Hawaii with Oahu & Maui

7 Days
From $3,890 Was $4,304
Best Rate
Guarantee
Trip Type
Group Tour
Activity Level
Easy

Rating


(20 reviews)

Experience Overview

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.

Highlights

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 Lanaʻi 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.

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 Lanaʻi 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 (366 meter) 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.

Trip Details

Product CodeProduct Code: 1482

Tour TypeTour Type: Group Tour

AccommodationAccommodation: Deluxe

TransportTransport: Private

Guide LanguageGuide Language: English

Travel StylesTravel Styles: Family, 55+, Luxury

Supplier CodeSupplier Code: 264.1130A

StartStarts: Honolulu, United States Of America

FinishFinishes: Kahului (Maui), United States Of America

DurationDuration: 7 days

DeparturesDepartures: Not Guaranteed

Physical RatingPhysical rating: Easy

Includes

Price

Price per person: (Double Occupancy) $3,890 ($556 /day)

Itinerary

1
Day 1: Aloha Hawaii

After your arrival at Honolulu Airport, the traditional lei greeting at your Travel Director's Welcome Desk kicks off your Hawaii vacation. Your hotel during your time on Oahu was the setting for Blue Hawaii, Elvis Presley’s 1961 movie and it is the birthplace of the legendary cocktail of the same name. Tonight, join your Travel Director and fellow travelers for a Welcome Dinner.

Accommodation: Hilton Hawaiian Village Waikiki Beach Resort, Oahu
Meals: Dinner with Wine

2
Day 2: Pearl Harbor Relaxed Start

Enjoy a relaxed start this morning followed by a visit to the Pearl Harbor National Memorial, commemorating the tragic day of December 7th 1941. Walk through the Visitor Center and take a short boat ride to the USS Arizona Memorial, the final resting place of 1,102 sailors and marines. USS Arizona tickets are subject to NPS; ticket timing availability not known until the day before visit. Spend time at the superb visitor center and explore exhibits that recount the events that led the US to join World War II. As part of today's adventure, you'll see the Punchbowl National Memorial Cemetery of the Pacific. It honours all those who served in the US Armed Forces and lost their lives during WWII, the Korean War and the Vietnam War. Return to Waikiki and spend the rest of your day at leisure.

Accommodation: Hilton Hawaiian Village Waikiki Beach Resort, Oahu
Meals: Breakfast

3
Day 3: A Trip Around Oahu Relaxed Start

After a relaxed start this morning, set out to explore Oahu on an exciting island tour. Take in the epic views from Pali Lookout towards the Kaneohe Bay and the Windward Coast. The valley below was the scene of a bloody battle in 1795 when King Kamehameha I extended his rule over the island with an army of 10,000 men. Journey beneath the towering Ko’olau Cliffs and along the rugged coastline. Join a MAKE TRAVEL MATTER® Experience with your Local Expert in a Hawaiian Legacy Forest and partake in the sacred planting ceremony of a native tree contributing to the healing of the local ecosystem. Delve into an al fresco, sustainably sourced picnic lunch while enjoying views of the Legacy Forest. Continue to North Shore where in the winter months waves can reach 30ft making it a favorite spot among big wave surfers worldwide. Visit Haleiwa, the social and artistic hub of the North Shore. Stroll among small boutiques and plantation-era buildings to soak up the laid-back ambiance. Finally, return to Waikiki after your eventful day and enjoy your evening at leisure.

Accommodation: Hilton Hawaiian Village Waikiki Beach Resort, Oahu
Meals: Breakfast, Lunch

4
Day 4: Maui, the Valley Isle

Take a short flight to Kahului on Maui. This slice of Hawaiian island paradise offers magnificent nature and a wide variety of activities. Visit the awe-inspiring Iao Valley State Park and see the 1,200-foot landmark Iao Needle. This green-mantled rock outcropping overlooks sacred lands and was used as a burial site for Hawaii’s chiefs for centuries. In the evening 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, dance and storytelling, or one of the resort’s other acclaimed restaurants.

Accommodation: The Westin Maui Resort & Spa, Ka'anapali Beach, Maui
Meals: Breakfast, Dinner with Wine

5
Day 5: Upcountry Maui

This morning, head to Upcountry Maui and discover a different face of the island. Visit one of the last working pineapple farms with a fun and knowledgeable Local Expert. Discover the deep impact these plantations had on the islands and sample some of the extra sweet Maui Gold variant. At its peak, Hawaii produced 75% of the world’s pineapples and the tropical fruit became a symbol for the state. Next we indulge in a Farm-to-Table lunch at the Hali’imaile General Store. Originally a plantation shop in the early 20th century, the restaurant is known for its outstanding island cuisine. Return to your resort and spend the evening at your leisure.

