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The Top 10: Fun Ideas for a Multigenerational Vacation

Family journeys offer precious opportunities to bond and experience new thrills together, be it heli-skiing in Iceland or road-tripping down Highway 1 in Big Sur. So if a get-together is on the horizon, we encourage you to carve out some time to review your travel bucket lists, pitch ideas and plan a multigenerational vacation that will bring everyone together. To inspire your crew, we have outlined ten types of trips that are especially conducive to gatherings of family or friends, from a safari in Tanzania to a luxe Caribbean villa rental.

Contact Indagare to speak with a trip designer about planning a multigenerational family trip with a customized itinerary.

Wilderness Ranches and Nature Retreats

America’s Wild West beckons with its evocative history and opportunity for adventure. Montana’s The Ranch at Rock Creek is a five-star summer camp for all ages with activities such as horseback riding, clay shooting and hiking, plus lavish cabins and tented accommodations. In Jackson Hole, the luxurious and family-friendly Four Seasons is the perfect spot for youngsters to enjoy easy hikes and pony rides, while older family members can embark on white-water rafting trips and fly-fishing. For those seeking adventure a little further afield, British Columbia’s Clayoquot Wilderness Resort offers a unique tented experience in a magnificent setting, with excursions such as zip-lining, paddle-boarding in an estuary and a wildlife cruise.

Related: Adventure Travel with Kids

American Family-Friendly Resorts

When to Go: Year-round
Who It’s Right for: Multigenerational vacations for families with members of all ages, who are looking for lots of on-site activities

A classic choice for a multigenerational getaway is a large resort that can entertain everyone on-property. Some of our favorites range from Meadowood in Napa, where family members can hike or ride in a hot air balloon (and adults go wine tasting), to Blackberry Farm in Tennessee and Sea Island in Georgia. These crowd-pleaser properties have an endless menu of activities, events and daily excursions to keep families busy and bonding. Other iconic choices include sprawling beachfront resorts that are perfect for winter getaways like the Four Seasons Hualalai or The Breakers. For summer vacations, we recommend Ocean House in Rhode Island, Cliff House in Maine and Hudson Valley’s Mohonk Mountain House.

In our members’ words: “Blackberry Farm was magnificent in every way. The food was superb, the activities were over the top and there was something for our whole family! It was a spectacular few days of major memory-making for all of us.” ~ Jim and Audrey Foster, members since 2014

Related: Multigenerational Trips

Family Road Trips

– Kira Reinke on February 26, 2019

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