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

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

No Reviews No Booking FeesDedicated Travel Advisor
Fully Guided Coach Small Group Scenic
Our Price From 6,744 Per Person
Exclusive Savings 361 Per Person
 Trip Length
10 Days
 Trip Starts
Honolulu
 Trip Finishes
Kailua-Kona
10 Day Hawaii with Oahu, Maui & the Big Island (Small Group) Itinerary (Insight Vacations)
Countries Explored: USA
Our Price From 6,744 Per Person
Exclusive Savings 361 Per Person
 Trip Length
10 Days
 Trip Starts
Honolulu
 Trip Finishes
Kailua-Kona
10 Day Hawaii with Oahu, Maui & the Big Island (Small Group) Itinerary (Insight Vacations)
Countries Explored: USA
Trip Style
Regional Journey
Departures
Accommodation
4 - 4.5 Star
Max. Group Size
24
Guide Level
Fully Guided
Trip Code
SAPARK
Trip Style
Regional Journey
Departures
Accommodation
4 - 4.5 Star
Max. Group Size
24
Guide Level
Fully Guided
Trip Code
SAPARK

Overview

Book online and enjoy exclusive savings on Insight Vacations 10 Day Hawaii with Oahu, Maui & the Big Island (Small Group). 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 flavours. An incredible journey awaits as you get to know Oahu and Maui intimately while having time to relax at your oceanfront resorts.
Book online and enjoy exclusive savings on Insight Vacations 10 Day Hawaii with Oahu, Maui & the Big Island (Small Group). 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 flavours. An incredible journey awaits as you get to know Oahu and Maui intimately while having time to relax at your oceanfront resorts.

Itinerary

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 travellers for a dinner. (D) Stay: Hilton Hawaiian Village Waikiki Beach Resort, Oahu

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; ticket timing 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. (B)

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 favourite 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. (B/L)

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. (B/D) Stay: The Westin Maui Resort & Spa, Ka'anapali Beach, 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. (B/L)

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 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 travellers for dinner. (B/D)

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 speciality 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. (B) Stay: Hilton Waikoloa Village, Island of Hawai'i

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. (B/L)

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. (B/D)

Bid farewell to your fellow travellers and new friends and depart at leisure to the Kona airport filled with new memories and stories. (B)

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 travellers for a dinner. (D) Stay: Hilton Hawaiian Village Waikiki Beach Resort, Oahu

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; ticket timing 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. (B)

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 favourite 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. (B/L)

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. (B/D) Stay: The Westin Maui Resort & Spa, Ka'anapali Beach, 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. (B/L)

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 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 travellers for dinner. (B/D)

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 speciality 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. (B) Stay: Hilton Waikoloa Village, Island of Hawai'i

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. (B/L)

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. (B/D)

Bid farewell to your fellow travellers and new friends and depart at leisure to the Kona airport filled with new memories and stories. (B)

Trip Inclusions

  • Honolulu: Visit Pearl Harbour 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, honouring 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 366 m (1,200 ft) 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 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.

Choose between two carefully selected activities

  • Maui: Visit Haleakala National Park offering an astonishing volcanic landscape.
  • Maui: Cruise to the scenic coastline of Lanaʻi 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.

  • 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.

  • 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 checked suitcase on each inter-island flight. This fee is not covered by the prices is the responsibility of the guest. See Terms and Conditions for details. This trip experiences high elevations, we recommend guests with preexisting medical conditions talk with a doctor prior to travel.

  • 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 resort's other acclaimed restaurants.
  • 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.
  • Dining Summary: 4 Dinners (D), 9 Breakfasts (B), 3 Lunches (L)

  • Itinerary and inclusions are subject to change
  • Price is for land, cruise and internal flights as specified. Flights not specified are not included

  • Honolulu: Visit Pearl Harbour 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, honouring 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 366 m (1,200 ft) 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 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.

Choose between two carefully selected activities

  • Maui: Visit Haleakala National Park offering an astonishing volcanic landscape.
  • Maui: Cruise to the scenic coastline of Lanaʻi 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.

  • 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.

  • 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 checked suitcase on each inter-island flight. This fee is not covered by the prices is the responsibility of the guest. See Terms and Conditions for details. This trip experiences high elevations, we recommend guests with preexisting medical conditions talk with a doctor prior to travel.

  • 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 resort's other acclaimed restaurants.
  • 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.
  • Dining Summary: 4 Dinners (D), 9 Breakfasts (B), 3 Lunches (L)

  • Itinerary and inclusions are subject to change
  • Price is for land, cruise and internal flights as specified. Flights not specified are not included
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Brochure

Insight Vacations North & South America (2025-26) Brochure

Insight Vacations North & South America (2025-26)

Embark on a tour for the world’s most curious travelers. All the sights and insights, up close and personal, in ‘Business Class’ style. Our collection of carefully crafted premium experiences reveal North and South America through a new lens. Threaded throughout each day, they delight you from day one, until it’s time to go.

Brochure

Insight Vacations North & South America (2026-27) Brochure

Insight Vacations North & South America (2026-27)

Explore the diverse landscapes and cultures of North and South America on a premium guided journey with Insight Vacations. From the Rockies, Yellowstone, and vibrant U.S. cities to tango in Buenos Aires, glaciers in Patagonia, and the wonders of Machu Picchu, each itinerary blends immersive experiences with local expertise. With unforgettable dining,...more exclusive experiences, and breathtaking scenery, these tours showcase the Americas at their most authentic and awe-inspiring.

Availability USD USD

Sign Up SavingsSmall Group Departure
Saturday 20 Sep 2025
Monday 29 Sep 2025
Status
From: $7,026 $6,744
Save $282 Inquire
Sign Up SavingsSmall Group Departure
Saturday 20 Sep 2025
Monday 29 Sep 2025
Status
From: $8,855 $8,573
Save $282 Inquire
Saturday 07 Mar 2026
Monday 16 Mar 2026
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From: $7,425
  N/A
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Saturday 19 Sep 2026
Monday 28 Sep 2026
Status
From: $7,425 $7,064
Save $361 Inquire
Exclusive Savings
Saturday 18 Sep 2027
Monday 27 Sep 2027
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From: $7,775 $7,549
Save $226 Inquire
Saturday 07 Mar 2026
Monday 16 Mar 2026
Status
From: $9,375
  N/A
Sign Up SavingsPrice Drop Promise
Saturday 19 Sep 2026
Monday 28 Sep 2026
Status
From: $9,375 $9,014
Save $361 Inquire
Exclusive Savings
Saturday 18 Sep 2027
Monday 27 Sep 2027
Status
From: $9,725 $9,499
Save $226 Inquire
Note
A definite departure means minimum numbers have been reached for this departure to operate. Your Global Journeys Travel Advisor will check the availability of your departure date when you enquire. Additional savings may apply. T&C’s apply.
Note
Tour & cruises prices are per person. Prices shown have savings applied, are subject to availability and may be withdrawn at any time without notice. Pricing and trip details are correct at this point in time, however are subject to confirmation at the time of booking and are subject to change by Insight Vacations. For cruise itineraries, cabin images are sourced from Insight Vacations. These should be treated as indicative only. Cabin inclusions, upholsteries and room layout may differ to the image(s) shown depending on the ship selected and your sailing dates.

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