting in complete privacy.

Savour an Ultimate Dinner experience on the shore

• As the sun dips below the horizon, experience the Resort’s Ultimate Dinner – a private culinary journey set oceanfront, overlooking Wailea Beach. Four Seasons Executive Chef Ryan Schelling crafts a customized multi-course menu, featuring the island’s finest seasonal ingredients, tailored to individual preferences. With gentle waves providing the soundtrack and stars shining brightly above, this intimate experience will become a highlight of any Maui stay.

Witness the magic of sunrise atop Haleakala

• Journey to witness one of nature’s most magnificent spectacles – sunrise from the summit of Haleakala. Arranged seamlessly by the Resort’s concierge team, this bucket list adventure takes visitors 10,023 feet above sea level to a place where the sun paints the sky with spectacular colours. Standing above a sea of clouds as the first light breaks the horizon creates a moment of pure wonder. Descending from Haleakala, discover the artistic haven of Makawao – a historic paniolo (Hawaiian cowboy) town with boutique galleries, craft shops and cafés. The town’s plantation-era architecture and relaxed upcountry atmosphere provide a perfect counterpoint to beachside resort life.

Rejuvenate with an oceanside massage in a traditional hale

• Upon returning to the Resort, the afternoon invites renewal with an oceanside massage in a traditional Hawaiian hale. Expert therapists customize treatments using island-sourced ingredients and time-honoured techniques, all within a thatched sanctuary overlooking the Pacific. The rhythmic sounds of waves enhance the deeply therapeutic experience – a perfect marriage of traditional healing practices and luxury spa indulgence.

Experience culinary excellence at KOMO

• Evening brings a remarkable dining experience at KOMO, where Japanese precision meets Hawaiian hospitality. The Resort’s newest culinary destination presents artfully composed dishes that honour both cultures through exceptional flavours. Panoramic ocean views complement the sophisticated menu, creating an atmosphere where every bite tells a story of culinary craftsmanship and island abundance.

Greet the day with sunrise yoga

• As morning light spills across Wailea Beach, an expert instructor guides you through a rejuvenating sunrise yoga session that honours both body and spirit. The gentle ocean breeze and morning tranquillity create the perfect setting for reflection – a mindful pause to appreciate the Hawaiian journey before the day unfolds.

Embrace the beauty of Wailea Beach

• The Resort’s extensive ocean activities await. Stand-up paddleboard across crystal-clear waters, explore vibrant coral reefs while snorkelling, or paddle the coastline in a kayak. Beach attendants ensure every comfort is taken care of while you enjoy the perfect harmony of sun, sand and sea that defines the Wailea experience.

Conclude with the epic Wayfinder’s Journey

• As the sun begins its descent, embark on an extraordinary finale – a Wayfinder’s Journey aboard a Trilogy catamaran. Guided by a master Hawaiian navigator, the evening voyage celebrates Maui’s remarkable voyaging heritage. The Resort’s culinary team serves an exceptional meal inspired by traditional canoe plants as twilight deepens into night. After dinner, learn the ancient art of celestial navigation, discovering how Polynesian voyagers traversed vast oceans by reading the stars – a profound connection to Hawaiian culture and a fitting conclusion to a Four Seasons Maui stay.