

When it comes to launching new programs that bring families together, Outrigger Resorts & Hotels is one of the biggest hospitality names in the industry, and they have a new program they would like to introduce called the Grandparent Guarantee. Specially for National Grandparents Day, celebrated on September 7, the program was designed to enhance intergenerational family ties. Hawaii offers family vacation packages that parents travel with their grandparent or parent, and with a guarantee to enrich their experience, or they will be asked to come back for free. As family split travel continues to rise, this program is for families that want to create intergenerational bonds through travel.
Outrigger intends to combine traditional Hawaiian hospitality with contemporary family structures to make sure their clientele has the most impactful family vacation through the Grandparent Guarantee. Skip generation travel, which has been increasing in popularity, is when the Grandparents take the Grandchildren on a vacation, and there is no one else. Family Travel Association and AARP report that around 30% of grandparents have already done this. Hawaii is the ideal destination for this type of travel because families have a very warm and welcoming culture towards both children and their elders, which makes it perfect for grandparents and grandchildren.
Outrigger Hotels and Resorts deeply cares about families and promises them that
guaranteed grandparent
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“Skip-gen” vacations will result in a camping trip that will strengthen bonds and connections between grandchildren and grandparents. Not only will these families strengthen their bonds and connections, but also tell their stories and carve amazing new bonds and connections for new generations to come. If this doesn’t happen, the guests are eligible for a complimentary “try again” stay. This unexpected yet bold explanation illustrates the testimony of the values deeply ingrained in the family hospitality of Outrigger Hotels and Resorts. It has served as a family welcoming figure for over 75 years, making it an iconic brand in Hawaii.
Like many in his role, Outrigger Hospitality Group’s Executive Vice President and Chief Commercial Officer, Sean Dee, stated that he, along with the company, sees the kūpuna as wisdom and connection cornerstones in Hawaiian culture. The entire reason that the Grandparent Guarantee exists is to honor this, to put the family at the center of the stay, to create not only stronger but also richer family bonds. The program is about serving authentic hospitality, philosophies integrating values deep in the Hawaiian culture of the elders, and answering the ever-growing need for skip-gen vacation.
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The Rise of Skip-Gen Travel
The Skip-Gen travel trend is among the fastest growing in family travel. The financial sponsors and planners of the trips, Grandparents, are in the forefront in providing their grandchildren with lasting memories. With the continued expansion of this travel segment, the need for services and destinations providing these special trips has grown, and in Tom’s case, the relationships in Hawaii. From there, Hawaii Outrigger Resorts is focusing on being the backbone to these relationships.
As per the Outrigger’s Grandparent Guarantee policy, the resort is enhancing its appeal to families while also pioneering in the family luxury travel market. The Grandparent Guarantee resonates well with the resort’s family focus—the bold objectives of which are to strengthen family ties through carefully designed programs, which range from cultural events to outdoor activities.
How It Works: Booking and Eligibility
To use the Grandparent Guarantee program, guests have to book at least four consecutive nights in a suite or multi-room accommodation at any Outrigger Resort or Hotel in Hawai’i. This program is valid for travel from September 7, 2025, to May 31, 2026, and requires direct bookings from Outrigger’s website or the call center. This program is limited to reservations specifically made for the travel parties of at least one grandparent and one grandchild.
The Grandparent Guarantee covers properties on the Islands of O’ahu, Maui, Kaua’i, and Hawai’i Island, all of which provide rich and varied premium accommodation and experience offerings for multigenerational families. Should guests feel that the intergenerational ties and bonds were not truly strengthened during the stay, they can contact Outrigger’s customer service to request a complimentary future stay. This stay can be for an attempt to create a re-experience. The credit will be for the same property and room type, and the attempt can be made for four nights.
Experiences to last a lifetime
An example of Outrigger Resorts’ Signature Experiences is the Outrigger Family Programs, which provides guests of all ages with a variety of activities. Families can take part in Hawaiian culture through unique offerings such as lei-making and hula lessons, plus catamaran sails, snorkeling escapades, and a family lūʻau to cap off the day at the resort. Activities promote strengthening relationships between kūpuna and the children, as well as learning and appreciation of Hawaiian culture.
The suites themselves are family-friendly, with multiple bedrooms, and feature spacious accommodations with private lanais overlooking the Pacific and full kitchens. Beyond luxury, children, their parents, and grandparents can all spend quality time and, additionally, personal space to relax. Guests have exclusive access to the Voyager 47 Club Lounge, which serves locally inspired breakfasts and sunset toasts, adding more benefits to those who book.
Outrigger’s Legacy of Family-Friendly Hospitality
For many decades, family accommodations and activities have formed the focus and passion of Outrigger’s Resorts and Activities. The ‘Grandparent Guarantee’ is the brand’s latest effort at providing more meaningful and cultural family experiences. Deeply entwined with the guest Hawaiian culture, it also prides itself on hospitably serving San Diego guests with unforgettable experiences.
The rise in skip-gen travel has and strengthens family bonds, and Outrigger’s Grandparent Guarantee helps set the stage for rich, memorable moments. These experiences, whether shared over a family meal, together in stories and laughter, reminiscing while weaves over the horizon, or from a private lanai, grandfathered into a sunset, become treasured stories too.
Conclusion: A New Standard in Family Travel
The Grandparent Guarantee is one of the authentic focuses of the Outrigger Resorts, which they go above and beyond compared to the Grandparent Guarantee of a vacation. Outrigger Resorts is born to set new standards for family travel because they assume the responsibility and the love with which their unique Hawaiian traditions, phenomenal family-friendly amenities, and mouthwatering family bonding moments will draw many families to them. Each vacation is kept in mind, it is a blossom and brightening of the family in which laughter, love, and heartwarming unison thrive, and Outrigger never fails to nurture and let pearlescent memories be created.
