Aloha: Island Hopping in Hawaii

17 Days from $13,190 USD / person

Go on an enchanting journey across the islands of Hawaii. Start your adventure at Oahu and explore the island’s biggest attractions — Pearl Harbor, the famous Kualoa Ranch and the Polynesian Cultural Center. In Kauai, discover all that the aquamarine waters have to offer on a catamaran cruise and snorkeling tour. Also on the cards is a hiking and kayaking adventure. On the Big Island of Hawaii, snorkel with manta rays and drive to the summit of Mauna Kea for spectacular views. End your vacation in verdant Maui, where you can go whale watching and take a road trip along the scenic Hana Highway.

Luxury Travel. Your Way.

This itinerary will be customized for you. Please reach out and our experts will work with you to create a journey so unique, it could only be yours.

Ideal For

Beaches

Nature & Landscapes

Sample Itinerary

Day

Place

Hotel Opts

1 – 5

Oahu
Highlights: Waikiki Beach, Hanauma Bay, Pearl Harbor, Hiking in Diamond Head

Moana Surfrider a Westin Resort & Spa (Waikiki)
Halekulani

5 – 9

Kauai
Highlights: Na Pali Coast State Park, Waimea Canyon, Wailua Falls, Beaches

Kauai Beach Resort
Grand Hyatt Kauai Resort & Spa

9 – 13

Big Island of Hawaii
Highlights: Mauna Kea & Kilauea Volcano, Puako Petroglyph Archaeological District, Kona Coffee Plantations, Helicopter Tours

Mauna Kea Beach Hotel
Mauna Lani, Auberge Resorts Collection

13 – 17

Maui
Highlights: Haleakala National Park, Molokini Crater, Surfing, Snorkeling & Diving, Whale Watching

Wailea Beach Resort – Marriott, Maui
Hotel Wailea, Relais & Châteaux

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Aloha: Island Hopping in Hawaii

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Sample Itinerary

Day 1 – 5

4 Nights

Oahu

Oahu, Hawaii’s third largest island, has a rich cultural history, stunning beaches and pristine tropical landscapes. Honolulu, Hawaii’s capital, and the naval base of Pearl Harbor are located here. Iconic Waikiki beach overlooks Diamond Head crater, and has a buzzing nightlife, as well as plenty of dining and shopping spots. Visit Iolani Palace, the only royal palace in the USA, and Bishop Museum, where you can witness a hula performance. Go snorkeling in Hanauma Bay to discover splendid marine life. Explore the Windward Coast’s emerald valleys, dotted with rustic ranches, pineapple and sugarcane fields. Walk through the world’s largest pineapple maze at the Dole Plantation and relish a delicious Dole Whip. At Pearl Harbor National Memorial, you can learn about the history of the US involvement in World War II. Visit the Polynesian Cultural Center to participate in Ali’I Luau, a traditional feast with local dishes like imu (pit oven roasted) pork and lomi-lomi (salad with cured salmon), accompanied by lively entertainment.

Included activities

Group Honolulu Polynesian Cultural Center Admission and Gateway Package

Drive along the scenic North Shore of Oahu to the Polynesian Cultural Center. You will get to experience the culture of the island nations of Tonga, Tahiti, Hawaii, Fifi, Aotearoa (New Zealand) and Samoa through six villages. See distinct dance performances, visit traditional homes and watch how local specialities such as banana bread and poi are prepared. You can also participate in activities such as spear throwing and learn how to weave two long leaves into intricate objects. While here, check out the ukulele factory and get a free lesson on strumming techniques. Later, you can hop on a canoe and paddle on the lakes. Don’t miss the Canoe Pageant, where villagers perform rituals while gliding on the lagoon. You will also get to enjoy the sumptuous Gateway Buffet that includes Polynesian-inspired Asian and American dishes. Then, it is time for the ‘Ha: Breath of Life’ show. This features a Pacific Isle saga with more than 100 people performing fire dances and battle scenes with traditional music. (Duration: full day; Seasonal: daily except Wed, Sun, 24th Nov & 25th Dec; Time: 1000/1100 hrs; Shared activity & transfers from Waikiki hotels only; Pick up times may vary; All entry fees are included; Meals included: gateway buffet; Please inform us of any food allergies in advance)

