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Printable itinerary

Hawaii: Oahu, the Big Island and Maui

9 days · Honolulu to Kahului · up to 12 guests

From CAD 8,295 per person, sharing a room (estimated price. Estimated price. The itinerary, hotels and availability are proposed and subject to confirmation. Your quote will set out the booking conditions; sending a request does not confirm a booking.)

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Day by day

Itinerary

The longest drive is 4 h, on day 3.

KAUAIOAHUMOLOKAILANAIMAUIBIG ISLANDPacific Ocean123WaikikiDays 1 to 4Pearl HarborDay 2HaleiwaDay 3HiloDays 4 to 7Akaka FallsDay 6MaunakeaDay 6KilaueaDay 5Iao ValleyDay 7KiheiDays 7 to 9HaleakalaDay 8
  1. Honolulu3 nights
  2. Hilo3 nights
  3. Kihei2 nights
  4. Kahuluiend
  • Overnight stop
  • Day trip
  • By boat or train
  1. Day 1: Arrive in Honolulu

    Honolulu airport (HNL) to Waikiki

    • Drive about 30 min
    • Welcome dinner
    • Stay in Honolulu
    Day 1 details

    Fly into Daniel K. Inouye International Airport (HNL) in Honolulu, ideally landing by about 3 pm. Many approaches pass low over the mouth of Pearl Harbor, where you will be tomorrow morning, so take a window seat if you can. Our driver meets you at arrivals and takes you to your hotel in central Waikiki, about 30 to 40 minutes away depending on traffic. If you land early, leave your bags and walk the beach along Kalakaua Avenue towards the outline of Diamond Head, or swim inside the Kuhio Beach breakwater, where the water is calm. At about 6 pm your See Sight Tours guide meets the group in the hotel lobby to talk through the week, the two inter-island flights and the two very early starts, then we walk to a welcome dinner nearby. Most guests from Canada and the mainland wake early on their first morning in Hawaii, which suits tomorrow's start.

    Included

    • Arrival transfer from Honolulu airport (HNL) to your Waikiki hotel
    • Welcome meeting with your guide
    • Welcome dinner in Waikiki

    Free time: Afternoon free before the welcome meeting

    Activity: Landing after 6 pm? Your guide catches you up at breakfast.

    Apartment and hotel towers of Honolulu lit up at night under a black sky, with a dark glass high-rise in the centre
    Honolulu's towers at night, between downtown and Waikiki Photo: Daniel Ramirez, CC BY 2.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Close-up_of_Azure_at_night,_Honolulu,_Hawaii.jpg)
  2. Day 2: Pearl Harbor and royal Honolulu

    Waikiki to Pearl Harbor National Memorial, then Punchbowl and downtown Honolulu

    • Drive about 1.5 h
    • Breakfast and lunch
    • Stay in Honolulu
    Day 2 details

    We leave Waikiki at about 6:45 am to be at Pearl Harbor National Memorial for one of the first USS Arizona Memorial programs of the day, before the coach tours build up. A short documentary sets the scene for the attack of 7 December 1941, then a Navy shuttle boat takes you out to the white memorial built across the sunken battleship, where 1,177 of her crew died; small drops of oil still rise from the hull. Back on shore there is time for the museums on the harbour front. Then up to the National Memorial Cemetery of the Pacific in Punchbowl Crater for the view across the city, and a sit-down lunch downtown. In the afternoon a guided tour of Iolani Palace, home of Hawaii's last two monarchs, King Kalakaua and Queen Liliuokalani, then a short walk past the Kamehameha statue and the State Capitol. You are back in Waikiki by about 3:30 pm, with the evening free.

    Included

    • Pearl Harbor National Memorial with the documentary and the boat to the USS Arizona Memorial
    • National Memorial Cemetery of the Pacific, Punchbowl Crater
    • Iolani Palace guided tour
    • Downtown Honolulu walk: the Kamehameha statue and the State Capitol
    • Sit-down lunch downtown

    Optional experiences

    • Luau or Hawaiian cultural evening in Waikiki. Booked on request; the price is shown when you book

    Free time: Evening free in Waikiki

    Activity: Bags are not allowed at the USS Arizona Memorial. Iolani Palace tours run Tuesday to Saturday, so departures are set for day 2 to fall on one of those days.

