Hawaii with Oahu, Maui & the Big Island - 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.
Additional Included Highlights
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.
Additional Included Highlights
- Prices included economy inter-island airfares and all related charges for Honolulu - Kahului and Kahului - Kona. Flights are subject to change without notice until time of booking. Inter-island airlines charge a baggage handling fee of USD $25 per first
- 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.
- 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 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
- Choose between two carefully selected activities
- Maui Choose to visit the Haleakala National Park offering an astonishing volcanic landscape.
- 3 Lunch (L)
- 4 Dinner with Wine (DW)
- 9 Breakfast (B)
- 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.
- 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.
- Kona Join a Local Expert to learn about incredible Kona coffee. Enjoy a tasting of this gourmet specialty and see native plants, fruits and the organic coffee fields on your tour around the plantation.
- 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.
- 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.
- 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.
- Hawaii Visit the UNESCO World Heritage listed Hawai'i Volcanoes National Park. Take the stunning Crater Rim Drive around the Kilauea Caldera and walk through the otherworldly Thurston lava tube (when available).
- 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.
- Maui Visit Ioa Valley State Park, burial site of Hawaii's chiefs for centuries
Call (630) 469-0511 for more information or to book today! Mention code 18824943
- Tour Operator
- Insight Vacations
- Offer
- Offer valid through 12/30/2024
- Duration
- 10 Days
- Escorted
- Escorted - Yes
Day | Destination | Description |
Day 1 | Honolulu | 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 |
Day 2 | Honolulu | 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 |
Day 3 | Honolulu | 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 |
Day 4 | Lahaina | 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 |
Day 5 | Maui | 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 |
Day 6 | Haleakala | Insight Choice in Maui: Explore Maui with Insight Choice. Choose to experience 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 Highlight Dinner. Accommodations: The Westin Maui Resort & Spa, Ka'anapali Beach, Maui |
Day 7 | Kahului (Maui) | To the Big Island: Take a short flight to Hawai'i, the largest island of the archipelago. Upon arrival, spend time in easy-going Kailua-Kona, once the home of Kamehameha I, Hawaii's great ruler. Travel from the beach to the coffee growing area of Kona and join a Local Expert to learn about Kona coffee. Enjoy a tasting of this gourmet specialty that only grows on the slopes of two local active volcanoes. See native plants, fruits and the organic coffee fields on your tour around the plantation. Continue to your luxurious resort accommodation and enjoy the rest of your day at leisure. Accommodations: Hilton Waikoloa Village, Island of Hawai'i |
Day 8 | Waikoloa | The Volcanoes of Hawaii Relaxed Start: After a relaxed start, get ready for an unforgettable journey to the volcano. After a luscious lunch enter the UNESCO World Heritage listed Hawai'i Volcanoes National Park. Hear the legends of Pele, the goddess of volcanoes and fire and the creator of the Hawaiian Islands. Stop by the magical Rainbow Falls on your way back to your resort. Accommodations: Hilton Waikoloa Village, Island of Hawai'i |
Day 9 | Waikoloa | A Day to Relax Relaxed Start: Enjoy a relaxed start and spend the day on island time, relaxing under the swaying palms. Lounge by the pool, enjoy a spa treatment, or snorkel in the local lagoon looking for the rare green sea turtles that call these waters home. Tonight, come together at an oceanfront restaurant for a Celebration Dinner and toast to your travels. Accommodations: Hilton Waikoloa Village, Island of Hawai'i |
Day 10 | Kailua-Kona | Farewell Hawaii: Bid farewell to your fellow travelers and new friends and depart at leisure to the Kona airport filled with new memories and stories. 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