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Classic Hawaii: Iconic Beaches & Towering Cliffs

Classic Vacations

Tour, Escorted tour
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Active Elements, Epic Scenery, Near the Beach Discover Hawaii, from O’ahu’s golden shores to Kauai’s wild cliffs, where lush rainforests meet turquoise seas.

Trip Overview:

Bask in the spirit of the Hawaiian Islands on this journey through O’ahu and Kauai, where golden beaches meet dramatic volcanic cliffs. 

Begin in Honolulu, waking early for a small-group island adventure that reveals O’ahu’s sunrise over the Pacific, lush rainforests, and hidden coves. Spend unhurried days in Waikiki, with time to swim, shop, or simply watch surfers carve through turquoise waves. A private-guided tour offers an intimate glimpse of O’ahu’s cultural landmarks and scenic coastal drives, from the North Shore to Diamond Head.

Fly onward to Kauai, the Garden Isle, where nature takes centre stage. Board a sailing catamaran to glide along the Napali Coast, its emerald ridges and waterfalls spilling into the sea, with opportunities to snorkel among vibrant reef life. Relax in the laid-back seaside town of Kapaa, where evenings bring the beat of the pahu drum and the warmth of a traditional Ka Hikina luau.

Throughout, the pace is yours to set – from oceanfront strolls at dawn to afternoons lazing beneath swaying palms. Between O’ahu’s energy and Kauai’s untamed beauty, this tailor-made holiday blends iconic sights with time to absorb the islands’ slower rhythm. By the time you leave, the scent of plumeria and the shimmer of Pacific light will linger in your memory.



Highlights:
  • Begin in Honolulu, where O‘ahu’s golden beaches and rainforest-covered peaks capture Hawaii’s vibrant soul.
  • Discover hidden coves, cultural landmarks, and scenic drives from Waikiki’s shores to the North Shore.
  • Fly to Kauai and sail along the Napali Coast, where emerald cliffs rise above turquoise seas.
  • Snorkel vibrant reefs and unwind in Kapaa, embracing the rhythm of island evenings and luau traditions.
  • Drift between sunrise strolls and palm-shaded afternoons, savouring Hawaii’s serene blend of energy and calm.


Included Services:
  • Private arrival and departure airport transfers
  • 5 nights in premium accommodations on O'ahu
  • 4 nights in premium accommodations on Kauai
  • Complete Island Small Group Adventure with Sunrise (max 7 guests)
  • Best of O'ahu Private Tour
  • Shared Napali Snorkel Sail with private transfers (max 40 guests)
  • Shared Sheraton Luau Ka Hikina
  • Breakfast daily (excluding Day 1), 1 Lunch, 1 Dinner

Excluded Services:
  • Travel insurance
  • International and domestic airfare & airfare taxes
  • Entrance fees to sites not explicitly listed as included
  • Meals and beverages not mentioned
  • Gratuities
  • Items of a personal nature
  • Passport & Visa fees if applicable

9 Nights Starting From
Per Person

June 07, 2026 through December 31, 2028
Book by:
December 17, 2028 12:00 AM GMT
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Prices are per-person based on double occupancy, unless otherwise noted.