Lasting Vacations
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Hawaii with Oahu & Maui - Classic Group

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Hawaii With Oahu & Maui - 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
  • 3 Dinner with Wine (DW)
  • 6 Breakfast (B)
  • 2 Lunch (L)
Choice Highlights
  • 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.
Additional Included Highlights
  • : From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.
  • : Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.
  • : We carry your bags for you and promptly deliver them to your hotel door.
  • : Our highly-skilled Travel Director will ensure your journey is seamless, serving as your expert guide, consummate organiser, and friend overseas.
  • : Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
  • : Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
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 Choice
  • 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.
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.
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. Your experience advances UN Global Goal 15: Life on Land.
Top Rated Highlights
  • 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.
Well-being
  • : Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.
  • : Experience enhanced hygiene protocols to align with the latest guidance following COVID-19. All Travel Directors and Drivers have completed training in enhanced well-being and hygiene protocols.
  • : Hand sanitizer is freely available on board for you to use throughout the day.
  • : We only work with establishments we are confident will consistently adhere to our high well-being standards, which include hotels, restaurants and sight-seeing venues.

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 pa ...
Jan 11, 2025 through
Dec 13, 2025
Dec 9, 2025 7:00 PM
6 Nights from
$4,930.00 (USD)
Per Person
Airfare not included, Various departures
8041136
Itinerary Image

Itinerary

Day Destination
1 Aloha Hawaii
2 Pearl Harbor
3 A Trip Around Oahu
4 Maui, the Valley Isle
5 Upcountry Maui Relaxed Start
6 Insight Choice in Maui
7 Depart Maui
Prices are per-person based on double occupancy, unless otherwise noted.