Group Adventure Tour of Kualoa Ranch

Here’s your chance to tour Oahu’s famous Kualoa Ranch, the popular nature reserve and film location for numerous Hollywood blockbusters and TV shows. Make sure to reach Kualoa Ranch at least half an hour before your tour begins. If you’re staying at a hotel in Waikiki, transport will be arranged to the ranch. Once you reach, ride through the lush valley on an all-terrain vehicle, with your local guide for company. Check out the shooting locations for movies like ‘Jurassic Park’ and ‘Pearl Harbor’, and TV shows like ‘Lost’. Your guide will point out local plants and wildlife and share interesting trivia as well. Ride your vehicle over seasonal streams and dirt tracks. Follow your guide up hillsides with historic WWII trails and down into a green valley. Return to your hotel after the tour. (Duration: half day; Not available: Christmas & New Year’s Day; Shared activity; Group size: max 10 ppl; Shared transfers for Waikiki hotels only; Pick up times may vary; Equipment provided: safety helmets; Please wear covered shoes; Not suitable for pregnant women & people with back, joint or heart conditions; Driving license required; Signed liability waiver needed; Children below 18 yrs to be accompanied by adult; Min age to drive: 21 yrs; Min age to ride: 5 yrs)

Group Tour of Pearl Harbor

Relive the historic events of World War II on an excursion to Pearl Harbor. In the morning, you will be picked up from your hotel and transferred to the Pearl Harbor Visitor Center on the island of Oahu. Begin at the Pearl Harbor Aviation Museum with its vast collection of aircrafts ranging from legendary Japanese Zeros to modern fighter jets. After, go up the iconic Ford Island Control Tower to take in sweeping views of the site. Learn about Hawaiian WWII history from your guide as you wander. Next, hop onto a boat shuttle and ride a short distance to the USS Arizona Memorial. Walk across the bridge spanning the sunken battleship hull. Then, enter the Shrine Room to see the wall engraved with the names of the 1,177 fallen service members. Following this, board the mighty Battleship Missouri with a docent guide. Stand on the Surrender Deck where the war officially ended. View the massive gun turrets, and pass through the living quarters. Take a break to enjoy a delicious lunch at the Ford Island Bistro. Spend the rest of the afternoon exploring the grounds before heading back to your hotel. (Duration: 11 hrs; Time: 0645 hr; The tour operates only on Tues, Wed & Fri; Shared activity & transfers; Group size: 8-24 ppl; Entry fees included; Meals included: lunch & snacks; Fitness level: moderate (steep stairs, limited wheelchair accessibility); Please note that people with physical limitations can participate as long as they have someone to provide assistance; Ford Island Control Tower offers a lower observation deck for those with mobility challenges; Min height: 3.5 feet; Infants and toddlers not permitted; Please carry a government ID/passport; Bags, camera cases & strollers not allowed; Boat shuttle to Arizona Memorial is subject to weather and ticket availability; No refunds if the shuttle is cancelled; This tour is not available on Nov 26, Dec 7, Dec 25 & Jan 1; Depending on the weather condition, the timing and date of this activity may change at a very short notice)

