We see it all the time: Grandparents want to take three generations on a memorable trip—but they don’t know where to go. So we’ve compiled below reviews of our favorite multigenerational trips. The experts on Wendy’s WOW List of top travel fixers know how to negotiate the particular challenges of a group that spans decades: varied interests and activity levels, reduced mobility for some, the logistics of a large group, and more. Here’s what it means to get a WOW trip. If you’re not sure where you want to go, Ask Wendy—we’d be happy to give you a personalized recommendation for your next multigenerational getaway.
Australia: “We attended our first Aussie footy game. It was a blast!”
Traveler Diane Thormodsgard and family—including twin granddaughters—at a Melbourne footy game.
“We just returned from a 2 1/2 week trip in August, 2025, to Australia with our 12-year-old twin granddaughters and our daughter. We told our grandchildren many years ago they could pick any place in the world for a trip. Australia was their choice even though it was a long way to travel from NY. (We took our grandsons to Dubai 2 years ago.) We started planning the trip in February with Kylie. She designed an absolutely perfect agenda that gave the girls an unforgettable experience with many lifelong memories. Kylie was extremely responsive and had every detail worked out.
Our trip started in Melbourne, where we attended our first Aussie footy game. It was a blast! Thankfully our host, Kieran, was there to escort us and explain the game. The next day Kieran gave us a tour of Melbourne. It included our WOW Moment with Mysterious Al at his art studio, where we all made our own creations. What a nice surprise for everyone!
Traveling to northern Australia included a stay at Silky Oaks Lodge, where we had stayed with our children 28 years ago during our first trip to Australia. We learned a lot during our Daintree/Mossman Gorge Indigenous Rainforest Walk with Skip. Our private River Drift experience on rubber rafts with Will was thoroughly enjoyed, as well as relaxing at the Lodge with the beautiful surroundings.
Next we headed to Orpheus Island Resort by helicopter. It is the most beautiful boutique all-inclusive beachfront resort on the Great Barrier Reef. With under 25 guests, the service was unbelievable, including 3 daily gourmet meals and an extremely personable staff. We used the spa, pool, hiking trails, motorized dinghies, kayaks, fishing and snorkeling gear. An evening sunset cruise was gorgeous. The snorkeling trip in the Great Barrier Reef was really special. It’s hard to explain how relaxing and spectacular our stay was at the Resort.
Our last stop was Sydney. Although we had rainy weather the entire time we were there, our full-day harbor (with grilled gourmet lunch) and city tour was a great way to see Sydney. We toured the Sydney Opera House and visited the Taronga Zoo. Our courageous daughter and granddaughters completed the Sydney Bridge Climb in the cold weather and rain, which was another unique experience for them.
The trip was extremely well planned and orchestrated by Kylie for 3 generations traveling together. We experienced a “trip of our lifetime” for all of us, which created lifelong memories.” —Diane Thormodsgard
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Montana: “Our multi-generational family of eleven people (ages 6 – 67) had one of the best family trips…”
Traveler Magda Kuhn and her family on a vintage tour bus in Glacier National Park.
“Our multi-generational family of eleven people (ages 6 – 67) had one of the best family trips. Melissa made getting into Glacier National Park a breeze and arranged the best activities and guides. We did the Red Bus Tour, a boat trip on Lake McDonald, and had a private guide from the Glacier Institute for an all-day hike. We all hiked eight miles that day!
Melissa also arranged for horseback riding and a float trip with lunch—they also were fun with great guides. We will definitely use her again for our next trip to a national park. Thanks again for the recommendation, it was a winner!!!!” —Magda Kuhn
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
British Virgin Islands yacht charter: “Our family of five and my mom had one of our most memorable vacations…”
When Meghan Schubert awoke the morning of her birthday, the crew had decorated the boat with signs and balloons.
“We spent Christmas on a 52-foot catamaran in the British Virgin Islands. Our family of five (including three teens) and my mom (who’s in her 70s) had one of our most memorable vacations. And it was truly a vacation—we all came back rested!