    The blue entrance channel of Pearl Harbor seen from the air, with green shores, naval piers and the Honolulu suburbs behind
    The entrance channel to Pearl Harbor from the air Photo: Coolcaesar, CC BY 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Entrance_to_Pearl_Harbor.jpg)
  3. Day 3: Diamond Head and around Oahu

    Diamond Head, the southeast shore and windward coast, the North Shore and Haleiwa, back through central Oahu

    • Drive about 4 h
    • Breakfast and lunch
    • Stay in Honolulu
    Day 3 details

    An early start for the one climb on Oahu. We are at Diamond Head State Monument when it opens at 6 am, with our entry slot booked, to walk up the crater trail before the heat: about 1.3 km each way and 170 m of climbing on a paved, then rocky path with stairs and a short tunnel, ending at an old summit bunker that looks straight down on Waikiki. Then the long loop around the island, about four hours of driving in the day, broken by a stop every half hour or so: the Halona Blowhole and the Makapuu lookout on the southeast shore, the fluted green cliffs of the Koolau range along the windward coast, and the North Shore, where winter swells bring big waves to Sunset Beach, the Banzai Pipeline and Waimea Bay. Lunch is in Haleiwa, the old plantation town, with time for shave ice. We return through the farmland of central Oahu to Waikiki by about 5 pm.

    Included

    • Diamond Head State Monument crater trail at the 6 am opening
    • Halona Blowhole and Makapuu lookout
    • The windward coast below the Koolau cliffs
    • North Shore surf beaches: Sunset Beach, the Banzai Pipeline and Waimea Bay
    • Lunch in Haleiwa

    Easier option: Stay on the crater floor while the group climbs Diamond Head, about 1.5 hours, then join the island loop.

    Free time: Evening free in Waikiki

    Activity: Total driving today is about 4 hours over about 190 km, in stretches of 30 to 45 minutes between stops. Diamond Head entry for visitors is by advance reservation, which we make. The North Shore surf is biggest from about November to March; swim only where lifeguards say it is safe.

  4. Day 4: Fly to Hilo on the Big Island

    Honolulu airport to Hilo (ITO), then Imiloa, Rainbow Falls and Liliuokalani Gardens

    • Drive about 1 h
    • Breakfast and lunch
    • Stay in Hilo
    Day 4 details

    After breakfast we fly from Honolulu to Hilo, about 50 minutes nonstop, on the wet, green, windward side of the Big Island. Hilo is the island's old working town, on a bay struck by tsunamis in 1946 and 1960, which is why much of the waterfront is park rather than a street of shops. Lunch is in town, then the afternoon starts at the Imiloa Astronomy Center, which tells the story of Polynesian navigation by the stars alongside the work of the observatories on Maunakea, where we go on day 6. At Rainbow Falls the Wailuku River drops about 24 m into a deep pool, and on sunny mornings a rainbow often forms in the spray. To finish, an easy walk through the Japanese-style Liliuokalani Gardens and across the footbridge to Coconut Island, with Maunakea above the town on a clear evening. Hilo is your base for three nights, so you unpack once.

    Included

    • Transfer to Honolulu airport
    • Flight from Honolulu (HNL) to Hilo (ITO) with one checked bag
    • Imiloa Astronomy Center
    • Rainbow Falls
    • Liliuokalani Gardens and Coconut Island
    • Lunch in Hilo

    Free time: Evening free in Hilo

    Activity: Imiloa is closed on Mondays; on those departures we visit it on the afternoon of day 6.

  5. Day 5: Hawaii Volcanoes National Park

    Hilo to the summit of Kilauea, Kilauea Iki or the Crater Rim Trail, Nahuku and the Chain of Craters Road, back to Hilo

    • Drive about 3.5 h
    • Breakfast and lunch
    • Stay in Hilo
    Day 5 details

    A full day in Hawaii Volcanoes National Park, a UNESCO World Heritage Site about 45 minutes' drive from Hilo. We leave at 7:30 am to reach the summit of Kilauea before most day tours arrive from the Kona side. At the Kilauea Visitor Center the rangers post what the volcano is doing that day; Kilauea has erupted in episodes at its summit since December 2024, so you may see a plume or a glow, but nobody can promise lava. Then a choice of walks: the Kilauea Iki trail, about 5 km down through a forest of tree ferns and across the floor of a crater that was a lake of lava in 1959, or an easier stretch of the Crater Rim Trail past steam vents and sulphur banks. After lunch in Volcano village we walk through Nahuku, a lit lava tube, and drive the Chain of Craters Road, which drops about 1,100 m in 30 km to the coast at the Holei Sea Arch. Back in Hilo by about 6 pm.

    Included

    • Hawaii Volcanoes National Park entry
    • Kilauea Visitor Center and the summit caldera overlooks
    • Kilauea Iki trail or the Crater Rim Trail and steam vents
    • Nahuku lava tube
    • Chain of Craters Road to the Holei Sea Arch
    • Lunch in Volcano village

    Easier option: The Crater Rim Trail past the steam vents, mostly level, about 2 km.

    More active option: The Kilauea Iki trail, about 5 km, 120 m down to the crater floor and back up.

