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Hawaii with Oahu, Maui & the Big Island route map

Arrive at Honolulu Airport for a traditional lei greeting at your Travel Director’s Welcome Desk. Check in at Hilton Hawaiian Village Waikiki Beach Resort, setting for Elvis Presley’s 1961 film Blue Hawaii and birthplace of the Blue Hawaii cocktail. This evening, join your Travel Director and fellow travellers for dinner.

Meals: Dinner

Enjoy a relaxed start, then visit Pearl Harbor National Memorial with a short boat ride to the USS Arizona Memorial. Explore the Visitor Center exhibits. See the Punchbowl National Memorial Cemetery of the Pacific before returning to Waikiki for leisure time.

Meals: Breakfast

After a relaxed start, take an island tour: Pali Lookout with views over Kaneohe Bay and the Windward Coast, travel beneath the Ko‘olau Cliffs, then join a MAKE TRAVEL MATTER experience in a Hawaiian Legacy Forest, including a native tree planting and al fresco, sustainably sourced picnic lunch. Continue to the North Shore and visit Haleiwa before returning to Waikiki for an evening at leisure.

Meals: Breakfast,Lunch

Fly to Kahului, Maui. Visit Iao Valley State Park and see the 1,200‑ft Iao Needle overlooking sacred lands. This evening, gather with your Travel Director and fellow travellers for dinner.

Meals: Breakfast,Dinner

Head to Upcountry Maui to tour one of the last working pineapple farms with a Local Specialist and sample sweet Maui Gold pineapples. Enjoy a Farm‑to‑Table lunch at Hali‘imaile General Store before returning to your resort for an evening at leisure.

Meals: Breakfast,Lunch

Choose between sunrise at Haleakala National Park, learning local legends and seeing the Haleakala Silversword plant, or a cruise to the Lana‘i coastline with snorkeling over a coral reef. In the evening, enjoy a Dine‑Around with options including the Wailele Luau or other resort restaurants.

Meals: Breakfast,Dinner

Fly to the Island of Hawai‘i. Spend time in Kailua‑Kona, then visit a Kona coffee plantation with a Local Specialist for a tour and tasting, seeing native plants, fruits, and organic coffee fields. Continue to your resort and enjoy leisure time.

Meals: Breakfast

After a relaxed start, visit Rainbow Falls in Wailuku River State Park. Following lunch, explore Hawai‘i Volcanoes National Park (UNESCO), home to Mauna Loa and Kīlauea, walking over ancient lava fields and steaming vents while learning stories of Pele.

Meals: Breakfast,Lunch

Enjoy a relaxed‑start morning and a full day at leisure: lounge by the pool, book a spa treatment, or snorkel in the lagoon looking for green sea turtles. Alternatively, take an optional helicopter tour over Big Island’s remote north shore. Tonight, share a farewell dinner.

Meals: Breakfast,Dinner

Bid farewell to your fellow travellers and depart at leisure to Kona Airport.

Meals: Breakfast

What’s included

Travel by air-conditioned 40-seat coach with double the standard legroom and onboard washroom.
Economy inter-island airfares Honolulu–Kahului and Kahului–Kona, with related charges.
MAKE TRAVEL MATTER eco-tour in a Hawaiian Legacy Forest, supporting native tree planting (SDG 15: Life on Land).
Included visits with tastings: Maui pineapple farm tour and a Kona coffee plantation experience.
Audio headsets for flexible sightseeing.
Hotel baggage handling: your luggage is carried and delivered to your hotel room door.
An expert Travel Director and professional Driver throughout.
All hotel tips, charges and local taxes.
Complimentary coach and hotel Wi-Fi where available.
Occasional surprise local specialty tasting hosted by your Travel Director.
9 breakfasts, 3 lunches and 4 dinners included, featuring a farm-to-table picnic lunch on Oahu, a lunch at Hali‘imaile General Store on Maui, and one Dine-Around evening.
4–5 star stays at Hilton Hawaiian Village Waikiki Beach Resort (Oahu), The Westin Maui Resort & Spa, Ka‘anapali Beach (Maui), and Hilton Waikoloa Village (Island of Hawai‘i).
Guided sightseeing including Pearl Harbor National Memorial and USS Arizona Memorial (ticket timing subject to NPS), Punchbowl National Memorial Cemetery of the Pacific, an Oahu island tour with Pali Lookout and North Shore/Haleiwa, Iao Valley State Park, Hawai‘i Volcanoes National Park, and Rainbow Falls.
Your choice in Maui: sunrise at Haleakala National Park or a cruise to Lana‘i with snorkeling (seasonal wildlife sightings).
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What’s not included