We were well cared for by the captain, Pieter, who maneuvered our boat into every little nook and cranny in the BVIs. He was extremely relaxed and never worried about getting into any of the sights we wanted to see. His laid-back attitude helped all of us stay calm and relaxed AND we saw everything!
On Christmas Eve, our captain found a private cove for us to anchor for the night! It was incredible to have the entire cove to ourselves. After some swimming and snorkeling, Pieter took our teens tubing. What a sight to see—the sun setting on a private cove, and the only ones around are your kids tubing and laughing as loud as they can. After an amazing dinner prepared by our chef, we sat on the bow of the catamaran and watched the stars and constellations appear. It was so peaceful and private.
We sailed into Jost Van Dyke midday on Christmas Day. The cove was filled with boats and swimmers enjoying the sunny, warm holiday. Our captain steered our boat in between all the other yachts and anchored us nearly on the beach. As we swam for shore to get a drink at Soggy Dollar Bar, we noticed that many of the swimmers were wearing Santa hats! What a sight to see! When we returned to the boat, my daughter and I were not ready to get out of the gorgeous water, so our chef, Ashley, gave us appetizers in the water!
Working with Mandy was perfect. She took the time to get to know what we were looking for and found a great match for us in the crew. I truly felt that Mandy was booking the best vacation for our family and not just another charter for a random person.” —Meghan Schubert
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Israel: “Watching the interaction between our grandchildren and the injured soldiers and their families was one of the highlights of our lives…”
The ancient fortress of Masada in Israel. Photo: Timothy Baker
“We traveled to Israel with our eldest daughter and her family on a trip organized by Joe in late August 2025. It was incredible, and we can’t recommend Joe highly enough. The purpose of this trip started off to be to introduce our 8- and 5-year-old granddaughters to our homeland, as they had never been before. Of course, given the conflict, our purpose also became to show solidarity with the people.
Joe understood all this. In other words, it would be easy to say that Joe was a hugely knowledgeable and friendly guide, and that the arrangements were perfect. But Joe understood that the trip was about more.
For starters, he formed super-close relationships with our grandchildren and ran a trip with just the right touch for them—great activities, great cadence, lots of direct attention. But then Joe found activities that made the trip unbelievably meaningful. These included, for example, barbecuing food for injured soldiers and picking potatoes for the underprivileged. Watching the interaction between our grandchildren and the injured soldiers and their families was one of the highlights of our lives.
Kathy and I have traveled in lots of places, often with Wendy Perrin-selected guides. They have essentially all been great. But this trip was the best by a lot. And Joe and his team had everything to do with that. Thank you, thank you, thank you.” —James Brandt
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Mexico: “Our villa was exquisite and outstanding in every way…”
Traveler Vanessa Hulme and family had a view of Banderas Bay from their private villa. Photo: Shutterstock
“We decided on a family vacation in Mexico for three generations, plus a pre-vacation vacation for my husband and me. The first stop for my husband and me was San Miguel de Allende. The tours Zach arranged were excellent and included a market tour and cooking class with a chef, and an in-depth tour of San Miguel and Guanajuato.
The remainder of our trip was spent in Puerto Vallarta with the entire family. We had very specific requirements for a private villa: directly on the water, large enough so we would all have our own space, fully staffed, close to activities, and located an easy distance from the center of Puerto Vallarta.
Our villa, Casa Demae II, is in a gated complex, and was exquisite and outstanding in every way: spacious bedrooms (all ensuite, and most with balconies) with views of the pool and Banderas Bay, incredible common areas, infinity pool with a swim-up bar, jacuzzi, outdoor dining areas (from where we saw whales most days), streaming services—you name it, it was there! The staff were excellent and always helpful; what a treat to always have, without asking, coffee ready in the morning and margaritas ready in the evening! Our chef was fantastic—we actually cancelled two dinner reservations because the food at the villa was so wonderful. Another very nice touch was simply putting the dirty clothes in the closet basket, and having clean ones reappear that afternoon. This was like having our own private hotel…but better.
