Luxury Cruise Planning • Groups • Honeymoons • Milestone Travel
Elevated Travel Experiences
← Back to United States Experiences
Kahului · Hawaii · United States

10-Day Hawai'i Adventure: Explore Maui & The Big Island

Starting From From $7,489.00 per person Current Project Expedition rate
10 Days 3.99 / 5 0 reviews Moderate activity level Small Group Multiday Trip Operated by Southwest Adventure Tours
Share This Experience Facebook X WhatsApp Email Postcard
Experience inventory, live availability and secure booking provided by Project Expedition
The Experience

What your day looks like

Experience the magic of two extraordinary Hawaiian Islands in one unforgettable journey. From the golden beaches and volcanic peaks of Maui to the wild rainforests and fiery heart of the Big Island, this 10-day small group adventure offers a perfect blend of relaxation, discovery, and awe. Begin in sun-kissed Maui, where you'll watch cliff divers leap into the ocean at sunset, ascend Haleakala for surreal volcanic vistas, and snorkel the crystal-clear waters of Molokini Crater. Enjoy panoramic road trips through lush valleys and past cascading waterfalls on the legendary Road to Hana, culminating in a festive luau celebrating local culture. Next, fly to Hawai'i Island, where coffee fields, sacred temples, and black sand beaches await. Stand in the shadow of active volcanoes on an e-bike tour of Volcanoes National Park and feel the power of nature all around you. Dive into the underwater world off Kona's coast, sailing, snorkeling, and even swimming with manta rays under the stars. From sunrise on the summit of Maunakea to stargazing with telescopes and learning traditional Polynesian navigation, each moment brings you close to the islands' soul. Whether you're indulging in gourmet beachfront dinners, visiting historic churches, or simply watching dolphins from your catamaran, this tour combines adventure, culture, and serenity in perfect harmony

At a Glance

The experience, in brief

  • Cliff diving at Black Rock & Welcome Dinner in Kaanapali
  • Sunrise at Haleakala Crater & cultural stops in Makawao and Lāo Valley
  • Snorkeling at Molokini & Turtle Town aboard a luxury catamaran
  • Epic drive on the Road to Hana with organic farm lunch and evening luau
  • Craft your own Kona Coffee at a local plantation
  • Ebike through Volcanoes National Park & explore Rainbow Falls
  • Catamaran snorkel adventure at Red Hill with BBQ lunch
  • Sunset summit and stargazing experience at Maunakea
  • Optional: Helicopter ride over Kohala Coast or night manta ray swim
  • Farewell dinner at Brown's Beach House, a beachfront finedining finale
Your Itinerary

Your day, step by step

Day 1

Kahului

Arrive at Kahului Airport (OOG), then take an Uber or taxi to our Kaanapali hotel, The Outrigger Kaanapali Resort. Walk out to the beach to watch the sunset, and cliff diving at Black Rock.

Continued

Kahului

After sunset you will then walk to the Welcome Dinner near our hotel.

Continued

Kahului

Hotel

Day 2

Kahului

Wildlife & Eco Tourism at Haleakalā. Today, we venture to Haleakala, "House of the Sun," to experience breathtaking views of landscapes and skyscapes from an elevation of 9,740 feet above sea level. We'll see the red slopes of the dormant volcanoes and endemic flora, and we'll keep an eye out for the indigenous Nene bird.

Continued

Kahului

As we descend Haleakala, we'll stop for breakfast in Makawao, known for its cattle and Paniolo history.

Continued

Lahaina

Sightseeing at Iao Valley State Park. If you have room after breakfast, pop into Komoda Store and Bakery for a famous cream puff or a donut on a stick! This morning, we will visit the sacred Iao Valley State Monument and take in the towering peaks and tropical flora of Hawaii. A short walk to the viewing platform at Ioa Needle provides stunning views of the valley. After a full morning of activities, it's time to head to the hotel. You will have the afternoon and the evening to yourself.

Continued

Kahului

Hotel

Day 3

Kahului

Swimming. Today, get ready for an incredible adventure on an all-day trip to the super cool town of Hana. The journey itself is the best part! The road to Hana is famous for being one of the most epic drives in the world. It twists and turns along the coast with breathtaking views of the Pacific Ocean, tons of waterfalls to check out (and maybe even swim in!), and amazing tropical plants everywhere. You won't be disappointed! Stop along the way at some of Hana's most well-known locations, including a park where you can swim in a waterfall-fed pool (weather permitting).

Continued

Kahului

Relax and enjoy an included lunch on an organic farm. Return to the Resort for a relaxing evening on your own.

Continued

Kahului

Hotel

Day 4

Kahului

Boating at Molokini. This morning, we'll travel to the south shore of Maui for some fun in the water and sun. Board Trilogy's spacious 54' sloop-rigged sailing catamaran with ample room for lounging and unobstructed views of Kahoolawe and Lanai.

Continued

Kahului

Enjoy breakfast and Lunch on board.

Continued

Kahului

Snorkeling at Molokini. Your first snorkel stop is to the iconic Molokini crater, followed by a 2nd stop, usually to Turtle Town. You will have a few hours to relax before an evening celebrating Hawaii's spirited culture with the entire family at the Myths of Maui enchanting oceanfront Luau, featuring awe-inspiring sunsets. Embrace the traditions of our island in a stunning oceanfront setting on Ka'anapali Beach as you experience a shell lei aloha greeting. Witness the Imu ceremony and the unearthing of the pua'a (pig), followed by a feast of roasted pork and sumptuous Hawaiian cuisine. Sip mai tias and exotic cocktails made with local rum and topped with a pineapple wedge. Watch hypnotic hula dances and feel the beat of Polynesia's rhythmic drums. See swirling flames in the air by the fire knife dancers.