International flights to and from Hawaii are not included.
Inter-island airline checked baggage fees (around USD $25 for the first checked bag per inter-island flight) are not covered and are payable directly to the airline.
Visas or entry permits (if required) are the traveller’s responsibility.
Travel insurance is not included and should be arranged by the traveller.
Meals and drinks not specified in the itinerary are at your own expense.
Optional experiences and activities not listed as included (e.g., Big Island helicopter tour).
Gratuities for your Travel Director, Driver and Local Specialists (hotel staff tips are included).
Personal expenses such as laundry, souvenirs, spa treatments, phone calls and additional beverages.

Additional information

  • 4 Dinner (D)
  • 9 Breakfast (B)
  • 3 Lunch (L)
  • Top-rated dining, from farm-to-table to local restaurants
  • 4 & 5-star stays
  • Deluxe coach travel and select flights
  • Oahu: Dive into an al fresco, sustainably sourced Farm-to-Table lunch while enjoying epic views of the North Shore.
  • 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 favourite 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 flavours, local Asian influences, and modern preparations.
  • 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: Visit one of the last working pineapple farms with a fun and knowledgeable Local Specialist. Discover the impact these plantations had on the islands and sample some of the extra sweet Maui Gold variant. 
  • Kona: Join a Local Specialist to learn about incredible Kona coffee. Enjoy a tasting of this gourmet speciality and see native plants, fruits and the organic coffee fields on your tour around the plantation.
  • Maui: Visit 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.

Visit the Pearl Harbor National Memorial to explore moving exhibits before a navy launch takes you to the USS Arizona Memorial. Gaze across the white span and the still harbor where the events of December 7, 1941 reshaped history, and pause for photos and reflection as oil’s “black tears” rise from the sunken battleship.

Continue to the Punchbowl National Memorial Cemetery of the Pacific, set within an ancient crater. Rows of markers, mosaic battle maps, and a sweeping view of Honolulu frame a solemn tribute to service and sacrifice.

Explore Oahu’s contrasts on a scenic circuit, beginning at the Pali Lookout where trade winds sweep across the sheer Ko‘olau Mountains. The road traces the rugged Windward Coast, revealing tidal reefs, taro patches, and photogenic bays beneath soaring emerald cliffs.

Continue toward the North Shore, famed for towering winter surf, and visit Haleiwa’s plantation-era storefronts and galleries. Enjoy time to browse local artisans’ work and pause for photos and reflection along beaches where world champions ride thundering swells.

Join a Local Specialist in the Hawaiian Legacy Forest for a hands-on conservation experience. Learn about native ecosystems before you plant a native tree, leaving a living legacy that supports watersheds and bird habitats while advancing a MAKE TRAVEL MATTER commitment.

Enjoy an al fresco, sustainably sourced picnic amid upland views. Hear how recovering koa and ‘ohi‘a forests anchor culture, canoe building, and hula traditions, directly supporting UN SDG 15: Life on Land.

Tour one of Maui’s last working pineapple farms with a Local Specialist. In the red volcanic soils of Upcountry, learn cultivation secrets, watch field demonstrations, and taste the extra-sweet Maui Gold pineapple moments after harvest.

Gain insight into how plantation agriculture shaped island communities and cuisine. From pollination to packing, the experience culminates in a sample fresh-from-the-field fruit tasting that spotlights terroir and tropical sunshine in every bite.

Join a Local Specialist on a hillside estate to discover the craft behind world-famous Kona coffee. Stroll among shade-grown trees rooted in volcanic slopes, learn hand-picking and sun-drying methods, and see roasting in action.

