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2026

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2027

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2028

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Who is travelling?

AdultsAges 18 or above

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Hawaii with Oahu, Maui & the Big Island (Classic, With The Big Island, Intra Trip Air Hawaii 2 Flights)

10 days
From Honolulu to Kailua Kona
4.9
7 traveler reviews

No departure dates available

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Plan your adventure:
Explorer
Curated to ignite your sense of adventure
Fully Guided
An experienced guide will be with you for the entire tour
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 20 - 40
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Honolulu

    Meals
    Dinner
    Accommodation
    Hotel (Hilton Hawaiian Village Waikiki Beach Resort, Oahu)
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  2. Day 2

    Honolulu

    Meals
    Breakfast
    Accommodation
    Hotel (Hilton Hawaiian Village Waikiki Beach Resort, Oahu)

    Included Activities

    • Visit Pearl Harbor National Memorial and USS Arizona Memorial
    • Explore Pearl Harbor Visitor Center exhibits
    • Visit Punchbowl National Memorial Cemetery of the Pacific
    Landmarks
    Pearl Harbor National Memorial
    USS Arizona Memorial
    Punchbowl National Memorial Cemetery of the Pacific
  3. Day 3

    Oahu

    Meals
    Breakfast, Lunch (Al fresco, sustainably sourced Farm-to-Table lunch with views of the Legacy Forest)
    Accommodation
    Hotel (Hilton Hawaiian Village Waikiki Beach Resort, Oahu)

    Included Activities

    • Island tour with views from Pali Lookout towards Kaneohe Bay and Windward Coast
    • Journey beneath Ko'olau Cliffs and along rugged coastline
    • MAKE TRAVEL MATTER® Experience with Local Expert in Hawaiian Legacy Forest
    • Al fresco, sustainably sourced Farm-to-Table picnic lunch with Legacy Forest views
    • Visit North Shore
    • Stroll through Haleiwa boutiques and plantation-era buildings
    Landmarks
    Pali Lookout
    Ko'olau Cliffs
    Haleiwa
  4. Day 4

    Honolulu to Kahului

    Meals
    Breakfast
    Accommodation
    Hotel (The Westin Maui Resort & Spa, Ka'anapali Beach, Maui)

    Included Activities

    • Visit Iao Valley State Park
    • See the Iao Needle landmark

    Optional Activities

    • Wailele Luau with traditional Polynesian cuisine, dance and storytelling
    • Resort's other acclaimed restaurants for Dine-Around Evening
    Landmarks
    Iao Valley State Park
    Iao Needle
    Itinerary Image 1
  5. Day 5

    Maui - Upcountry

    Meals
    Breakfast, Lunch (Farm-to-Table lunch at Hali'imaile General Store featuring locally sourced Hawaiian produce, meats and products with fresh Hawaiian flavors and local Asian influences)
    Accommodation
    Hotel (The Westin Maui Resort & Spa, Ka'anapali Beach, Maui)

    Included Activities

    • Visit one of the last working pineapple farms with Local Expert
    • Sample Maui Gold pineapple variant
    • Farm-to-Table lunch at Hali'imaile General Store
    Landmarks
    Hali'imaile General Store
  6. Day 6

    Maui

    Meals
    Breakfast, Dinner
    Accommodation
    Hotel (The Westin Maui Resort & Spa, Ka'anapali Beach, Maui)

    Included Activities

    • Insight Choice: Sunrise at Haleakala National Park with volcanic landscape views
    • Insight Choice: Learn Hawaiian legends about the active volcano
    • Insight Choice: See the unique Haleakalā Silversword plant
    • Insight Choice: Cruise to scenic coastline of Lana'i island and snorkel coral reef
    Landmarks
    Haleakala National Park
    Lana'i
  7. Day 7

    Kahului to Kona

    Meals
    Breakfast
    Accommodation
    Hotel (Hilton Waikoloa Village, Island of Hawai'i)

    Included Activities

    • Explore Kailua-Kona
    • Join Local Expert for Kona coffee learning experience
    • Taste gourmet Kona coffee specialty
    • Tour organic coffee fields and see native plants and fruits
    Landmarks
    Kailua-Kona
  8. Day 8

    Hawai'i - Big Island

    Meals
    Breakfast, Lunch
    Accommodation
    Hotel (Hilton Waikoloa Village, Island of Hawai'i)

    Included Activities

    • Visit Rainbow Falls in Wailuku River State Park
    • Visit Hawai'i Volcanoes National Park UNESCO World Heritage Site
    • Walk across ancient lava fields and steaming vents
    • Learn about Mauna Loa and Kīlauea volcanoes
    Landmarks
    Rainbow Falls
    Wailuku River State Park
    Hawai'i Volcanoes National Park
    Kilauea
    Mauna Loa
  9. Day 9

    Hawai'i - Big Island

    Meals
    Breakfast, Dinner
    Accommodation
    Hotel (Hilton Waikoloa Village, Island of Hawai'i)

    Included Activities

    • Pool and leisure activities at resort

    Optional Activities

    • Spa treatment
    • Snorkel in local lagoon to spot rare green sea turtles
    • Optional helicopter experience for views over Big Island's remote north shore
  10. Day 10

