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The Hawaiian Islands | Family Fun in Maui and Oahu

Sample Itinerary


Hawaii, Oahu, Maui

Trip Duration

8 nights / 9 days

From Oahu's legendary surfing, world-class shopping and dining, and remarkable history to Maui's soft-sand beaches, tropical splendor and invigorating adventures, celebrate the beauty, culture and spirit of the Hawaiian Islands for an exciting family getaway.

Below is just a sample of the immersive itineraries our Destination Specialists can create. Click on the experiences links in the itinerary to see other curated excursion choices offered by Journese. Our Destination Specialists are happy to book our hotels and excursions highlighted in the itinerary below or let them know if you would like something customized. And, feel free to offer our non-hyperlinked suggestions to your clients to further explore the destination.


Dday 1: Mainland USA / Oahu |

Board your flight bound for the beautiful Hawaiian Islands. With flight time just five and a half hours from the West Coast to Oahu, your family getaway awaits. Upon arrival, be welcomed with a floral lei, then secure your private limousine transfer to the legendary Hilton Hawaiian Village Waikiki Beach Resort where you will spend three nights in a one-bedroom suite in the exclusive Ali'i Tower. Together with daily breakfast, savor spacious modern luxury, spectacular ocean views and signature beds. Located on Waikiki Beach, this stylish resort celebrates Hawaiian culture and classic hospitality with five refreshing pools amidst exotic wildlife, a five-acre saltwater lagoon, tropical gardens and sparkling waterfalls. Discover more than 20 restaurants and bars, more than 90 shops and boutiques, Mandara Spa, the fun-filled Camp Penguin Kids' Club and countless daily activities, plus exciting nightly entertainment, including Friday night fireworks. As guests of the Ali'i Tower, enjoy enhanced amenities including exclusive second floor terrace privileges with access to the Ali'i Tower pool, sun terrace and whirlpool with enhanced services, and the Ocean View Terrace offering daily beverages and cocktails, plus complimentary appetizers on Friday and Saturday evenings.

Day 2: Oahu |

Embark on a full day of family excitement on the Kualoa Ranch Adventure. Choose four inspiring adventures from multiple kid-friendly options including ATV exploration, horseback riding, jungle expedition, ancient fishing grounds/tropical gardens tour, hula kahiko lessons, ranch/ movie set tour; or a secret island full of kayaking, snorkeling and swimming. Plus enjoy a delicious buffet lunch. After a day of thrilling adventure, relax at the Tropics Bar & Grill for a casual family dinner, complete with live music and classic comfort foods, as you reflect on this fun-filled day.

Day 3: Oahu |

Following breakfast this morning, depart for a full day of discovery on the Majestic Grand Circle Island Excursion. Relax on an air-conditioned mini-bus as you enjoy an informative, personal island tour. Delight in spectacular views of Diamond Head, Hanauma Bay and Blow Hole. Stroll the grounds at Dole Plantation and be awed by the surfers on a variety of North Shore beaches, including Pipeline. Admission to Waimea Valley Audubon Center and Byodo-In Temple is included. Tonight, choose from a variety of family-friendly dining options at the resort and celebrate your time together on this exciting island.

Day 4: Oahu / Maui |

Board your private limousine transfer to the airport for your inter-island flight to Maui. Upon arrival, pick up your pre-registered SUV and head to The Westin Maui Resort & Spa, where you will stay for five nights in an executive suite and receive daily buffet breakfast for two. Warm and inviting, unwind in contemporary island living, signature beds and baths, and a private balcony. Set along a spectacular stretch of the famed Ka'anapali Beach, this oceanfront resort offers an endless array of activities and amenities with gracious aloha spirit, pampering spa and your choice of inspiring dining, perfect for any Hawaiian family vacation. Spend the rest of your day at leisure enjoying the beautiful beach, the resort's 87,000-square-foot aquatic playground with waterslides and waterfalls. Or, children ages five to 12 will delight in the Westin Kids Club, offering activity-filled experiences such as dance, arts and crafts, swimming and games.

Day 5: Maui |

Plunge into a day of family excitement on the Molokini Turtle Town Adventure. Let a first class 65-foot MaxiPower catamaran whisk you all away to Turtle Town and Molokini - a partially submerged crater, now one of the most beautiful snorkeling and scuba diving spots in the world. Revel in the onboard waterslide and glass-bottom viewing and enjoy a thrilling dolphin encounter off the coast of La Perouse Bay. You'll enjoy breakfast and a barbeque lunch, plus all equipment for snorkeling is included. Then, savor island-inspired cuisine at Relish Oceanside as you watch the sunset and reminisce about your exhilarating family day together.

Day 6: Maui |

The next day, immerse in the resort's boundless water entertainment and activities or explore on your own. Use your spa savings with an indulgent spa treatment while the kids are having fun at the kids club. Learn how to dive at the Kaanapali Dive Co. along the beach in front of the hotel. Or, venture to Lahaina Town for a little history and culture, visiting the old Lahaina Lighthouse, the Banyan Tree and famous Front Street where you will find unique shops, art galleries and restaurants.

Day 7: Maui |

Rise and shine for an early departure to Hana on the Maui Heavenly Hana. Discover the legends of this peaceful town on a guided limo-van excursion. A celebrated scenic drive, revel in the beauty of Keanae's lava formations, Puohokamoa Falls, Wailua Overlook and a bounty of waterfalls, tropical flora and lava sea cliffs. Swim at Oheo Gulch and savor an elegant picnic lunch on a magnificent black-sand beach.

Day 8: Maui |

Spend your last day on Maui at your leisure. From snorkeling and sailing to championship golf, Westin Kids Club and Heavenly Spa by Westin, take advantage of the many resort activities available for a fun-filled family day. Conclude your island stay this evening at the resort's Wailele Polynesian Luau. Dine on a superb Hawaiian buffet-style meal with traditional offerings for an authentic experience. See your children's faces light up with the fire dancers who perform before their eyes making this a great finale for an unforgettable family vacation.

Day 9: Maui / Mainland USA |

Bid farewell to this wonderful resort playground as you and your family drives to the Maui airport for your homebound flight. Aloha and a Hui Hou!

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