Accommodation: The Westin Maui Resort & Spa, Ka'anapali Beach, Maui
Meals: Breakfast, Lunch

6
Day 6: Insight Choice in Maui

Explore Maui with Insight Choice. Choose to explore sunrise at Haleakala National Park, offering an astonishing volcanic landscape. Hear the Hawaiian legends about the active volcano and see the unique Haleakalā Silversword plant. Alternatively, cruise to the scenic coastline of Lanaʻi island and snorkel a dazzling coral reef, home to abundant sea life. Tonight, get together with your Travel Director and fellow travelers for a Celebration Dinner. Toast to your fantastic Hawaiian holiday.

Accommodation: The Westin Maui Resort & Spa, Ka'anapali Beach, Maui
Meals: Breakfast, Dinner with Wine

7
Day 7: Depart Maui

You depart at leisure to Kahului Airport as your vacation comes to an end.

Meals: Breakfast

Tour Operator

Insight Vacations (US)

As a global leader in premium escorted travel, Insight Vacations® has been crafting magical journeys for 40 years that embody The Art of Traveling in Style. Through meticulous planning, detailed preparation and boundless passion, Insight’s collection of award-winning itineraries showcases the most outstanding destinations in Europe and North America. Guided by a highly-skilled Travel Director, guests can look forward to traveling in smaller groups, savoring authentic dining and enjoying a range of immersive Insight Experiences.

In Business Since 1978

Reviews

 

Anonymous   -  Traveled, April 2024

We had a dietary request that was submitted on-line and it was shared all the way through to each aspect of our tour. This itinerary covers a lot of key sights with a historical background. The sights aren't the same type, especially with the "hands on" tree planting. We saw other areas of the islands than just where we stayed. The food was amazing, too!! Also, our tour director was quite knowledgable with historical stories, video clips and local treats.

Source: Tour operator   Submitted: 05/10/2024

 

Thomas Alloway   -  Traveled, May 2024

Everything was very nice and all of the people were wonderful. All of our hotels were especially nice. The bus used was clean and comfortable. Nice to have a restroom on board. What an amazing trip! My husband and I really enjoyed Andew,'s knowledge of Hawaiian history and he made it very interesting. Everything was organized and interesting. Andrew was kind and trustworthy. Read less

Source: Tour operator   Submitted: 05/11/2024

 

Anonymous   -  Traveled, April 2024

Every contact with members of the Insight team was super. At the tip of that spear, however, is the tour director and our director (Andrew Ainscough) was amazing. He ensured that every aspect of our travel experience was seamless, comfortable, engaging, and fun This was a fantastic itinerary. Each island is different and the tour gave us the opportunity to see the differences while experiencing the culture and history that unite these beautiful islands. What made the trip truly exceptional was the quality of the tour guide. As we traveled from place to place we were told the location's historical and cultural significance. We were able to contribute personally to the islands' reforestation efforts and witness firsthand the destruction and recovery efforts of the Lahaina fire on Maui. At the end of the tour, we left in awe of the magnificence of God's creation and with a greater appreciation for the native Hawaiian culture. Read less

Source: Tour operator   Submitted: 05/01/2024

 

Denise a Michalak   -  Traveled, April 2024

It was wonderful not worrying about luggage or boarding passes. All details were taken care of. You can enjoy the beauty and history of Hawaii while experiencing the difference of the islands.

Source: Tour operator   Submitted: 05/11/2024

 

William Grattan   -  Traveled, May 2024

Customer Experience Andrew, the travel director, is fantastic. He is very knowledgeable and helpful and made our trip fun and exciting. Traveling to 3 Islands as part of this tour package was the only reason I signed up for the tour. Great sights and differences made the tour very rewarding. Read less

Source: Tour operator   Submitted: 05/10/2024

 

Anonymous   -  Traveled, February 2024

I didn't personally work with Insight. Our trip was booked through AAA. however, Insight was contacted several times by AAA while we were planning this vacation and they answered all questions. I would not hesitate to book any additional vacations with Insight and would recommend to others as well. Loved it! Tour director Andrew was wonderful! Enjoyed all of the excursions and Andrew was extremely knowledgeable about every place we visited and provided information about the Islands throughout the entire trip.

