Hawaii with Oahu, Maui & the Big Island - Classic Group
Tour, Escorted tour
Hawaii With Oahu, Maui & The Big Island - Classic 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
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
- 4 Dinner with Wine (DW)
- 9 Breakfast (B)
- 3 Lunch (L)
- Choose between two carefully selected activities
- Maui: Choose to visit the Haleakala National Park offering an astonishing volcanic landscape.
- Maui: Cruise to the scenic coastline of Lana i island and snorkel a dazzling coral reef, home to abundant sea life. Wild dolphins are found in bays and offshore, including acrobatic spinner dolphins, friendly bottlenose dolphins, and curious spotted dolphins. Sightings of humpback whales are also common from December to April.
- 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.
- 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.
- Maui: Choose to visit the Haleakala National Park offering an astonishing volcanic landscape.
- Maui: Cruise to the scenic coastline of Lana i island and snorkel a dazzling coral reef, home to abundant sea life. Wild dolphins are found in bays and offshore, including acrobatic spinner dolphins, friendly bottlenose dolphins, and curious spotted dolphins. Sightings of humpback whales are also common from December to April.
- 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.
- 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. Your experience advances UN Global Goal 15: Life on Land.
- 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 (366 meter) landmark Iao Needle, overlooking the final resting place of Hawaii’s native chiefs.
- Hawaii: Visit the UNESCO World Heritage listed Hawai'i Volcanoes National Park. Take in sights along Crater Rim Drive for views of the Kilauea Caldera.
9 Nights
Starting At
$6,950.00
USD
January 24, 2026 through December 05, 2026
Book by:
December 01, 2026 7:00 PM
Airfare not included, Various departures
ID: 8579138
Itinerary Map
Itinerary Overview
Day
8
The Volcanoes of Hawaii Relaxed Start
Day
9
A Day to Relax Relaxed Start
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About Insight Vacations
Learn More About Insight Vacations
There's more to travel than simply visiting new places – join us for experiences that spark your curiosity and take you beyond traditional sightseeing. On our premium guided tours, every day is filled with fascinating facts and intriguing stories, while superior dining nourishes the body and stylish hotels rest the soul.
When you join a guided tour, you travel hassle-free. But when you join an Insight Vacations tour, you travel ‘business class’ - with all the perks.
Discover the superior touring experience you deserve.
About Insight Vacations
There's more to travel than simply visiting new places – join us for experiences that spark your curiosity and take you beyond traditional sightseeing. On our premium guided tours, every day is filled with fascinating facts and intriguing stories, while superior dining nourishes the body and stylish hotels rest the soul.
When you join a guided tour, you travel hassle-free. But when you join an Insight Vacations tour, you travel ‘business class’ - with all the perks.
Discover the superior touring experience you deserve.
