Ultimate Hawaii

Discover Hawaii’s highlights on a crafted journey through the Big Island and Maui, combining iconic sights, private adventures, and family-friendly luxury in just eight nights.

Big Island, Maui, Hawaii
4 nights private tour from $5,900
Ultimate Hawaii

Journey highlights

  • Seamless luxury: Hand-picked beachfront resorts, private guides, and smooth logistics ensure the journey feels effortless from start to finish.

  • Family-friendly adventure: Kayak with sea turtles, zipline through tropical valleys, and enjoy plenty of time to relax together.

  • Exclusive experiences: Private helicopter flights, manta ray snorkeling after dark, and a chartered whale-watching cruise bring rare perspectives.

  • Iconic highlights with ease: From volcanic craters and waterfalls to the legendary Road to Hana, see Hawaii’s must-see landmarks without the hassle.

Speak to an expert to personalize this tour

Our team of travel specialists are waiting to help you book your dream adventure.

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or call us on 212 372 7009

Itinerary

Day 1 - 5
  • Maui

    At a Glance

    After breakfast, fly to Maui for the next chapter of your journey. Collect your car and settle into the Fairmont Kea Lani, a beachfront retreat on Polo Beach. The pace today is gentle: take time to explore the lush gardens, enjoy a dip in the pool, or simply soak in the panoramic ocean views. This evening, the island’s softer, more romantic atmosphere welcomes you, offering the perfect contrast to the Big Island’s volcanic drama.

     The next morning, set out in a clear-bottom kayak with your private guide, gliding over Maui’s calm coastal waters. Along the way, learn local stories and keep watch for dolphins or monk seals resting on the rocks. At a sheltered reef, slip into the water to snorkel amongst Hawaiian green sea turtles and vibrant tropical fish. After refreshments on the kayak, return to shore with the afternoon free to enjoy your resort’s pools, beach, or spa.

     Continue your Maui journey with the legendary Road to Hana, guided along one of the world’s most scenic drives. This winding coastal route reveals black-sand beaches, rainbow eucalyptus groves, waterfalls, and dramatic viewpoints where surfers ride towering waves. Taste exotic fruits at a family farm, pause at Ke‘anae Peninsula, and choose between swims at waterfalls or a walk through bamboo forests. By evening, return to Wailea after this full but unforgettable day.

     Conclude your adventure with a private whale-watching charter (seasonal, December to April). With an expert naturalist on board, gain fascinating insights into humpback whale behaviours, from spectacular breaches to tender moments between mothers and calves. Enjoy the freedom to linger wherever the action is, with snacks and drinks served on deck. Against the backdrop of Maui’s coastline, this intimate encounter offers the perfect finale to your Hawaiian journey.

    Where to stay

    Fairmont Kea Lani (4 nights)

Our tailor made journeys include:

When to visit

  • J
  • F
  • M
  • A
  • M
  • J
  • J
  • A
  • S
  • O
  • N
  • D
Best time to visit
Good time to visit
Average time to visit

Hawaii is a year round destination with a tropical climate, with the very best months being April to September. Temperatures are high throughout the year but never excessive, as humidity levels are manageable. There is a rainy season from December to March which is also ironically, the tourism high season, when the scenery is at its most lush and long, hot days break up the rainy spells.

Ultimate Hawaii
Ultimate Hawaii

We design each itinerary around you, so this suggested itineraryis a starting point that we can tweak or transform into something completely personalized to you. Call us on 212 372 7009 to start planning your vacation.

Plan your trip

Why Scott Dunn for Luxury Tours?

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