Hawaiian Islands Family Adventure
From $5,375 per person
12 Days | Customizable
Two islands. Eleven nights. One epic Hawaiian escape. This curated journey blends the lush landscapes of Kauai with the raw, volcanic beauty of the Big Island. From snorkeling the Na Pali Coast and ziplining over Koloa to stargazing atop Mauna Kea and swimming alongside manta rays at night, this itinerary balances adventure, downtime, and meaningful family moments. Spacious villa-style accommodations provide room to spread out, while hand-selected experiences ensure every day delivers something memorable.
Your Journey at a Glance
Stay:
12 days, 11 nights
Meals:
Select meals included during tours
Accommodations:
Kiahuna Plantation Resort Kauai by Outrigger and Castle Halii Kai at Waikoloa
Departs from:
Your preferred U.S. gateway
Destinations:
  • Kauai, Hawaii
  • Kohala Coast, Hawaii (Big Island)
Included Activities:
  • Na Pali Snorkel Sail
  • Koloa 8-Line Zipline
  • Luau Experience
  • Mauna Kea Stargazing Experience
  • Inter-island flight
  • Rental cars on both islands
+ 3 more
Gallery
The Itinerary
Person snorkeling with vibrant tropical fish underwater.

Days 1-5

Kauai - Garden Island Exploration

Arrive in Lihue, Kauai and pick up your rental Jeep for island exploration. Spend five nights at Kiahuna Plantation Resort Kauai by Outrigger in a one-bedroom ocean view residence in Poipu. Explore Kauai’s dramatic coastline on a Na Pali Coast snorkel sail, soar above lush valleys on a multi-line zipline adventure, and experience authentic Hawaiian culture at an evening luau. Between scheduled adventures, enjoy beach time, scenic drives, waterfall hikes, and relaxed island evenings.

  • Kiahuna Plantation Resort Kauai by Outrigger
  • Select meals during tours
Sunset over ocean with silhouetted palm trees.

Day 6

Island Hop to the Big Island

Depart Kauai for Kona on the Island of Hawaii via inter-island flight. Upon arrival, collect your rental Jeep and continue to the Kohala Coast. Check into Castle Halii Kai at Waikoloa for five nights in a spacious two-bedroom premium garden view villa with access to the Ocean Club and resort amenities.

  • Castle Halii Kai at Waikoloa
  • None
Person stargazing by ocean with Milky Way above.

Days 7-11

Big Island – Volcanoes, Stars, and Ocean

The Big Island delivers contrast and scale. Witness the night sky from the slopes of Mauna Kea during a guided stargazing experience with professional photos included. Optional adventures include manta ray night snorkeling in Kailua-Kona and a full-day Volcano, Chocolate & Waterfalls tour exploring Hawaii Volcanoes National Park and local farms. Balance adventure days with time at the Ocean Club, poolside relaxation, beach outings, and scenic drives across lava fields and coastal highway.

  • Castle Halii Kai at Waikoloa
  • Select meals during tours
Women performing traditional Polynesian dance in vibrant attire.

Day 12

Departure

Return your rental vehicle at Kona International Airport and depart for your home city.

  • N/A
  • None

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