Hawaii with Oahu & Maui (With the Big Island, Small Groups)

10 days
Save this trip to your favorites or other list
Additional images not provided by operator
4.6/5 Excellent
100+ reviews  
97%
Save this trip to your favorites or other list
Group Tour
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 k...
$4,964
From$7,026
See departure dates

Overview

Trip type
Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

    • Maui: Visit Ioa Valley State Park, burial site of Hawaii's chiefs for centuries
    • Honolulu: Visit Pearl Harbor and step aboard the USS Arizona Memorial and recount the events that led the US to join World War II.
    • 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.
    • 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.
    • Maui: Visit the awe-inspiring Iao Valley State Park and see the 1,200-foot (366 meter) landmark Iao Needle, overlooking the final resting place of Hawaii’s native chiefs.
    • Hawaii: Visit the UNESCO World Heritage listed Hawai'i Volcanoes National Park. Take in sights along Crater Rim Drive for views of the Kilauea Caldera.
    • 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 aboutincredibleKona 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.
    • Oahu: Dive into an al fresco, sustainably sourced Farm-to-Table lunch while enjoying epic views of the North Shore.

What's this trip about?

    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.

Details

Itinerary focusClassic Highlights
Group sizeGroup - max of 40 people
Age range6 years and up
Flights and transport
Start CityHonolulu
End CityKona

Travel Themes

  • Cultural
  • Education / Learning

Destinations

Activities

  • Culture
  • Historic Sightseeing

Max Group Size

  • Max Group Size: 40

Itinerary

Travel Map

Day 1: 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 ...

Day 2: 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 sa...

Day 3: 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 h...

Day 4: 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 ove...

Day 5: 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 ...

Day 6: 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 Haleakalā Silversword plant. Alternatively, cruise to the sceni...

Day 7: 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 ab...

Day 8: 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 Isl...

Day 9: 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 for dinner and toast to your travels.

Hilton Waikoloa Village, Island of Hawai'i

Breakfast, Dinner with Wine

Day 10: 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.

Breakfast

Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
  • Expert designs the itinerary for you, and once approved, takes care of logistics
Design custom trip

Dates & Availability

Price From $7,026
Price per day$703
Last Updated: 3/14/2025
Departure Date
Finish Date
Double Room (Shared)
Single Room
Availability
22 Mar 2025
28 Mar 2025
$4,036
$5,276
10 May 2025
16 May 2025
$4,036
$5,276
14 Jun 2025
20 Jun 2025
$4,718
$5,958
28 Jun 2025
04 Jul 2025
$4,036
$5,276
12 Jul 2025
18 Jul 2025
$4,172
$5,412
26 Jul 2025
01 Aug 2025
$4,172
$5,412
09 Aug 2025
15 Aug 2025
$4,172
$5,412
23 Aug 2025
29 Aug 2025
$4,172
$5,412
06 Sep 2025
12 Sep 2025
$4,263
$5,503
13 Sep 2025
19 Sep 2025
$4,263
$5,503

Check current availability, prices, specials & more.

The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

Travelstride Gift Card
One card, thousands of extraordinary trips
Gifts Card

Insight Vacations Reviews & Ratings

4.6/5  Excellent
Excellent
13,973
Great
3,012
Average
960
Disappointing
265
Terrible
221
Write a Review

Other Insight Vacations Reviews

K

Kapila Karunaratna

Mar 2025

Written on

Spiritual & Cultural: India & Nepal

"Classical India with Nepal" by Insight Travel, offers a comprehensive e...

K

Kalani Parker

Mar 2025

Written on

Easy Pace Italy

It was well thought out & very organized. The tour director was very knowledgeable about the history of each places we visited, & all the guides as well. T...

T

Trusted Customer

Mar 2025

Written on

Loved the Easy Pace Tour of Italy!

Our tour guide was top notch. His knowledge about Italy really enhanced our trip.

Write a Review

Tour Operator

About Travelstride

Find your perfect trip

An epic selection of pre-planned trips on every continent, for every style. Thousands of itineraries from over 1,000 trusted travel companies.

Save time

Use simple search and comparison tools to easily find the best trip. Don't sweat the logistics — travel providers plan for you.

Save money

Book directly with the operator. See inclusive packages for the best values, and get access to amazing deals.

Travel confidently

Read unbiased user reviews, pick the operator that suits your needs, and connect with them directly.

Logistics

Accommodation

  • Hilton Hawaiian Village Waikiki Beach Resort, Oahu
  • The Westin Maui Resort & Spa, Ka'anapali Beach, Maui
  • Hilton Waikoloa Village, Island of Hawai'i
Travel Insurance
We strongly recommend purchasing travel insurance alongside your travel package to safeguard against unforeseen circumstances such as medical expenses, trip cancellations, and other contingencies. It offers you peace of mind and ensures you are prepared for unexpected events that may occur before or during your journey
Visa requirements
Visa requirements vary depending on your country of origin and your country of destination. It is your responsibility to familiarize yourself with the relevant requirements. For a handy tool that can help you quickly find the requirements, please visit this link .
Meals Included
  • 4 Dinner with Wine (DW)
  • 9 Breakfast (B)
  • 3 Lunch (L)
Age Requirements
6 years and up
Additional Information
[object Object]
Trip ID
insightvacations-SAPAR2ZN20

Become a member

(it's free)
  • Save up to $700 per person
  • Access members-only specials
  • Personalize trip recommendations
Sign up and save
Top Tour Companies on Travelstride:
All 1,600+ companies >
Sign in to reveal savings up to $700 per person!