Hotel options

Moana Surfrider a Westin Resort & Spa (Waikiki) – Opt 1

Room Tower Ocean View Room

Meals Room Only

Style Heritage

Halekulani – Opt 2

Room Ocean View Room

Meals Room Only

Style Beach Resort

Day 5 – 9

4 Nights

Kauai

Kauai, Hawaii’s northernmost island, is studded with rainforests, rivers and waterfalls. Besides exceptional natural beauty, this island offers a variety of outdoor activities. Explore the Wailua River by kayak or outrigger canoe. Paddle your way to the Opaekaa and Wailua Falls, or sail on an open-air boat to Fern Grotto, a natural lava cave. Poipu Beach with its open bay attracts swimmers, snorkelers and surfers. Monk seals appear in the crystal-clear waters, and humpback whales can be spotted in winter months. At Kokee State Park spot unique birds like iwi, moa and apapane and pay a visit to the Kokee Natural History Museum. This park boasts Hawaii’s finest hiking trails, with views of Waimea Canyon. To get a panoramic view of Kauai’s surreal beauty, soar over the dramatic Na Pali Coast by helicopter. Luau, a traditional Hawaiian feast accompanied by a theater performance, makes for a delightful evening out. Sample the delectable local cuisine, including poke (made with yellow fin tuna), barbequed Hawaiian-style huli-huli chicken and haupia, a coconut pudding.

Included activities

Group Hidden Valley Falls Kayak Adventure

Go on a kayaking and hiking adventure over varied terrain that includes rainforests and valleys, gigantic cliffs and cascading waterfalls. Hop aboard tandem kayaks and paddle two miles down the Huleia Stream, a major waterway of the Nawiliwili Bay Watershed. Cruise through the Huleia National Wildlife Refuge that lies adjacent to the historic Menehune Fish Pond. It offers refuge to endangered water birds like the Hawaiian ducks, coots, moorhens and stilts. This area has been featured in Hollywood blockbusters such as ‘Raiders of the Lost Ark’ and ‘The Lost World’, the sequel to ‘Jurassic Park’. Navigate your way around the base of Haupu Mountain Range and proceed on a jungle trek into Hidden Valley. Your guide will explain the area’s ecology and biodiversity to you. Along the way, stop at waterfalls and swimming holes with rope swings. Return to the dock by a twin-hulled motorized Hawaiian canoe. (Duration: 3.5 hrs; Available Tue, Thu & Sat, year-round; Time: 0930 hrs; Shared activity; Group size: max 17 ppl; No transfers; Starting point: Outfitters Kauai Kayak Shack, 2494 Niumalu Rd., Lihue, HI 96766; Meals included: snacks; Please inform us of any food allergies in advance; Check-in 15 mins prior to departure)

Group Na Pali Catamaran Cruise

The Na Pali Coast, on the northern shore of Kauai, is distinguished by spectacular natural beauty. Take a half-day tour aboard the custom-designed 60-foot sailing catamaran, ‘Lucky Lady.’ Marvel at the majestic emerald-hued cliffs with sharp ridges, cascading waterfalls and pristine beaches as you sail this secluded wilderness coastline. En route, your captain talks about the cultural and geological history of the region and narrates legends of the ancient civilizations that once inhabited these lush valleys. At the snorkeling stop, dive into the blue waters to admire the abundant marine life. Pass Miloliʻi Beach, site of an ancient Hawaiian settlement, now home to green sea turtles and monk seals. From December through April, spot spinner dolphins, turtles, and humpback whales in the waters. Breakfast onboard is assorted pastries, fruit salad, and coffee; lunch is a buffet of sandwiches and pasta salad; assorted beverages from juices, beer, and wine to mai tai’s are also served. (Duration: Half Day/ 5 hrs; Departs: 0715 hrs; Check in required at 0645 hrs; Shared Activity & No Transfers; Includes: Continental Breakfast, Deli Lunch; Fitness Level: Easy; Please carry towel, sunblock, sunglasses, light jacket).