    Free time: Evening free in Hilo

    Activity: Walks are on uneven lava and can be wet; wear closed shoes and bring a rain layer. The summit area is about 1,200 m and cooler than Hilo.

    A gravel path running through a dense forest of tall tree ferns and sunlit green fronds on the Crater Rim Trail
    Tree ferns on the Crater Rim Trail, Hawaii Volcanoes National Park Photo: Trougnouf (Benoit Brummer), CC BY 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Crater_Rim_Trail,_Hawai%CA%BBi_Volcanoes_National_Park_(DSC00515).jpg)
  6. Day 6: Akaka Falls and sunset on Maunakea

    Hilo to Akaka Falls on the Hamakua Coast, a free afternoon, then the Saddle Road to the Maunakea Visitor Information Station

    • Drive about 3.5 h
    • Breakfast and dinner
    • Stay in Hilo
    Day 6 details

    A slow morning, then a 30-minute drive up the Hamakua Coast to Akaka Falls State Park, where a paved loop of about 650 m with steps leads through rainforest to the falls, dropping about 135 m into a gorge. Back in Hilo by lunchtime, the afternoon is free: the farmers market, the Pacific Tsunami Museum or a rest before a late evening. At about 4 pm we drive the Saddle Road between Maunakea and Mauna Loa and turn up the mountain to the Maunakea Visitor Information Station at about 2,800 m, roughly 1 hour 15 minutes from Hilo. We stop there to adjust to the altitude, watch the sun set above the clouds and eat a packed supper, then your guide shows you the night sky once it is dark, with a telescope session where the visitor station or a local partner runs one. We do not go on to the 4,207 m summit, which needs a four-wheel-drive vehicle and is not advised for everyone. Back in Hilo by about 9 pm.

    Included

    • Akaka Falls State Park entry and loop walk
    • Sunset at the Maunakea Visitor Information Station, about 2,800 m
    • Stargazing with your guide, with a telescope where one runs
    • Packed supper and hot drinks on the mountain

    Easier option: Stay in Hilo for the evening instead of going up the mountain.

    Free time: Afternoon free in Hilo

    Activity: It is often near freezing after sunset at 2,800 m; bring a warm jacket, hat and gloves. Not advised in pregnancy or with heart or breathing conditions.

  7. Day 7: Fly to Maui and Iao Valley

    Hilo airport (ITO) to Kahului (OGG), Iao Valley and Wailuku, then Kihei

    • Drive about 1 h
    • Breakfast and lunch
    • Stay in Kihei
    Day 7 details

    We fly from Hilo to Kahului on Maui this morning, about 40 minutes on the nonstop flight, which we confirm for your date when you book. From the airport it is a short drive up into the West Maui Mountains to Iao Valley State Monument, where a paved path and steps lead to a view of the Iao Needle, a green spire rising about 370 m from the valley floor. In 1790 the valley saw the battle of Kepaniwai, part of Kamehameha's campaign to bring the islands under one rule. Entry for visitors is by advance reservation, which we make. Lunch is in Wailuku, Maui's old county town, then we drive south across the isthmus to Kihei on the sunny, dry south shore, your base for two nights, a short walk from the beach and restaurants. The rest of the day is free to swim, and your guide briefs the group on tomorrow's very early start.

    Included

    • Transfer to Hilo airport
    • Flight from Hilo (ITO) to Kahului (OGG) with one checked bag
    • Iao Valley State Monument entry and walk
    • Lunch in Wailuku

    Free time: Afternoon and evening free in Kihei

    Activity: An early night helps: tomorrow's pickup is at about 3 am.

  8. Day 8: Sunrise on Haleakala

    Kihei to the summit of Haleakala for sunrise, then Upcountry Maui and back to Kihei

    • Drive about 3.5 h
    • Breakfast and dinner
    • Stay in Kihei
    Day 8 details

    The early start of the trip, and the reason for it. We leave Kihei at about 3 am, the exact time set by the season's sunrise, and climb the switchbacks into Haleakala National Park in the dark, about 1 hour 45 minutes, to the summit area at 3,055 m. Sunrise needs a park reservation or a licensed operator's permit, and we hold one. The sun comes up over a sea of cloud and lights the crater below, a basin of red and grey cinder cones about 11 km long. It is often near freezing at dawn; we bring blankets and hot drinks. After sunrise there is a short walk to a viewpoint and a look for the silverswords, a plant that grows almost nowhere else. Breakfast is in Upcountry Maui among the farms and ranches of Kula, and you are back in Kihei by late morning to sleep or swim. In winter a whale watch leaves from Maalaea, 20 minutes away, in the afternoon. Farewell dinner tonight.

