Hawaii with Oahu & Maui

Hawaii with Oahu & Maui


(5 reviews)

From:

CAD $5,821 Was CAD $6,581

7 Days

Best Rate: Guarantee

Trip Type: Group Tour

Activity Level: Easy

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.

Price based on per person in Double Room for departure 08 Nov 2025

7 Days
From CAD $5,821 Was CAD $6,581
Best Rate
Guarantee
Trip Type
Group Tour
Activity Level
Easy

Rating


(5 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: 23215

Tour TypeTour Type: Group Tour

AccommodationAccommodation: Deluxe

TransportTransport: Private

Guide LanguageGuide Language: English

Travel StylesTravel Styles: Family, 55+, Luxury

Tour OperatorTour Operator: Insight Vacations (CA)

Supplier CodeSupplier Code: 264.1130

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) CAD $5,821 ($832 /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

Similar Tours

Hawaiian Adventure

10 Days from CAD $5,894

Hawaiian Adventure

13 Days from CAD $5,894

Hawaiian Adventure

10 Days from CAD $5,894

Hawaiian Adventure

13 Days from CAD $5,894

Tour Operator

Insight Vacations (CA)

Part of The Travel Company (TTC) family of brands, Insight Vacations began operations in 1978 and is based in Cypress, CA. Journeys are featured to destinations, such as the U.S. and Canada, Europe, Latin America, North Africa, Asia, the UK and Ireland. The company offers are a variety of tours under the classifications of Regional Journeys, Country Roads, Discovery Journeys, Easy Pace trips, and Special Interest tours. Insight is the ideal name for the tour operator, as the journeys provided by Insight Vacations allow travelers to gain further insight into whatever destination they wish to explore. For example, Discovery Journeys are the ideal choice for first-time visitors to Europe. Itineraries include Dine-at-Home or Farm-to-Table experiences so travelers can learn more about how locals live and dine. Regional Journeys allow trip-goers to see a specific location in Europe that they have always wanted to see – Poland, Switzerland, Italy, etc. The carefully planned trips enable customers to immerse themselves in one specific region or country and to become acquainted with its culture, traditions, and people. For anyone seeking travel off the beaten track, Insight Vacations offers Country Roads – trips that lead travelers off the well-tread tourist trail to explore hidden gems where visitors can savor the local produce with Farm-to-Table dining. Some trips are offered under the Easy Pace travel style – the ideal trip choice for trip-goers who wish to slow their pace during their vacation. During these tours, vacationers stay at least 3 nights at each destination, giving them some additional time to explore a place and enjoy it. Regardless of the travel style, many of the vacations offered by Insight Vacations begin with Relaxed Starts – giving travelers time to sleep in a little, spend more time at breakfast, or explore an area on their own. The tour company prides itself on providing business class tours that features luxury coaches with 40 seats. While most coach touring operators provide vehicles with 53 seats, Insight Vacations has re-configured its motor coaches to hold up to 40 guests. This gives passengers extra leg room while traveling and offers them more space and privacy.

In Business Since 1978

Reviews

 

Keith  -  Traveled, January 2024

My first experience with an organized tour like this. Expense alone will limit future trips. Much more walking than my wife was prepared for. This alone reduced her enjoyment. Tour guide was very knowledgeable and thorough with his planning and execution. Andrew has a fun personality and very personable. One item that disappointed me was the shuttle from airport to resort at both ends

Source: Tour operator   Submitted: 03/06/2024

 

Angela  -  Traveled, February 2024

Insights Tours are always amazing and this one was no exception. Nice balance of free time to relax and experience Hawaii on your own with visits to places on the islands to experience the culture. Learned a lot of Hawaii’s history throughout our visit. Overall a lovely experience and would highly recommend if you want to visit Hawaii and learn more about the islands.

Source: Tour operator   Submitted: 02/19/2024

 

Pamela  -  Traveled, September 2023

Everything went according to schedule and the tour was well organized. I learned so much at the Gunstock Ranch; the pineapple farm; the coffee plantation; Pearl Harbor; and the Maui Ocean Center. The Legends of Hawaii Luau on the Big Island is a must do. Andrew our tour director was very thoughtful and most knowledgeable about Hawaiian history and culture. I had s great time and this was my best vacation ever!

Source: Tour operator   Submitted: 10/14/2023

 

Yvonne  -  Traveled, September 2023

The tour overall was great. The accommodations on Maui were particularly outstanding. I found working with Tourradar pleasant, however, an issue with the transport upon arrival and departure was changed earlier this year without notifying me about it until a week before the trip started. Since I booked the tour last year I believed it was paid in the package tour. I was notified that a credit was issued the day before the tour started.

Source: Tour operator   Submitted: 10/09/2023

 

Richard  -  Traveled, August 2022

Best vacation ever! Loved not planning any of the details. We just showed up. Our tour guide Andrew was the best. He really made the sightseeing interesting. Definitely recommend this tour!

Source: Tour operator   Submitted: 10/08/2022

Share a personalized trip brochure!