Hotel options

Kauai Beach Resort – Opt 1

Room Ocean View Room

Meals Room Only

Style Resort

Grand Hyatt Kauai Resort & Spa – Opt 2

Room One King Bed

Meals Room only

Style Resort

Day 9 – 13

4 Nights

Big Island of Hawaii

Big Island, also called the Island of Hawaii, is the largest and youngest island in the archipelago, and a place of many stories and legends. You can experience eight climatic zones as you travel around the island. Emerald coasts, majestic volcanic mountains, stark lava deserts, rolling pastureland and misty valleys make for an incredible variety of experiences. Big Island is home to Mauna Kea, the world’s tallest mountain when measured from the ocean floor, and a great place for stargazing. Kilauea, the world’s most active volcano, spewing molten lava consistently since 1983, is a great place to take a lava viewing tour. Be sure to visit Puako Petroglyph Archaeological District, with its 3,000 petroglyphs. Wherever you go on this island, you’ll be welcomed with warmth and delicious food. The pure locally grown Kona coffee is not to be missed! June to September is the best time to visit if you’d like to avoid the rainy season, but keep in mind that the whale-watching season starts in November.

Included activities

Group Evening Manta Ray Snorkeling Tour

Don’t miss this chance to go snorkeling at night with Big Island’s manta rays. Make your way to the tour location well in time for it to begin. Enjoy a spectacular sunset over the Pacific Ocean and ride down to Keauhou Bay Point, a snorkeling site where you can spot the area’s giant manta rays. As you swim out in your snorkeling gear watch out for large manta rays feeding and gliding above the seafloor near the mouth of Keauhou Bay. Watch them swim and float gracefully in the water, much like huge underwater ballet dancers. Back onboard the boat, savor light refreshments of hot chocolate and cookies. Return to your hotel after the trip. (Duration: 1.5 hrs; Time: 1730 hrs; Shared activity; Group size: max 50 ppl over multiple rafts; No transfers; Starting point: Sea Quest at 78-7138 Kaleiopapa St, Kailua-Kona; Meals included: light refreshments; Please inform us of any food allergies in advance; Equipment provided: snorkel gear; Please wear sandals/flip flops, bring light jacket/cover up & waterproof bag for electronics; Min age: 7 yrs; Must know how to swim and snorkeling once prior is preferred; Not suitable for pregnant women & guests with back problems; Tour is weather-dependent)

Mauna Kea Summit & Stars Adventure

Discover the wonder and beauty of the Hawaiian night sky on this full day adventure. Your tour begins in the afternoon. Meet your guide at either Hawaii Forest & Trail in Kona, Queen’s Marketplace in Waikoloa Beach Resort, or Lava Java located in the Waikoloa Village Shopping Center. Travel in a 4×4 vehicle from sea level up to the nearly 14,000 ft summit of Mauna Kea on Hawaii’s Big Island. As you ascend to the summit, your guide will regale you with accounts of early travelers who climbed these mountains. You will also learn about Mauna Kea’s geology, and its natural and cultural history. Once at the top, watch the sun set over the Pacific Ocean. Then enjoy a picnic dinner followed by dessert and tea while your guide helps you navigate the clear Hawaiian night sky. It can get quite cold at the summit so after your meal, warm yourself up with a cup of hot chocolate while being treated to a private star show with a 11′ Celestron telescope. (Duration: full day; Time: afternoon; Shared activity & transfers; Pick up times may vary; Meals: Picnic dinner; Please let us know about any food allergies in advance; Max pax: 8-12; Min age: 16; Fitness level: easy to moderate)

Group Big Island Spectacular Helicopter Tour

A helicopter tour of Big Island is one of the best ways to experience the region’s boundless beauty. Take off and soak in the incredible scenery of waterfalls, volcanoes, rainforests and black sand beaches. Soar south along the coast to Kilauea, an active shield volcano, in Hawaii Volcanoes National Park. Flying over the steaming crater and lava fields, witness current volcanic activity and lava flows in the caldera and its vents. Then, onto the 50-mile-long Hamakua Coast that boasts lush tropical rainforests and valleys, picturesque waterfalls and canyons. Fly past misty peaks and zip between the massive pinnacles of Mauna Loa and Mauna Kea volcanoes. Glide over Waipio Valley, Big Island’s beautiful northern coastline and the rugged Kohala Mountains. (Duration: 2 hrs; Shared activity; No transfers; Meal included: no; Please wear comfortable clothes; Bags/backpacks not permitted; Reconfirmation recommended 24 hours before departure)