Source: Tour operator   Submitted: 03/07/2024

 

Anonymous   -  Traveled, February 2024

Tour included many delicious meals and comfortable bus travel to many unique sights Pearl Harbor with USS Constitution, rainbow Falls, pineapple farm beautiful ride past shoreline. Volcanoes national park

Source: Tour operator   Submitted: 03/07/2024

 

Darla Nagel   -  Traveled, February 2024

The Travel Director exceeded expectations in getting to know us, sharing Hawaii's history, and handling logistics. Good balance of types of activities and scenery. I wound up liking Maui better than Oahu, and my favorite stop was Kumu Farms/Maui Tropical Plantation.

Source: Tour operator   Submitted: 03/07/2024

 

Anonymous   -  Traveled, January 2024

We spoke several times by phone with Insight representatives before our tour. They were always helpful. There was never a wait to speak with someone. Our tour director, * Personal information removed by Feefo *, could not have been better!! He was extremely knowledgeable, very organized, kind and fun. The pace was excellent. Three nights on each island worked well for us. The itinerary was varied and interesting. The volcano on the Big Island was a highlight. Highly recommend including the Big Island in the tour.

Source: Tour operator   Submitted: 02/07/2024

 

Anonymous   -  Traveled, January 2024

Questions were answered, and information delivered in a timely manner. This itinerary seemed very good. we were able to tour most of the 3 Islands - to get a good overview of the Islands.

Source: Tour operator   Submitted: 02/07/2024

 

Jeffrey Caldwell   -  Traveled, January 2024

Don’t just visit the islands. Experience the beauty, the culture, and the history! Don't just visit one island. Such diversity from one island to the next!

Source: Tour operator   Submitted: 02/07/2024

 

Anonymous   -  Traveled, December 2023

The entire organization and guides especially were top shelf. Their focus on detail made the entire experience worry free and so enjoyable The entire organization and guides especially were top shelf. Their focus on detail made the entire experience worry free and so enjoyable

Source: Tour operator   Submitted: 01/07/2024

 

Judith Marco   -  Traveled, November 2023

Great service and organized trip. Can’t say enough of our experienced tour director who truly made this trip one I will never forget Fun, interesting and great experiences

Source: Tour operator   Submitted: 12/07/2023

 

Anonymous   -  Traveled, October 2023

The trip to Hawaii was the best trip in my lifetime , very well organised, perfect in everything, I have not enough superlatives ! I was lucky to have an excellent tour manager named Andrew, who was dedicated, implicated in all of us . One week has gone and still I am under the influence of the nice and calm atmosphere from Hawaii . Of course I will recommend everyone to travel with your company. Itinerary was sufficient to me to develop my knowledge about Hawaii and Pearl Harbour for example. I am very interested in history and this visit was impressive

Source: Tour operator   Submitted: 12/07/2023

 

Anonymous   -  Traveled, November 2023

Excellent arranged tours with attention to details by tour directors. Well divided tour schedule.

Source: Tour operator   Submitted: 12/07/2023

 

Anonymous   -  Traveled, November 2023

ATTENTIVE, RESPONSIVE, IMMEDIATE. THE TRIP ITINERARY WAS COMPREHENSIVE. THERE WAS A NICE MIX OF ACTIVITY AND TIME FOR PERSONAL EXPLORATION OR RELAXATION AND THE TOUR DIRECTOR, ANDREW AINSCOURT WAS EXCEPTIONSAL. WE COVERED THREE ISLANDS AND SAW HIGHLIGHTS OF ALL, WITH THE MOST WELLKNOWN AND OTHER THINGS WE WOULD NOT HAVE PURSUED ON OUR OWN.

Source: Tour operator   Submitted: 12/07/2023

 

Anonymous   -  Traveled, October 2023

Our tour guy *Personal information removed by Feefo* was amazing! Disappointed with the Hilton Hawaiian Villsge. The hotel was very outdated.

Source: Tour operator   Submitted: 11/07/2023

 

Anonymous   -  Traveled, October 2023

Loved everything about travelling with Insight Vacations! The amazing itinerary and our great tour guide, Andrew, was the highlight! We truly enjoyed Oahu, Maui and the Big Island!

Source: Tour operator   Submitted: 11/07/2023

 

Walter Blackburn Jr   -  Traveled, October 2023

*personal info removed by Feefo* was an exceptional tour guide. too much time with spent Legacy Forest tree planting (which would have been better as an optional event), too much free time on Hawaii, no visit to Haleakala

Source: Tour operator   Submitted: 11/07/2023

 

Anonymous  -  Traveled, October 2023

Andrew was amazing!! Knowledgeable, professional and personable. He exceeded our expectations. I recommended a friend yesterday. My friend heard me telling about our trip and he decided he wanted to take his 70 year old mom to Hawaii!! Insight's itineraries never disappoint. Wonderful accommodations and site visits.

Source: Tour operator   Submitted: 11/07/2023

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