Hawaii with Oahu & Maui - Small Group

Tour Type: Discovery
Brochure Type USA Canada Small Group 2026 v1

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.

Authentic Dining
  • 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 reso
  • 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
  • Oahu Dive into an al fresco, sustainably sourced Farm-to-Table lunch while enjoying epic views of the North Shore.
Choice Highlights
  • 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 dolph
  • Maui Choose to visit the Haleakala National Park offering an astonishing volcanic landscape.
  • Choose between two carefully selected activities
Dining Summary
  • 6 Breakfast (B)
  • 2 Lunch (L)
  • 3 Dinner with Wine (DW)
Insight Choice
  • 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 dolph
  • Maui Choose to visit the Haleakala National Park offering an astonishing volcanic landscape.
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
  • 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.
  • 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.
  • 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.
  • Honolulu Visit Pearl Harbor and step aboard the USS Arizona Memorial and recount the events that led the US to join World War II.
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

Call (630) 469-0511 for more information or to book today! Mention code 18824935

Tour Operator
Insight Vacations
Offer
Offer valid through 12/30/2024
Duration
7 Days
Escorted
Escorted - Yes
DayDestinationDescription
Day 1HonoluluAloha 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
Day 2HonoluluPearl 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
Day 3HonoluluA 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
Day 4LahainaMaui, 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
Day 5MauiUpcountry 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
Day 6Kaanapali BeachInsight 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
Day 7Kahului (Maui)Depart Maui: You depart at leisure to Kahului Airport as your vacation comes to an end.

Accommodations:
Disclaimer
Twin prices are per person.

- These prices are correct at the time of the website going live, however are subject to confirmation at the time of booking.
- All tour information is correct at time of tours going live, however is subject to change, please confirm all details at time of booking.
- For full terms and conditions, please refer to our Conditions page.
- Hotel Class Key: D: Deluxe SF: Superior First Class F: First Class

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  • Hawaii with Oahu & Maui - Small Group

    From $5,495.00 (USD)

    Tour Type: DiscoveryBrochure Type USA Canada Small Group 2026 v1Hawaii's traditional greeting, Aloha, embodies hospitality, respect, love and welcome.

 
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