Hotel options

Mauna Kea Beach Hotel – Opt 1

Room Ocean View One King Bed

Meals Room Only

Style Resort

Mauna Lani, Auberge Resorts Collection – Opt 2

Room ML Ocean Front King

Meals Room Only

Style Resort

Day 13 – 17

4 Nights

Maui

‘The Valley Isle,’ as Maui is also known, is the second-largest island in the Hawaiian archipelago, renowned for its world-famous beaches and incredible scenery. Explore Molokini one of only three known submerged volcanic calderas in the world, and Hawaii’s only island marine sanctuary. It is an excellent spot to go snorkeling and observe deep-water species. Take a whale-watching cruise with marine naturalists to learn about humpback whales. A drive to Hana offers a delightful view, with the road hugging the coastline and lush valleys bursting with waterfalls along the way. In Upcountry Maui, meander through Makawao, famous for its Hawaiian cowboys and a thriving arts community with galleries, glassblowers and wood sculptors’ workshops. Find fascinating exhibits at the Hui No’eau Visual Arts Center. Visit the 100-year old Komoda Bakery for tasty cream puffs.

Included activities

Group Road to Hana Adventure Tour

Travel on the picturesque Hana Highway, through Maui’s verdant countryside, during this eco-adventure tour. You will traverse scenic vistas with 620 curves, cascading waterfalls and 59 bridges. Along the way, your knowledgeable driver/guide will tell you about ancient Hawaiian culture, myths and legends. Pass through Paia, a town on the North Shore that is home to surf shops and art galleries. Watch waves crashing against the rocky coastline at Kaumahina State Wayside Park. View the Upper Waikani Falls, also known as Three Bears Falls. Stop at the traditional Hawaiian village of Keanae with its taro fields. Stand near the Keanae Congregational Church and see the waves roll over the jagged, black lava rocks. Then, halt at Pua’a Ka’a State Wayside Park, with its acres of rainforest. Weather permitting, you may swim in the waterfall pools. Next is Waianapanapa State Park in Hana that boasts a black sand beach, blowhole, lava tube and sea arches. Drive around Hana Bay and return via Kaupo and Nu’u Refuge. (Duration: full day; Available Tue, Thu & Sat, year-round; Time: 0600 hrs; Shared activity & transfers; Pick up times may vary; Group size: max 15 ppl; All entry fees are included; Meals included: breakfast and lunch; Please inform us of any food allergies in advance; Min age: 3 yrs)

Group Whale Watching Catamaran Cruise With Breakfast

Embark on a thrilling whale watching cruise from Lahaina Harbor. Make yourself comfortable onboard a 65-foot catamaran as you sail to prime whale-spotting locations. Cruise along the western coast of Maui where the warm waters attract humpback whales during the winter months. Savor a hearty breakfast as you watch the huge yet gentle mammals frolic in the water. Keep an eye out for thrilling breaches and tail-slapping, characteristics of the whales. Learn about their habitat and behavior from your naturalist guide. With the help of underwater hydrophones, listen to the whales communicate with one another through song. (Duration: 2 hrs; Seasonal: Dec 15 – Apr 15; Time: 1000 hrs; Not available on Saturdays; Shared activity; Group size: max 49 ppl; No transfers; Meals included: breakfast; Please inform us of any food allergies in advance; Starting point: Dig-Me Beach, adjacent to Leilani’s Restaurant at the Whaler’s Village located at 2435 Kaanapali Parkway, Lahaina, HI, 96761; Please dress in casual clothes or in beach attire; This is a barefoot cruise and shoe bins will be provided onshore for storage of footwear; Aerosol sunscreens are not permitted onboard; Place cell phones, cameras, and electronic devices in waterproof bags as there are chances of you getting wet during boarding)