Continued

Kahului

Hotel

Day 5

Kahului

Depart Maui and Travel to Hawaii Island

Continued

Kahului

Breakfast We will stop at a food truck near the airport for lunch (on your own).

Continued

Kahului

We check out of our hotel and depart for the airport. Before we fly over to the Island of Hawaii—The Big Island—to continue our adventures.

Continued

Kahului

Leisure. Our Hawaii adventure continues on the Big Island. After landing and collecting our bags, we will go to Kona Joe's Coffee for a tour of their locally owned coffee fields and experience the art of coffee roasting as you craft your coffee. From there, you will be transferred to your hotel, the Royal Kona Resort, to relax and enjoy the rest of the day and evening on your own.

Continued

Kahului

Hotel - Royal Kona Resort

Day 6

Kailua-Kona

Boating. Morning Sail and Snorkel from Kona 8:30 am - 1:00 pm (4.5 hour excursion) Body Glove Hawaii - Big Island Snorkeling Tour & Dolphin Watch Step aboard our 65′ catamaran for snorkeling and a fun-filled day of adventure! There's an excellent chance of dolphin and other marine mammal sightings while cruising to our snorkel site. This 4.5 hour Hawaii dolphin tour includes plenty of shade, cushioned seating, restrooms changing rooms, showers, high-jump platform, 20′ water slide, about two hours of water time, pristine snorkeling, snorkel gear, Rx masks, snorkel instruction, life vests, inner tubes, flotation station island, water toys, sea-view boards, stand-up paddle boards, noodles and Reef Safe sunscreen.

Continued

Kahului

Hawaii dolphin tour includes continental breakfast & BBQ burger lunch.

Continued

Kahului

Hotel

Day 7

Kahului

Next, we head to the world-famous Volcanoes National Park.

Continued

Kahului

Lunch at the Rim Restaurant located inside the Volcano House on the edge of the Kilauea caldera.

Continued

Kahului

Cycling at Hawaii Volcanoes National Park. Afterwards, we experience the park with an exciting 3-hour guided fat tire e-bike tour! Afterwards, we drive to Hilo town for shopping and perhaps a snack for one hour. We will then drive to Rainbow Falls for a short walk to the 80-foot waterfall in a beautiful park.

Continued

Kahului

Dinner at The Fish and the Hog in Waimea on the way back to our resort.

Continued

Kahului

Hotel

Day 8

Kahului

Eco Tour at Mauna Kea Observatories. Maunakea Summit & Stars 2:40 pm - 11:10 pm Experience the awe-inspiring sunset from the slopes of Mauna Kea, where Hawaii's clear skies offer an unparalleled view as the sun dips below the horizon. As you embark on this unforgettable journey, our interpretive guides will unveil the rich tapestry of Mauna Kea's natural, cultural, and geological wonders. Following a delightful outdoor dinner and a breathtaking sunset, prepare to be captivated by a starlit sky, free from the intrusion of light pollution. Indulge in a cup of hot chocolate as you gaze at the celestial wonders through our 11″ Celestron Telescope and state-of-the-art Stellina Astro-Photography scope. You will be transported in a comfortable 12-passenger 4WD van, each accompanied by a dedicated interpretive guide. Warm parkas and gloves, walking sticks, water, dinner, and hot chocolate are all provided

Continued

Kahului

Meal: Dinner

Continued

Kahului

Hotel

Day 9

Kahului

Leisure. Enjoy your last full morning and afternoon on the island on your own.

Continued

Kahului

We depart late afternoon for our farewell dinner at Brown's Beach House at the Fairmont Orchid, a stunning beachfront setting and lots of sea turtles.

Continued

Kahului

Hotel

Day 10

Kahului

Mahalo nui loa for joining us on our adventure in paradise. Safe travels back home!

Before You Go

What to know before booking

Included

Inter-island Flight Park Entrance Fees - Haleakala National Park & Hawaii Volcano National Park E-Bike Guided Tour of Hawaii Volcano National Park Stargazing at the Highest Point in the Pacific, the shield volcano Maunakea Catamaran Sail with snorkeling at Molokini Crater and visit Turtle Town Drive the Road to Hana with stops along the way, including a black sand beach Local Coffee Farm Tour Sacred 'Iao Valley State Monument and 'Iao Needle Famous landmarks on Hawaii Island Rainbow Falls Sail & Snorkel Visit upcountry Maui, Makawao, known for its cattle and paniolos (cowboys) Watch the famous Sunset Cliff Diving at Black Rock in Maui Luggage Handling (one suitcase per person) Driver Commentary on Days 2, 4, & 6 Driver Tips for Days 2, 4, & 6 (Guests to tip on other days that use driving services) Gratuities for Included Meals Applicable taxes and fees

Not Included

Airfare Meals (other than mentioned in the itinerary) Items of a personal nature (i.e. Room service, telephone, liquor, etc.) Customary gratuities for the tour director, driver, local guides and outfitters

Meeting & Pickup

Arrive at Kahului Airport (OOG), then take an Uber or taxi to our Kaanapali hotel, The Outrigger Kaanapali Resort. Walk out to the beach to watch the sunset, and cliff diving at Black Rock. You will then walk to the Welcome Dinner near our hotel

Languages Offered

[object Object]

Planning Notes

Hotel pickup offered: No Confirmation: Manual By Business

Share This Inspiration

Know Someone Who Would Enjoy This?

Send this page to a friend, family member, or fellow traveler as a personal digital postcard.

Send a Travel Postcard