Island-Hop Hawaii's Big 3 photo 1
Island-Hop Hawaii's Big 3 photo 2
Island-Hop Hawaii's Big 3 photo 3
Island-Hop Hawaii's Big 3 photo 4

Trip summary statistics

15days

Starting from$15,592per person*

Island-Hop Hawaii's Big 3

Waikiki (Honolulu), Laie, Lihue, Poipu, Eleele, Kahului, Ka'anapali

  • Trek Oahu’s natural wonders, from the volcanic Diamond Head to the massive Manoa Falls.

  • Explore Honolulu's layered history at the Pearl Harbor Memorial and among royal landmarks.

  • Take a scenic drive along the iconic Road to Hana, savoring Maui's coastal views.

  • Sail Kauai’s Napali Coast, snorkeling its hidden coves while spotting vibrant marine life.

  • Consult your Destination Expert for tailored activities, including surfing Waikiki’s waves.

* Please note: USD per person, double occupancy. Custom designed personal tour. Prices subject to change.

A travel experience like no other

This sample itinerary was created by experts and is meant to inspire your next trip. It is ready to be customized to suit your interests, tastes and budget so you can connect with local cultures and experience authentic travel on your own terms and departing whenever you choose.

Day 1

Waikiki (Honolulu)The Adventure Begins

  • Airport with Lei Meet & Greet - Private
  • Royal Hawaiian Pools at Leisure
Day 2

Waikiki (Honolulu)Lace Up for Some Fresh Air

  • Hiking Haven: Diamond Head & Manoa Falls (6 hrs)- Private Tour
  • Waikiki Dining Suggestions
Day 3

Waikiki (Honolulu)A Healthy Dose of History

  • Historic Pearl Harbor & Honolulu Discovery (5 hrs) - Private Tour
  • Waikiki's Nightlife - Self-Guided
Day 4

Waikiki (Honolulu)Beach Bliss

  • Waikiki at Leisure
  • Optional Watersports at the Royal Hawaiian
Day 5

Waikiki (Honolulu) to LaieTastes and Traditions

  • Waikiki to Polynesian Cultural Center, Laie (1 hr 15 min) - Private
  • Polynesian Cultural Center & Lu'au - Admission
  • Laie to Waikiki (1 hr 15 min) - Private
Day 6

Waikiki (Honolulu) to Lihue to PoipuThe Journey Continues…

  • Airport - Private Transfer
  • Waikiki (Honolulu) - Lihue [45 min - Separate Purchase] - Separate Purchase
  • Airport Car Rental: SUV
  • Lihue to Poipu (30 min) - Self-Drive
  • Dinner Reservations at Tidepools
Day 7

PoipuWinding the Wind-Swept Shorelines

  • Kauai's Enchanting North Shore (7 hrs) - Private
Day 8

PoipuRelax and Recharge

  • Grand Hyatt Amenities & Optional Activities
  • Pools and Beach at Leisure at the Grand Hyatt
Day 9

Poipu to EleeleSail the Seas

  • Poipu to Eleele (20 min) - Self-Drive
  • Sail & Snorkel the Napali Coast (with Lunch, 5 hrs) - Shared
Day 10

Poipu to Lihue to Kahului to Ka'anapaliOnward and Upward

  • Poipu to Lihue (30 min) - Self Drive
  • Airport Car Rental Drop-off
  • Lihue - Kahului [50 mins] - Separate Purchase
  • Airport Car Rental: SUV
  • Kahului to Ka'anapali (45 min) - Self-Drive
Day 11

Ka'anapaliCross an Item off the Bucket List

  • Haleakala Daytime Summit (7 hrs) - Shared
  • Westin Maui Pools at Leisure
Day 12

Ka'anapaliA Bit of Time on Your Own

  • Ka'anapali Beach at Leisure
Day 13

Ka'anapaliHidden Gems

  • The Road to Hana (with Breakfast & Lunch, 9 hours) - Private
Day 14

Ka'anapaliUnderwater Wonderland

  • Snorkeling Ka'anapali Coast by Luxury Catamaran (with Lunch, 5 hrs) - Shared
Day 15

Ka'anapali to KahuluiUntil Next Time…

  • Ka'anapali to Kahului (45 min) - Self-Drive
  • Airport Car Rental Drop-off