Hotel options

Wailea Beach Resort – Marriott, Maui – Opt 1

Room Ocean View Room

Meals Room Only

Style Beach Resort

Hotel Wailea, Relais & Châteaux – Opt 2

Room Partial Ocean View Suite

Meals Room Only

Style Boutique

Price & Inclusions

Option 1

From $13,190 USD / person

Option 2

From $16,790 USD / person

Prices are in USD and exclude international flights. This trip price is based on low season rates for accommodation and other applicable services, and may change depending on availability, currency fluctuations and number of people traveling together. For high season prices, please contact us with your exact travel dates and preferences.

Price Includes

Accommodation & meals as specified in the itinerary
Activities & excursions as specified in the itinerary
Transportation services as specified in the itinerary
Your Trip Coordination Team: Dedicated support throughout your journey, with a primary, personal point of contact. Plus, in case of emergencies while you’re traveling, our trip coordination team are available 24/7 by phone

Not Included

Entrance fees & meals, unless mentioned in the itinerary description
Tips & personal expenses
Visa & tourism fees
Travel, health and cancellation insurance
International airfare

What Our Guests Say

“Elizabeth with Enchanting Travels did an excellent job planning our once in a lifetime dream trip with the family! Hotels were nice and in great locations. Activities/tours booked were very respectable, interesting, and entertaining. The best part was it took the stress off of me to have to plan and book everything. Kenny was available to us throughout the whole trip for any questions or issues and resolved them quickly. We would love to work with them again in the future.”

December 2023 Rating 5/5

“Enchanting Travels helped plan my perfect honeymoon to Hawaii. They took the stress off of me and made everything seamless. The 10 day trip was just what we needed after months and months of wedding planning!”

November 2023 Rating 5/5

“My husband and I took an amazing honeymoon/one year anniversary trip to two different Hawaiian islands. The communication Mary and Vanesa provided us was great! Couldn’t have asked for a better trip! We had a last minute issue with our car rental and Vanesa went above and beyond for us to make everything work.”

September 2023 Rating 5/5

“The team we worked with made planning our honeymoon so easy for us! At a time where we were so overwhelmed planning, working with Enchanting Travels gave us one less thing to worry about – and made our trip all the more relaxing and enjoyable.”

October 2021 Rating 4/5

“We were really cutting it close booking our honeymoon. Luckily, we found Shannon at Enchanting Travels, and we had the most amazing 10 days in Maui! She was able to give us a nice balance between adventure and relaxation, and recommended (and was able to book in a pinch) all the must-do’s for first timers. Whether it was our helicopter tour of the island, watching the sunrise at Haleakala, seeing waterfalls along the Road to Hana, snorkeling with sea turtles, or just laying by the pool at our resort… we were thankful to have booked with a company who really listened to our wishes for our special trip.”

August 2022 Rating 5/5

“We had an extraordinary trip enabled by Enchanting Travels. Our Trip Coordinator, in particular, was responsive, engaged, kind and incredibly professional. She helped make the trip a once-in-a-lifetime experience for our family.”

August 2023 Rating 5/5

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What our Guests Say

Aloha: Island Hopping in Hawaii

Luxury Travel. Your Way.

Ideal For

Sample Itinerary

Thank You for Inquiring

Sample Itinerary

Day 1 – 5

Day 5 – 9

Day 9 – 13

Day 13 – 17

Oahu

Kauai

Big Island of Hawaii

Maui

Price & Inclusions

Option 1

Option 2

Price Includes

Not Included

What Our Guests Say

Other Itineraries You Might Like

Hawaii: Nature and Adventure in Kauai

Kauai and Maui Outdoor Adventures

Oahu & Lanai: Beaches, Nature & History