A guided tasting reveals how mineral-rich lava soils and afternoon cloud cover yield a smooth, aromatic cup with gentle acidity. Meet the growers, hear small-estate stories, and connect flavor to place.

Visit Rainbow Falls in Wailuku River State Park, where an 80-foot sheet of water plunges over a lava cave linked to Hina, goddess of the moon. Morning mist often refracts into colorful rainbows, a photographer’s delight.

Framed by banyan and ginger, the overlook delivers the soothing roar of water and an easy vantage to pause for photos and reflection. Lush rainforest textures reveal Hilo’s wetter, wilder side.

Lift off for a helicopter flightseeing adventure over the Kohala Coast, where emerald valleys carve into the mountains and waterfalls and sea cliffs tumble to the Pacific. Aerial views reveal terrain inaccessible by road.

This experience is at additional cost and bookable on tour. Routes vary with weather and volcanic activity as your pilot narrates canyons, rainforests, and ancient lava flows from a stunning vantage in the sky.

Insight Vacations

Experience a warm island welcome with a traditional lei greeting as you meet your Tour Director at your oceanfront resort on Waikiki Beach. Settle into the spirit of aloha while hearing helpful tips and stories that bring these islands to life.

Savor a hosted dinner featuring island-inspired flavors and local produce. Conversation flows as the sky glows with sunset over the Pacific, setting the tone for days of culture, scenery, and relaxed island time ahead.

Visit ?Iao Valley State Park, where mist curls around rainforest ridges and the stream threads through taro and guava. Walk to viewpoints of the emerald ?Iao Needle, a 1,200-foot lava pinnacle rising above the valley’s lush floor and sacred sites.

Hear about ali?i chiefs and the 1790 Battle of Kepaniwai, when forces clashed in this dramatic gorge. The valley’s serene paths and misty valley walls reveal the deep cultural reverence Hawaiians hold for this landscape.

Savor a farm-to-table lunch at the storied Hali?imaile General Store, a former plantation provision shop turned culinary landmark. Seasonal menus spotlight fisherman’s catch, Kula greens, and island ranch beef, paired with bright tropical accents.

Chef-driven plates celebrate island produce and Asian-Hawaiian flavors, reflecting the diverse heritage of Upcountry Maui. The convivial setting and vintage photos offer a delicious window into plantation history and modern regional cuisine.

Witness dawn ignite the crater at Haleakala National Park, where a sunrise above the clouds washes cinder cones in rose and gold. At the 10,023-foot summit, learn about delicate alpine habitats and spot the rare Haleakala silversword clinging to the volcanic slopes.

Legends tell how Maui lassoed the sun to slow its journey, shaping island days. Select this as your included Choice experience during your time in Maui; high-altitude conditions reward with vast horizons and crystalline air.

Cruise the Lana?i coastline to sheltered coves, then snorkel a dazzling coral reef teeming with butterflyfish, parrotfish, and curious sea turtles. Clear water, lava ledges, and sunlit coral gardens make for vivid undersea panoramas.

Keep watch for playful spinner dolphins and, from December to April, breaching humpback whales. Gear, guidance, and reef-safe practices are provided. Choose this as your included Choice experience for a salty, sun-splashed day offshore.

Enjoy a hosted Dine-Around evening choosing from the resort’s acclaimed restaurants, or opt for the Wailele Lu?au for a feast under the stars. Expect island-fresh seafood, kalua pork, and bright tropical flavors paired with crafted cocktails.

If selecting the lu?au, classic Polynesian dance and storytelling unfold by torchlight as drums echo voyaging traditions. The torchlit shoreline mood and ocean breeze add a lyrical setting to this celebratory night.

Explore Hawai‘i Volcanoes National Park, a UNESCO World Heritage Site where Earth’s forces are on display. Walk ancient lava fields, feel heat from steaming sulfur vents, and take in sweeping views of the vast Kilauea Caldera along Crater Rim Drive.

Stories of Pele, goddess of volcanoes, intertwine with geology as Mauna Loa and Kilauea continue to shape the island. Ranger insights reveal how lava, forest, and culture are inseparably linked.

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