With wild terrain, active volcanoes, pristine beaches of red, black and white sands and a unique culture, Hawaii’s allure lies in its spectacular tropical landscapes and welcoming aloha spirit. Each of the five main islands—the Big Island, Maui, Lanai, Oahu and Kauai—offer countless adventures, beautiful vistas and pampering, five-star properties.
Itineraries We Love
We believe that itineraries need to be personalized, and can work for anyone from honeymooners and adventurers to families and multi-gen groups as long as they are tailored to your interests. Here are some of our favorites; many more can be created by our expert team.
Romantic Hawaii
For active couples or those who wish to relax in style, Hawaii caters to every whim. The Big Island and Oahu beckon with a slew of activities where couples can bond on rigorous hikes or surf some of the world’s best waves, and Maui and Lanai are renowned for their luxurious resorts and five-star service.
For active couples or those who wish to relax in style, Hawaii caters to every whim. The Big Island and Oahu beckon with a slew of activities where couples can bond on rigorous hikes or surf some of the world’s best waves, and Maui and Lanai are renowned for their luxurious resorts and five-star service.
When to Go
Year-round
Ideal Length of Stay
7-10 days
Itinerary Highlights
Exploring the Big Island while staying at the luxurious Four Seasons Hualalai, retreating to nature in the idyllic and lesser-developed isle of Lanai and indulging in spa treatments at the islands’ most lavish resorts.
Day 1-3
Explore Oahu and buzzy Waikiki, visit the North Shore to see experts master the waves, hike to Diamond Head and tour Doris Duke’s Shangri La.
Day 3-5
Escape to Maui for five-star pampering and luxury shopping, as well as driving the winding Road to Hana, visiting the Haleakala Crater at sunrise and going on a whale-watching cruise.
Day 5-7
Relax in Lanai at the luxurious Four Seasons resort on the beach with pampering spa treatments and excellent cuisine.
Day 7-10
Discover the Big Island by helicoptering over volcanoes and hiking to waterfalls, all while staying at the lavish Four Seasons Hualalai.
Family-Friendly Hawaii
From the breathtaking beauty of its warm waters and lush isles to its Polynesian history and culture, Hawaii makes for a perfect family adventure.
From the breathtaking beauty of its warm waters and lush isles to its Polynesian history and culture, Hawaii makes for a perfect family adventure.
When to Go
Year-round
Ideal Length of Stay
10 days
Itinerary Highlights
Visiting lush botanical gardens in Kauai, whale-watching tours and snorkeling in Maui, trekking to volcanoes on the Big Island, kids club activities, luaus
Day-to-Day
Day 1-3: Explore Kauai with jungle hikes, surf lessons and beach time
Day 4-6: Head to Maui for whale-watching, boat trips, snorkeling, watching expert surfers in Paia and relaxing beachside
Day 6-10: Discover the Big Island with helicoptering above volcanoes, swimming with sea turtles and fun kids club activities
Adventurer's Hawaii
An adventurer’s paradise, the five islands of Hawaii brim with wild, untamed beauty, a diverse range of activities and a seemingly endless amount of natural wonders to be discovered.
An adventurer’s paradise, the five islands of Hawaii brim with wild, untamed beauty, a diverse range of activities and a seemingly endless amount of natural wonders to be discovered.
When to Go
Year-round
Ideal Length of Stay
7-8 days
Itinerary Highlights
Surfing on Oahu and Kauai, visiting the Mauna Kea volcano, sunrise at the top of Haleakala in Maui, snorkeling, hiking through the jungle in Kauai
Day-to-Day
Day 1-3: Explore Oahu with visits to the North Shore to surf world-class waves and hike to Diamond Head
Day 3-5: Discover the natural beauty of Kauai through boat charters along the jagged coastline and jungle hikes
Day 5-8: Tour around the Big Island with visits to waterfalls, top snorkeling sites and heli-tours over volcanoes
Day 8-10: Experience Maui by visiting the Haleakala Crater at sunrise, driving the Road to Hana and surfing in Paia
Plan With Us
Here are the top three reasons why you should plan your next trip with us.
Matchmaking
You dream out loud. We listen to your travel preferences and needs. And together, we craft the perfect trip.
Trusted Network
For more than twenty years, we have built relationships with a network of premier partners and guides, assuring that you will travel as part of the Indagare family.
Peace of Mind
From planning to execution, we have you covered every step of the way. We offer support on the ground and in our office, so you have a partner at all times.
