Luxury Multigenerational Vacations That Actually Work for Everyone.
The secret to a great multigenerational trip? Thoughtful pacing, the right mix of privacy and connection—and a plan that doesn’t fall apart when your dad insists on waking up at 5 a.m. Whether you’re bringing grandparents, grandkids, or your gloriously opinionated siblings, we create luxury family vacations that honor everyone’s needs without sacrificing depth, comfort, or fun. From private villas to skip-the-line access and flexible daily options, we make sure every generation has space to explore, rest, and be together—without compromise.
Signature Experiences
Private Safari in South Africa
Imagine three generations watching lions roam the savannah, binoculars in hand, with a private guide who makes it fun for kids and fascinating for adults.
Cooking Class with a Local Family in Mykonos
Bangkok is the best food city in Southeast Asia—but only if you know where to go. You’ll zip through hidden alleys by tuk-tuk, skipping the tourist traps.
Villa Retreat in Tuscany
Everyone under one roof—but with enough space to breathe. Morning cappuccinos, afternoon wine tastings, poolside downtime, and a driver on standby to take whoever wants to explore the countryside.
Ziplining & Wildlife Tours in Costa Rica
Adventurous teens fly through the canopy while grandparents float through cloud forest trails. Reunite at the thermal springs, where everyone gets a cocktail—or a coconut.
Why Our Clients Love the Multigenerational Trips We Plan
- We balance togetherness with personal space. Shared villas with private suites. Resorts with connecting rooms and multiple pools. We know that togetherness doesn’t have to mean together every second—and that everyone’s version of “rest” looks different.
- Because we only plan custom trips, we plan with your family dynamic in mind. We ask the right questions upfront: Who needs a nap? Who can’t skip a workout? Who’s the history buff, and who needs a beach day? The result: an itinerary that works for real people, not idealized families from stock photos.
- We offer flexible options every day. Some may want to hit the museums. Others want to sleep in. We design your trip with choice built in, so no one feels dragged—or left out.
- We take care of the heavy lifting. From wheelchair-accessible vans to high chairs at dinner, from coordinating flights from five different cities to finding a restaurant that everyone likes—we’ve got it handled. You focus on the memories, not the logistics.
- We celebrate big moments with style. Anniversary toast on a vineyard hilltop? Birthday dinner with a private chef and fireworks? Family photo shoot at golden hour? If you’re celebrating, we make it unforgettable.
- We create experiences that deepen family bonds. Travel has a way of bringing people closer—and giving you stories to pass down. We’re here to help you collect the kind of memories that get told at future Thanksgivings and toasted at future weddings.
Coming Soon
Sample multigen itineraries ( to places like Italy, Costa Rica, Iceland, and Japan), packing tips for all ages, advice for group dynamics, and our favorite villas and resorts for large families.
Ready to Travel Together—Without the Stress?
We’ll plan a luxury multigenerational vacation that works for everyone in your family, from the stroller set to the silver-haired sages.