Hawaii with Oahu, Maui & the Big Island - Small Group

Tour, Escorted tour
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Hawaii With Oahu, Maui & The Big Island - Small Group
Hawaii’s traditional greeting, Aloha, embodies hospitality, respect, love and welcome. Experience the magic of these tropical islands and meet its gentle people on your unforgettable Hawaiian guided vacation. Look beyond the swaying hula dancers, ukuleles and floral shirts to celebrate local traditions and flavors. An incredible journey awaits as you get to know Oahu and Maui intimately while having time to relax at your oceanfront resorts.

Dining Summary
  • 3 Dinner with Wine (DW)
  • 8 Breakfast (B)
  • 3 Lunch (L)
Additional Included Highlights
  • : Prices included economy inter-island airfares and all related charges for Honolulu - Kahului and Kahului - Kona. Flights are subject to change without notice until time of booking. Inter-island airlines charge a baggage handling fee of USD $25 per first checked suitcase on each inter-island flight. This fee is not covered by the prices is the responsibility of the guest. See Terms and Conditions for details.This trip experiences high elevations, we recommend guests with preexisting medical conditions talk with a doctor prior to travel.
Authentic Dining
  • Oahu: Dive into an al fresco, sustainably sourced Farm-to-Table lunch while enjoying epic views of the North Shore.
  • Maui: You are invited to choose your own dining experience from a selection of restaurants for your Dine-Around Evening. Your options include a magical evening at the Wailele Luau for a taste of traditional Polynesian cuisine and dance or one of your resort’s other acclaimed restaurants.
  • Maui: If there were an award for "exceptional Maui restaurant in the unlikeliest of locations," Hali'imaile General Store would definitely take the cake. Instead, this longtime Maui dining classic has been lauded as everything from "Best Hawaiian Regional" to "Best Restaurant on Maui." Chef Beverly Gannon is Maui's favorite chef, bar none. One of Hawaii's most heralded chefs, this restaurant has drawn dining aficionados from around the world for over 32 years, as well as locals. Maui’s original farm-to-table restaurant, the menu exclusively features locally sourced Hawaiian produce, meats and products. Our dishes are an unique blend of fresh Hawaiian flavors, local Asian influences, and modern preparations.
Insight Experiences
  • Maui: Visit one of the last working pineapple farms with a fun and knowledgeable Local Expert. Discover the impact these plantations had on the islands and sample some of the extra sweet Maui Gold variant.
  • Kona: Join a Local Expert to learn about incredible Kona coffee. Enjoy a tasting of this gourmet specialty and see native plants, fruits and the organic coffee fields on your tour around the plantation.
Make Travel Matter
  • Oahu: MAKE TRAVEL MATTER® as you join an eco-tour with your Local Expert in a Hawaiian Legacy Forest and plant a native tree contributing to the healing of the local ecosystem.
Top Rated Highlights
  • Maui: Visit Ioa Valley State Park, burial site of Hawaii's chiefs for centuries
  • Honolulu: Visit Pearl Harbor and step aboard the USS Arizona Memorial and recount the events that led the US to join World War II.
  • Honolulu: See the Punchbowl National Memorial Cemetery of the Pacific, honoring all those who served in the US Armed Forces and lost their lives during World War II, the Korean War and the Vietnam War.
  • Oahu: On your journey around Oahu take in epic views from Pali Lookout. Travel beneath the towering Ko’olau Mountains and along the rugged Windward Coast. Reach the North Shore and visit Haleiwa, the social and artistic hub of the North Shore.
  • Maui: Visit the awe-inspiring Iao Valley State Park and see the 1,200-foot landmark Iao Needle, overlooking the final resting place of Hawaii’s native chiefs.
  • Hawaii: Visit the UNESCO World Heritage listed Hawaii Volcanoes National Park. Take the stunning Crater Rim Drive around the Kilauea Caldera and walk through the otherworldly Thurston lava tube (when available).

  • Small Group
About Insight Vacations
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With Insight, you'll enjoy the best experiences your destination has to offer – all included within one price. You'll travel in business class elegance to quality, handpicked hotels in the best locations on our luxury coaches. They're specially configured with fewer seats to offer 100% more legroom than standard touring coaches.

You'll meet new people, too. Whether you join us on your own, as a couple, or with friends and family, the small group that you travel with will share your passion for travel, culture and discovery. Many of our guests form lifelong friendships on Insight tours.
Mar 08, 2025 through
Sep 20, 2025
9 Nights from
$7,410.00 (USD)
Per Person
Airfare not included, Various departures
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Day Destination
1 Aloha Hawaii
2 Pearl Harbor
3 A Trip Around Oahu
4 Maui, the Valley Isle
5 Upcountry Maui Relaxed Start
6 To the Big Island
7 The Volcanoes of Hawaii
8 A Day to Relax Relaxed Start
9 Farewell Hawaii
Prices are per-person based on double occupancy, unless otherwise noted.