Discover Hawaii: Oahu and Kauai
Discover Hawaii’s breathtaking natural beauty as you journey from one unforgettable wilderness experience to the next—an adventure ideal for families and couples alike.
Journey highlights
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Paddle across a scenic Oahu bay in search of sea turtles in their natural habitat.
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Discover the lush beauty of Waimea Valley on a guided four-hour sightseeing tour through North Oahu.
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Hike the dramatic ridges and valleys of Waimea Canyon—nicknamed the “Grand Canyon of the Pacific.”
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Join a small group UTV off-road adventure through Kauai’s iconic landscapes featured in blockbuster films.
Our tailor made journeys include:
- Your dedicated Travel Consultant who will take care of arrangements
- Private international airport transfers in destination
- Your own private, English-speaking local guides
- Unique experiences, hand-picked by our Journeys team
- Entrance to must-see local sites
- Dedicated 24/7 team providing in-country support and guidance
- Complimentary access to My Scott Dunn – industry-leading travel app providing pre-departure information and in-journey support
When to visit
- J
- F
- M
- A
- M
- J
- J
- A
- S
- O
- N
- D
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.
Itinerary
Oahu, Hawaii, United States of America
Day 1: Welcome to Oahu
Aloha and welcome to Honolulu! Upon arrival, collect your luggage and follow signs to the rental car center to pick up your vehicle. From there, enjoy a scenic drive to the North Shore—approximately one hour—to reach your hotel.
Day 2: Kayaking with Turtles
This morning, set off on a relaxed small-group kayaking adventure across a stunning Oahu bay. Over the course of 60 to 90 minutes, paddle alongside your guide in search of sea turtles, observing their natural behaviors up close. Soak in the sunshine, snap photos, and enjoy the serene beauty of the North Shore waters.
Day 3: Explore Waimea Valley & Haleiwa
At 9:00 a.m., meet your local driver-guide for a four-hour journey through the lush landscapes of North Oahu. Begin with an exploration of Waimea Valley—home to vibrant botanical gardens, sacred cultural sites, and a waterfall where you can enjoy a refreshing swim. This area is both visually striking and deeply rooted in Hawaiian heritage.
Continue on to the laid-back surf town of Haleiwa. Stroll through boutique shops, savor a famous Hawaiian shave ice, and discover local favorites with your guide before enjoying a bit of free time to explore at your own pace.
Accommodation: Ritz Carlton O'Ahu, Turtle Bay ( 3 nights )
Kauai, Hawaii, United States of America
Day 4: Journey to Kauai
After breakfast, check out of your hotel and head to the airport, where you’ll return your rental car and board your flight to the Garden Isle of Kauai. Upon arrival, pick up your luggage, collect your new rental car, and make your way to your hotel on the island’s south shore.
Day 5: Hiking Waimea Canyon This morning, meet your expert naturalist guide for a private 6- to 7-hour journey into the heart of Waimea Canyon—often called the "Grand Canyon of the Pacific." Stretching 14 miles long and plunging over 3,600 feet deep, the canyon’s dramatic ridges, colorful rock formations, and sweeping vistas create a stunning backdrop for your hike. Your experience will be customized to your fitness level and interests, allowing you to fully immerse yourself in the landscape’s vivid colors and fascinating geology. It’s a chance to connect with one of Hawaii’s most spectacular natural wonders.
Day 6: UTV Off-Road Adventure Today, take a short 20-minute drive to meet your guide for a thrilling small-group UTV off-road experience. Journey through Kauai’s lush backcountry as you navigate jungle trails, splash through streams, and cruise past landscapes made famous in Hollywood films. Along the way, stop at a private waterfall, where you’ll have time to swim, relax, and hike to scenic viewpoints. Your guide will share cultural insights, movie trivia, and legends from Hawaii’s past as you explore this untamed terrain. The journey back is just as exciting—bouncing along dirt paths that truly embody the spirit of adventure.
Day 7: Leisure Day on Kauai Enjoy a full day to explore Kauai at your own pace. Whether you prefer lounging by the beach, discovering local shops, or setting off on another island adventure, today is yours to spend however you choose.
Day 8: Farewell to Hawaii After breakfast, check out and drive to the airport to return your rental car and begin your journey home.
Accommodation: Grand Hyatt Kauai Resort and Spa ( 4 nights )
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 858 345 1751 to start planning your vacation.
Why Scott Dunn for Luxury Tours?
Unique to You
- We listen to your travel goals and craft unique trips that are personalized to you.
- We’re with you every step of your life’s travel journey, from honeymoons to family trips and beyond.
Seamless Service
- Global offices in the UK, US, and Singapore for 24/7 seamless service.
- We offer flexibility if your plans change so you can book with confidence and peace of mind.
Carefully Curated Collection
- We’ve curated an elevated collection of accommodation, experiences, and guides.
- Committed to fostering close global relationships to continue bringing you unique experiences.
Luxury in Every Sense
- We deliver a sense of luxury that matters most to you.
- Awarded Condé Nast Traveler’s Top Travel Specialists in the World 12 years in a row.