    Included

    • Haleakala National Park entry and sunrise reservation
    • Sunrise at the summit area, 3,055 m, with blankets and hot drinks
    • Breakfast in Upcountry Maui
    • Farewell dinner

    Optional experiences

    • Whale watch from Maalaea, December to April. About 2 hours in the afternoon; the price is shown when you book

    Easier option: Stay in the warm vehicle while the group walks to the viewpoints.

    More active option: Walk a short way down the Keoneheehee (Sliding Sands) trail into the crater and climb back slowly at altitude.

    Free time: Late morning and afternoon free in Kihei

    Activity: Bring every warm layer you have. Not advised in pregnancy or with heart or breathing conditions.

  9. Day 9: A last swim and depart from Maui

    A morning snorkel off Kihei, then Kahului airport (OGG)

    • Drive about 45 min
    • Breakfast
    Day 9 details

    A last morning on the south shore. At about 8 am your guide takes anyone who wants to snorkel to a calm reef along the Kihei and Wailea coast, when the water is usually at its flattest before the afternoon trade winds. Masks and fins are provided, and green sea turtles are often grazing on the reef: give them at least 3 m, as touching or chasing them is against the law in Hawaii. Others can take a slow breakfast or walk the beach path. We check out late in the morning and drive about 30 minutes to Kahului airport (OGG), arriving by about 12:30 pm, where our service ends. Kahului has nonstop flights to the US West Coast, and we confirm your flight options home when you book. Book a flight leaving after about 2:30 pm, or stay on: we can add nights on Maui at the group hotel.

    Included

    • Guided morning snorkel with masks and fins
    • Transfer to Kahului airport (OGG)

    Easier option: Skip the snorkel; breakfast and the beach path instead.

    Activity: Book your flight home to leave Kahului after about 2:30 pm.

Wildlife and weather: Hawaii is warm all year: about 27 to 31 C by day on the coast in summer and 25 to 28 C in winter. Hilo is one of the wettest towns in the United States, so expect showers on the Big Island days in any month; Waikiki and Kihei are much drier. From about December to April humpback whales winter around Maui, and from about November to March big swells reach Oahu's North Shore, which closes some beaches to swimmers. On Maunakea and Haleakala it can be near freezing at night and dawn in every season.

8 nights

Where you'll stay

Your hotels are named in your trip confirmation.

  • Honolulu3 nights
  • Hilo3 nights
  • Kihei2 nights

One price

What's in the price

Included

Accommodation

  • 8 nights: 3 in Waikiki (Honolulu), 3 in Hilo on the Big Island and 2 in Kihei on Maui
  • Central hotels of a 3-star-plus standard, close to the beach or the town centre; we name each hotel when we confirm your dates
  • Hotel taxes and mandatory resort fees
  • Rooms shared, or your own for a supplement

Transport

  • Arrival transfer from Honolulu airport (HNL) and departure transfer to Kahului airport (OGG)
  • Two inter-island flights, Honolulu to Hilo and Hilo to Kahului (or via Honolulu), each with one checked bag
  • A vehicle and driver for the group on each island, from a local partner
  • The Navy shuttle boat to the USS Arizona Memorial

Your guide

  • A See Sight Tours guide with the group from the welcome meeting on day 1 to the airport on day 9, including on the flights
  • Park rangers, palace docents and licensed local partner guides where sites require them

Activities

  • Oahu: Pearl Harbor National Memorial and the USS Arizona Memorial, Punchbowl, Iolani Palace guided tour, downtown Honolulu walk, Diamond Head State Monument, and the island loop to the North Shore and Haleiwa
  • Big Island: Imiloa Astronomy Center, Rainbow Falls, Liliuokalani Gardens, Hawaii Volcanoes National Park with the Kilauea Iki or Crater Rim walk, Nahuku lava tube and the Chain of Craters Road, Akaka Falls State Park, and sunset and stargazing at the Maunakea Visitor Information Station
  • Maui: Iao Valley State Monument, sunrise at the summit of Haleakala National Park with breakfast in Upcountry Maui, and a guided morning snorkel with gear
  • All park, monument and state park entry fees and reservations for the visits above

Meals

  • 8 breakfasts
  • 5 lunches
  • 3 dinners: a welcome dinner in Waikiki, a packed supper on Maunakea and a farewell dinner on Maui

Not included

  • International flights to Honolulu and home from Kahului
  • US entry documents: an ESTA or visa where needed
  • Travel insurance
  • Meals not listed above
  • Drinks
  • Tips for your guide, drivers and local guides
  • Optional activities, such as a luau on Oahu or a whale watch on Maui
  • Extra checked bags on the inter-island flights
  • Personal expenses

Extras

Room of your own
CAD 1,495 (estimated price)

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