Hawaii with Oahu & Maui - Small Group
Dates & Prices
Start Date | End Date | Offers | Brochure Land Price | Quote |
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Saturday, Mar 08, 2025 | Friday, Mar 14, 2025 | Get Lower Price | Get Quote | |
Saturday, Sep 20, 2025 | Friday, Sep 26, 2025 | Get Lower Price | Get Quote |
All the Tour Operator Offers & More
LOW UNPUBLISHED PRICES ON INSIGHT VACATIONS TOURS
Why pay full price? Call us or click above for a quick quote and save money on Insight Vacations Tours.Roommate Match Solo Traveler Savings
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Promotion Details
Offer does not apply to all vacations, contact your travel consultant for applicable vacations. There is a no-smoking policy in all shared rooms. Does not apply to additional accommodation, stopovers, airfare or flight supplements, Independent City Breaks, Israel, Jordan, Eastern Mediterranean trips with included cruises or cruise extensions. Exceptions apply.
Tour Itinerary
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.
Honolulu, HI , Kaanapali Beach, HI , Kahului, HI , Lahaina, HI , Maui, HI , Oahu, HI , Waikiki, HI
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Day 1
Aloha HawaiiAfter 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 -
Day 2
Pearl Harbor Relaxed StartEnjoy 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.Accommodation: Hilton Hawaiian Village Waikiki Beach Resort, Oahu
Meals: Breakfast -
Day 3
A Trip Around Oahu Relaxed StartAfter 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 -
Day 4
Maui, the Valley IsleTake 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 -
Day 5
Upcountry MauiThis 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 -
Day 6
Insight Choice in MauiExplore 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 Haleakal? 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.Accommodation: The Westin Maui Resort & Spa, Ka'anapali Beach, Maui
Meals: Breakfast Dinner -
Day 7
Depart MauiYou depart at leisure to Kahului Airport as your vacation comes to an end.
Meals: Breakfast
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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.
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Question: How many suitcases can I take with me on my trip?
Question: Is Airfare Included in the Price?
This was my seventh Insight vacation and can’t wait to book my next one!
Insight continues to deliver high-quality services and experiences. This was our 4th tour with them, and we will definitely book our next one with them.
Insight Vacations is a reputable company with a great formula for success. This is our fifth trip with them. We know what to expect and we are always very pleased with our trips.
Insight Vacations consistently provides excellent tours, services, drivers and tour directors.
This is my 5th Insight Tour in 5 years...they are great at what they do; their staff, the tour bus and the great optional excursions. I am ready to book my tour for next year.
Insight is a wonderful company and offered an amazing experience traveling throughout Europe. We would highly recommend it!
Toured with Insight before and have never been disappointed! Understand, you are on the go and walk a lot. But, that is what we wanted and paid for!
This was a perfect vacation!! We loved being on a boat and having one room to return to each night no packing and unpacking or hauling belongings from place to place. We were surprised how roomy and very comfortable our room on board was. Even the bathroom gave us plenty of room to move around in. And the boat itself was spacious, clean, and laid out with lots of thought put into the needs of guests. The staff onboard was phenomenal. They went above and beyond, always smiling, helpful, and spoiling us. Everything was clean, the food excellent and plentiful, and planned stops included keeping passengers safe at all times. I would highly recommend this trip to anyone who wants to relax and enjoy the Adriatic! Thank you Affordable Tours.
I have been on 4 trips with Insight and will continue to use them. They are a wonderful company
This was our 2nd tour with Insight Vacations and it was a wonderful experience. Michael, our tour director, was excellent!
The Tour Director and Driver were excellent! Very enjoyable.
Insight took care of everything! Great hotels and excursions!
Insight not only provides an educational and cultural experience, but they also lessen the stress that can come with traveling as they provide airport pick ups and drop offs, and just tell us when to have our luggage outside our hotel door. We would definitely travel with Insight again.
Got my money's worth! This was a fabulous trip! American the Beautiful has a deeper meaning after seeing unimaginable beauty every mile of the way. The Tour Guide and Wellness Coordinator were fabulous, and you just can't find a better bus driver. The extra legroom available on Insight Tours makes all the difference when you are on a bus for 10 glorious days.
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