As in San Miguel, the activities planned were second to none. Everyone is still talking about the whale-watching tour and the day on the private catamaran around Banderas Bay with complete crew and a chef. Also, because we had the benefit of entry to the Beach Club, the staff arranged for us to jet ski, paddleboard, and snorkel only a short distance away. There is no way we could have put together this trip on our own.” —Vanessa Hulme
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Atlantic Canada: “Excursions we never could have arranged ourselves and about which my three grandchildren never stop talking…”
Joe Batt’s Arm on Fogo Island, Newfoundland and Labrador, Canada.
“For our three-generation family trip to Atlantic Canada—Nova Scotia, New Brunswick, Prince Edward Island, and Newfoundland—Jill arranged excursions which we never could have arranged by ourselves and about which my three grandchildren never stop talking. These included a boat trip where we dug for clams, pulled up lobster traps, gathered fresh mussels and oysters, and had a wonderful lobster boil on a secluded beach. Another boat excursion was to islands dark with puffins, murres, razor bills, cormorants and other birds, and a boat tour of coastal resettled communities during which we saw whales.
We also had a songfest in a private home with guitar and accordion. And we (and some say this was the best) hiked along the shore with Lori, a chef, who pointed out plants which were edible and then used them to make a sumptuous lunch. The vistas of inland lakes, pine forests, and ocean fronts were magnificent.” —Richard Goldin
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Costa Rica: “My father didn’t want his physical disability to stop the fun for his grandchildren…”
The right planner can design a Costa Rica itinerary that works for the whole family. Photo: Shutterstock
“We were traveling to Costa Rica with ten people, including four active teenagers who are up for any adventure and my father who didn’t want his physical disability to stop the adventure or fun for his grandchildren. Priscilla found us the perfect home on an amazing beach where we could watch the sunset daily and take day trips scuba diving, surfing, and fishing. After five days, we moved to the Monteverde Cloud Forest for the sky walk, zip-lining, and endless hikes.
What really made this trip special was the planning that Priscilla did in finding us the perfect naturalist guide, Eddie, as well as the perfect physical therapist, Alonso, to travel with us for the ten days we were away. Alonso provided my father with the best care possible and had the knowledge and ability to work with him in the pool and help him do things he has not been able to do, like taking short walks on the beach. Having Alonso with us allowed my mom to get the vacation she so needed and took all the daily stress away.
As for Eddie, from the moment we met him at the airport, he got the kids engaged and interested in learning about Costa Rica. When we were out hiking, he not only helped us find the monkeys, quetzals and sloth, but educated the kids on the cloud forest and the environment.” —Kristen Ebner
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
The Azores: “A cross between Iceland (they are so volcanic), Ireland (they are so green) and Hawaii (a holiday destination in the middle of an ocean)…”
Traveler Tony Ford-Hutchinson and family on a hike to Lagoa do Fogo on São Miguel Island in the Azores.
“For those of us who live on the East Coast of the USA, the Azores are the closest point to somewhere with a European and Portuguese feel. One of our guides (an American ex-pat) described them as a cross between Iceland (they are so volcanic), Ireland (they are so green) and Hawaii (a holiday destination in the middle of an ocean). Our trip with our daughter, son-in-law and two granddaughters (aged nine and 11) started with a direct 5.5-hour flight from Newark. Flights arrive in San Miguel Island, the most populated, and we spent the first three nights in the luxurious Octant Furnas Hotel in Furnas. The hotel is surrounded by hot springs bringing boiling water to the surface. Highlights there were the food, including preparing and cooking a traditional stew which is buried in the hot ground for several hours, the hotel’s super-warm, mineral swimming pool and a hike up a mountain to Lagoa de Fogo (a lake in a former volcanic cone) followed by a swim on the beach.
