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6-Nights Hawaii with Oahu & Maui - Classic Group from $5,175

Insight Vacations

OFFER ID 1556453

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.
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 (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.


6 nights from $5,175 per person

Itinerary
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Itinerary Details

Insight Vacations: Hawaii with Oahu & Maui - Classic Group

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

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 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.
Accommodations: Hilton Hawaiian Village Waikiki Beach Resort, Oahu
Meals: Breakfast

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

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

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

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 Haleakala Silversword plant. Alternatively, cruise to the scenic coastline of Lana?i 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.
Accommodations: The Westin Maui Resort & Spa, Ka'anapali Beach, Maui
Meals: Breakfast, Dinner with Wine

Day 7 - Depart Maui
You depart at leisure to Kahului Airport as your vacation comes to an end.
Meals: Breakfast

Featured Destinations
Maui
Travelers who can go anywhere in the world come back to Maui again and again, because their Maui moments are some of the most treasured of their lives. The majestic leaps of Maui's humpback whales are the perfect symbol for the magic of this island, where natural wonders set your spirit free and the warm aloha of Maui's people fills your heart with a sense of belonging.

Maui's prime resort areas are Kapalua, Kaanapali, Kihei, Wailea and Makena. Strung like jewels on the sunny western and southern shores of Maui, they offer pristine beaches and a wide range of hotel and condominium accommodations. At serene, secluded Hana, you'll discover Hawaii the way it used to be.

The best golf in paradise is yours to enjoy on Maui. There are challenges for players of all skill levels and incredible views no matter where you play, from the public courses to the championship layouts of Maui's Golf Coast. Plus, nowhere else in the world will you find the array of oceansports and activities that Maui offers.

Then there are the 42 miles of world famous beaches, ranging Only on Maui... from the little jewel of Red Sand Beach to the black sand beach at Waianapanapa State Park. The best snorkeling is at Honolua Bay or the small islet of Molokini, a submerged crater.

For the nature enthusiast, Maui has breathtaking hiking trails. The Hawaii Nature Center in Iao Valley is a good starting place. The rangers at Haleakala National Park lead free nature walks, both at the 10,000 foot summit of Maui's awe-inspiring, long-dormant volcano and at Oheo Gulch with its famous Seven Pools.

One of the best ways to experience Upcountry Maui is on horseback. The green pastures and sweeping vistas will remind you of range land in Wyoming. And Makawao town provides a taste of the "Old West."

Discover the fascinating artifacts of Maui's ancient culture at the Bailey House Museum or explore the island's heiau ruins (Hawaiian religious temples). If you get a chance, don't miss the performance of hula kahiko (ancient hula) by one of Maui's hula halau (hula schools).
Oahu
Oahu is "The Gathering Place." It has more hotels, more restaurants, and more major attractions than all of the other islands put together. Our major city, Honolulu, is here. So is the "World's Best Beach" at Waikiki.
Honolulu is sophisticated, lively, and breathtaking. It has more in the way of arts, culture, and entertainment. It has an abundance of galleries, nightclubs, and museums, a major zoo, aquarium, Iolani Palace (the only royal palace on U.S. soil), Pearl Harbor, the Arizona Memorial... the list goes on and on.

The day-time high temperatures in Honolulu during the summer range from an average of 85 to 87 degrees F (29.4-30.6 C) with night-time lows of 70 to 74 (21.1-23.3 C). Winter day-time high temperatures in the city are 70 to 74 degrees F (21.1-23.3 C) and night-time lows are 65 to 69 degrees (18.3-20.6 C). Travelers may want to pack a light jacket and pants for strolling on the cooler winter evenings. Hikers planning to trek through some of Oahu's higher elevations should be aware that there is a 3.5 degree drop in temperature for every thousand foot rise above sea level. Its a good idea then to carry along a couple of layers of light clothing for these higher elevations, especially in the winter months.

No other American city could offer you the opportunity to surf the world's biggest waves, snorkel a lagoon, hike into a dormant volcano, golf at a dozen championship courses, and catch the sunset from a five-star restaurant. All within an hours drive of your hotel room.

The key to enjoying Oahu, as with most of the islands, is mobility. The Bus circles the island for only a dollar. Or rent a car and get out to see the 'real' Hawaii... the gentle waterfalls, and the craggy peaks. Discover the 'undiscovered' beaches. Boogey board at Makapuu. Ride a horse at Turtle Bay. Watch the surfers at the Pipeline. Or sample a little fresh pineapple juice. Have fun! Get wet! This is Hawaii. It's an adventure!

Vacation Details

Valid Date Ranges
01/10/2026 - 01/16/2026
from $5,175 per person
01/24/2026 - 01/30/2026
from $5,175 per person
02/21/2026 - 02/27/2026
from $5,175 per person
02/28/2026 - 03/06/2026
from $5,175 per person
03/14/2026 - 03/20/2026
from $5,175 per person
03/21/2026 - 03/27/2026
from $5,175 per person
04/04/2026 - 04/10/2026
from $5,175 per person
04/18/2026 - 04/24/2026
from $5,175 per person
05/02/2026 - 05/08/2026
from $5,175 per person
05/09/2026 - 05/15/2026
from $5,175 per person
05/30/2026 - 06/05/2026
from $5,175 per person
06/13/2026 - 06/19/2026
from $5,175 per person
06/27/2026 - 07/03/2026
from $5,175 per person
07/11/2026 - 07/17/2026
from $5,175 per person
07/25/2026 - 07/31/2026
from $5,175 per person
08/08/2026 - 08/14/2026
from $5,175 per person
08/22/2026 - 08/28/2026
from $5,175 per person
09/05/2026 - 09/11/2026
from $5,175 per person
09/12/2026 - 09/18/2026
from $5,175 per person
09/26/2026 - 10/02/2026
from $5,175 per person
10/10/2026 - 10/16/2026
from $5,175 per person
10/17/2026 - 10/23/2026
from $5,175 per person
11/07/2026 - 11/13/2026
from $5,175 per person
11/18/2026 - 11/24/2026
from $5,175 per person
12/05/2026 - 12/11/2026
from $5,175 per person
12/12/2026 - 12/18/2026
from $5,175 per person


* This departure has been designated a guaranteed departure by the operator, meaning that the minimum number of guests has been met, although still subject to weather and other conditions.
Prices Start At
from $5,175 per person
Length
6 Nights
Air City
Call for airfares from your city.
Vacation Rating
Deluxe
Fine dining, on-site bars or lounges and room service with extended hours are characteristic of deluxe establishments. Guest services usually include valet parking, concierge services, baggage assistance and laundry services. Other on-site facilities often include shops and boutiques, full service spas, full fitness facilities with pools and tennis courts. Business amenities may include available up-to-date technology and support staffs available for services. Attention to detail is apparent in the guestrooms which typically have stylish furnishings, quality bedding and bath products and often provide an evening turn down service.
Remarks
Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.

All fares are quoted in US Dollars.

OFFER ID
1556453

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