    Kona

    Meals
    Breakfast

Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

What's Included

Expand All
  • Accommodation
  • Flights
  • Guide
  • Meals
  • Additional Services
  • Transport

Where You'll Stay

All accommodations are subject to change
Gold Operator
Rating
4.5(783 reviews)
Response time
10 hours
Response rate
68%
Cancellation policy

Traveler Reviews

4.9
Overall rating based on 7 Reviews
  • Itinerary
    4.8
  • Transport
    5.0
  • Guide
    5.0
  • Accommodation
    5.0
  • Food
    5.0
  • 4.5

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  • Hawaii with Oahu, Maui & the Big Island (Classic, With The Big Island, Intra Trip Air Hawaii 2 Flights) reviewer 1
    October 1st, 2025
    It was outstanding all around. The itinerary was amazing and so was the guide! She was very helpful, even at times...
    Show more
    Traveled in September 2025
    Reply from: Insight Vacations
    Thank you for travelling with us and for sharing such positive feedback. We are delighted to hear that you found the experience outstanding and that the itinerary exceeded your expectations. It is especially pleasing to know that your Travel Director provided such attentive and supportive service throughout your journey, always being responsive and helpful whenever you needed assistance. Your enthusiasm and kind words mean a great deal to us, and we are thrilled to hear that you would choose to travel with us again. We very much look forward to welcoming you back on another adventure in the future.
    Show more
  • K
    March 5th, 2024
    My first experience with an organized tour like this. Expense alone will limit future trips. Much more walking than...
    Show more
    Traveled in January 2024
    Reply from: Insight Vacations
    Thank you for taking the time to share your feedback with us. We are thrilled you enjoyed our exciting itinerary and found our Travel Director knowledgeable and professional. At Insight Vacations, we take great pride in having team members who are an asset, and we remain committed to providing the best possible service to our guests. We are sorry to hear that the trip did not meet your expectations in terms of the amount of walking and pace of the tour. We suggest trying our Easy Pace Tour. This tour allows for relaxed starts, more free time, and up to three days in each location to enhance your travel experience. We hope you had a relaxing vacation, and thank you for choosing our tour company.
    Show more
  • A
    February 19th, 2024
    Insights Tours are always amazing and this one was no exception. Nice balance of free time to relax and experience...
    Show more
    Traveled in February 2024
  • P
    October 14th, 2023
    Everything went according to schedule and the tour was well organized. I learned so much at the Gunstock Ranch; the...
    Show more
    Traveled in September 2023
    Reply from: Insight Vacations
    We appreciate you taking the time to provide us with insightful feedback regarding your recent trip to Hawaii. It is reassuring that you found our Travel Director knowledgeable about the destination and you were able to experience the best of what this island offers. We recognise that having a great Travel Director is an essential part of our trips by being professional, passionate about travel, and giving the best service to our travellers during their vacation. We cannot wait to share another memorable trip with you.
    Show more
  • Y
    October 9th, 2023
    The tour overall was great. The accommodations on Maui were particularly outstanding. I found working with Tourradar...
    Show more
    Traveled in September 2023
  • K
    October 30th, 2022
    The tour and tour director were great!
    Traveled in October 2022
  • Hawaii with Oahu, Maui & the Big Island (Classic, With The Big Island, Intra Trip Air Hawaii 2 Flights) reviewer 7
    October 7th, 2022
    Best vacation ever! Loved not planning any of the details. We just showed up. Our tour guide Andrew was the best. He...
    Show more
    Traveled in August 2022
    Reply from: Insight Vacations
    We are delighted to learn that our valuable guests had a wonderful time touring Hawaii with us. Thank you for reviewing your trip with us, and we hope you returned home with great memories, and we cannot wait for the chance to assist you in planning your next trip with us.
    Show more

Dates & Availability

Select departure month and travellers

Select Date

Select departure month

2026

Jan
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May
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Sep
Oct
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2027

Jan
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Apr
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Jul
Aug
Sep
Oct
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2028

Jan
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Apr
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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
  • From Saturday
    12 Sep, 2026
    To Monday
    21 Sep, 2026
    English
    Almost Sold Out
    Check the availability with the operator
    Departure on request
    From:
    US $6,416 per person
    Multiple Room Types
    Additional Upfront
    $234
  • Instant Confirmation
    -10%
    From Saturday
    10 Oct, 2026
    To Monday
    19 Oct, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $6,416
    US $5,774 per person
    Multiple Room Types
    Additional Upfront
    $234
  • Instant Confirmation
    From Saturday
    7 Nov, 2026
    To Monday
    16 Nov, 2026
    English
    Filling Fast
    From:
    US $6,416 per person
    Multiple Room Types
    Additional Upfront
    $234
  • Instant Confirmation
    From Saturday
    5 Dec, 2026
    To Monday
    14 Dec, 2026
    English
    Filling Fast
    From:
    US $6,416 per person
    Multiple Room Types
    Additional Upfront
    $234

Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

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Can’t find the answer to your question?
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No departure dates available

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Good to Know

Tour ID: 314682

  • Currency
    $
    US Dollar
    USA
  • Plugs & Adapters

  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before August 28th, 2026 a full payment is necessary. For tours departing after August 28th, 2026, a minimum payment of $200 is required to confirm your booking with Insight Vacations. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 95 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Insight Vacations will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Insight Vacations" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec