Welcome to Hawaii, a remote tropical paradise where history, culture and natural beauty combine for the perfect holiday destination. Unforgettable guided experiences will illuminate and delight as you traverse the islands of Oahu and Maui on this DreamTrip for guests ages 5 years and older. Highlights include a visit to Pearl Harbor’s USS Arizona Memorial, sightseeing in Lahaina Historical District, a visit to a working pineapple farm and two farm-to-table culinary experiences. On Day 6, you can even customize your journey, choosing from snorkeling or exploring around a dormant volcano. What will you decide?
What we love:
Your DreamTrip includes 7 days and 6 nights in Honolulu and Lahaina, Hawaii, as well as:
Please be aware that our supplier(s) require that all travelers are fully vaccinated:
To arrange your airport transfers and provide passport information (per below), please submit flight details HERE by October 30.
Please note that airfare is not included in the trip price.
*We recommend that you plan to arrive at the airport prior to 5 p.m. so that you don’t miss the welcome dinner/reception.
Day 1 (Honolulu)
Aloha! On arrival at Honolulu airport, enjoy a traditional Hawaiian greeting that includes a fragrant flower lei. Transfer to your wonderful resort overlooking world-famous Waikiki beach. Relax and settle in at the resort or head off to explore vibrant Waikiki — the choice of fun is all yours. In the evening, you’ll meet your Travel Director and fellow DreamTrippers for a welcome dinner and wine, with the Pacific Ocean as your backdrop.
Overnight at Hilton Hawaiian Village Waikiki Beach Resort.
Meals included: Dinner with wine*.
Day 2 (Honolulu)
Skip the lines at Pearl Harbor National Memorial and see the displays at its fascinating museums that tell the story of the Pearl Harbor attack and World War II. From the visitor center, you’ll shuttle by boat to the magnificent USS Arizona Memorial set above the sunken battleship — the final resting place of 1,102 sailors and Marines. Continue to the National Memorial Cemetery of the Pacific, which honors U.S. armed forces service members who lost their lives in WWII, the Korean War, or the Vietnam War. After time for reflection at the site, return to Waikiki and spend the rest of the day at your leisure.
Overnight at Hilton Hawaiian Village Waikiki Beach Resort.
Meals included: Breakfast.
Day 3 (Honolulu)
Today, you’ll explore Oahu on an exciting island tour. Take in epic views of Oahu’s rugged eastern coast from Nuuanu Pali Lookout toward Kaneohe Bay — the only bay in Hawaii with a barrier reef! — Windward Coast and the valley below. Hug the coastline on a scenic drive, where you’ll be amazed by the steep cliffs of the Koolau Range. Then, make travel matter when you join an eco-tour in the Hawaiian Legacy forest and plant a native milo tree while a local expert explains how you’re helping to heal the ecosystem. Savor a sustainably sourced, farm-to-table lunch outdoors, overlooking the North Shore. Continue to Sunset Beach, known for big wave surfing during winter months. Visit Haleiwa, a laidback community brimming with boutiques, restaurants, galleries and more — why not grab a shaved ice and stroll around? Once you return to the resort, the rest of the day is at your leisure.
Overnight at Hilton Hawaiian Village Waikiki Beach Resort.
Meals included: Breakfast; lunch.
Day 4 (Honolulu to Lahaina)
Fly to Kahului on Maui island, a lush tropical paradise. You’ll visit the historically significant Iao Valley State Monument to view the iconic 1,200-foot (366-meter) Iao Needle and hear more about the Battle of Kepaniwai fought here in 1790. Walk around in Lahaina — once a whaling port and plantation settlement — while your Travel Director points out highlights of the town’s historic district, before continuing to your oceanfront resort. For your dining pleasure, you can choose the dine-around options at any of the resort’s acclaimed restaurants, or opt for the traditional Wailele Luau experience, complete with hula dances, songs, fire-dancing and a wonderful selection of Polynesian delights.
Overnight at Westin Maui Resort & Spa, Ka’anapali.
Meals included: Breakfast; dinner with wine.
Day 5 (Lahaina)
Spend the first part of the morning at your leisure. Later, you’ll head to the island’s upcountry, home to rural communities where boutique farms grow everything from onions to lavender. Visit Hali’imaile General Store for an outstanding farm-to-table lunch (with wine) full of locally sourced produce. After lunch, you’ll venture to one of Hawaii’s 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 delectably sweet Maui Gold® pineapple variety. Return to your resort on Kaanapali Beach, where you’ll have plenty of time to enjoy at your leisure.
Overnight at Westin Maui Resort & Spa, Ka’anapali.
Meals included: Breakfast; lunch with wine.
Day 6 (Lahaina)
Today, you have an opportunity to choose your own adventure. Your first option is a visit to the astonishing volcanic landscape of Haleakala National Park, where you’ll hear legends about the dormant volcano and see silversword plants that are unique to the area. Or, you can sail to Molokini, a partially submerged caldera (volcanic crater) which forms a small islet — it’s home to gorgeous colorful fish. Join your Travel Director and fellow DreamTrippers for a festive farewell dinner this evening, toasting your remarkable trip through these islands.
Overnight at Westin Maui Resort & Spa, Ka’anapali.
Meals included: Breakfast; lunch; dinner with wine.
Day 7 (Lahaina)
Wave farewell to Hawaiian hospitality, scenic beauty and rich culture as you end your journey and transfer to Kahului Airport.
Meals included: Breakfast.
Itinerary subject to change.
*The minimum age to consume alcohol is 21 years. Age is determined at the time of travel with valid, government-issued ID.
Boasting expansive white-sand beaches, lush tropical landscaping, luxurious comforts and fun things to do for kids of all ages, your heavenly hideaways on Oahu and Maui islands offer you the perfect places to let loose with your loved ones in tow. Whether bliss to you means lounging with a cocktail by the pool, indulgent spa time, or family-friendly activities, you’ll find countless opportunities for adventure and rejuvenation at these fabulous, hand-selected resorts.
Please note: The specific resorts will be announced and will be confirmed no later than 30 days prior to departure.
For peace of mind, why not consider an optional travel insurance plan through Travel Guard? Offering assistance with common travel problems like flight delays or lost luggage, Travel Guard can help you start your next adventure prepared for the unexpected!
Please note:
Travel is unpredictable and country restrictions due to COVID-19 change regularly; please understand that the policies below apply and you are encouraged to purchase travel protection.
Cancellation Policy*: Once booked, this trip is non-refundable and non-transferable to another trip.
*This cancellation policy is subject to rules and regulations in applicable jurisdictions in which our travel supplier is based.
Name Change Policies: Name changes are generally not allowed on trips to avoid fraud, gaming and profiteering. We want to ensure that most of our travelers are members. For this DreamTrip, we do make certain exclusions, including the policy below:
We reserve the right to refuse a name change at our sole discretion. If allowed, name changes must be done no later than October 30 and are subject to a fee up to US$100. Name changes after this date are not allowed.
Transfer of Booking Policies: Transfers of bookings from one member to another member are subject to the policy below:
Booking transfers must be done no later than October 30 and are subject to a fee of up to US$100. Booking transfers after this date are not allowed.
Please note:
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