We then took a short flight to the volcanic Island of Pico, famous for its mountain (a former volcano of course) and its outstanding white wine. During five nights in Pico, we took two day trips on ferries to the neighboring islands of Faial and São Jorge. Highlights were a trip through the lava tubes on Pico, visits to wineries and a hike around the Caldera on Faial. After flying back to San Miguel for our last three nights, we were driven to our hotel on the Ponta Delgada harborfront. Highlights included a private whale-watching trip with great sightings of three female sperm whales (one with a calf), an evening wine- and food-tasting tour, a morning food tour, a Jeep tour of the Lagoa das Sete Cidades, and a tour of tea plantations with an opportunity to make our own ice cream.
A five-hour flight home took us back to Newark with the realization that we still had five more islands to explore! Thank you to Goncalo and his co-workers for a great trip that left a multi-generational family very happy.” —Tony Ford-Hutchinson
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Belize: “Imagine four kids realizing they were about to jump into two helicopters and fly to their jungle resort…”
Clear water and sugary sand are trademarks of Belize. Photo: Shutterstock
“To plan for our 50th anniversary family celebration adventure in Belize, Wendy introduced us to Patricia. A year of planning with Patricia and Juliannie culminated in a ten-day trip, five days in the jungle and five days on an island. With us were four grandchildren, ages 9-12, so a lot of thought went into making sure we had lots of kid-oriented things to do. We truly wanted to hear lots of ‘WOWs’ from them and we weren’t disappointed.
Imagine four kids flying into Belize City airport and being escorted across the tarmac and realizing they were about to jump into two helicopters and fly to their jungle resort, or their excitement of being whisked from the jungle, via private plane, over to Placencia, then jumping on a boat and arriving on an island? Their reactions when they walked into their luxurious accommodations, complete with plunge pools, were priceless.
Chaa Creek Resort in the jungle didn’t disappoint, upping the ‘WOWs’ to new levels each day. Our butler, Candi, and her trainee Ryan spoiled us with private dinners for ten, breakfast deliveries early in the morning, fresh fruit drinks when we returned from a day of touring, even babysitting so the adults could dine together. At 4:00 a.m. one morning Candi was helping decorate an outdoor pavilion so our granddaughter could have a fun ninth birthday celebration that night. The surprises never stopped, the staff was so generous and kind, the accommodations top-notch, and the food delicious. Our granddaughter with celiac even got special gluten-free desserts every day!
We had a dedicated driver and guide, Darryl, throughout our five days of touring the jungle, and when rising water closed the ATM cave tour, Darryl seamlessly changed plans. Darryl introduced us to the Mayan world, helped us explore their temples, took us to a local coffee plantation and to a women’s local co-op where the grandchildren were able to hand-grind coffee beans, fresh corn for our tortillas, and try their hands at ancient pottery making. A trip deep into the jungle delivered us to zip-lining at the end of our cultural immersion day!
Ray Caye Resort beach days were spent in total relaxation mode so snorkeling, jumping off the two-story diving platform, kayaking, canoeing, sailing the Hobie cat, and even scuba diving kept us engaged. But enjoying gourmet meals, sipping drinks around the pool in the near-perfect weather, and playing family volleyball and puzzle games brought us together after far too many years of separation. The island was magical, the staff always ready to help us, anticipating our every need, and on our last night there, they surprised us with a 50th anniversary family meal on the beach. The resort covered the whole island and at one point there were only 16 vacationers on it. Leaving ‘paradise’ the last morning was difficult, to say the least!” —Judith Rodwell
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Rome, Sardinia, and Italy’s Amalfi Coast: “My daughter, son-in-law, and grandchildren loved EVERYTHING! How lucky am I?”
The “magnificent” coastal cliffs and aqua grottos made an impact on three generations. Photo: Traveler Nancy Lieberman
“As a parent and grandparent, one of the major legacies we leave are joyous memories of shared life experiences with our families. This trip, filled with history, culture, beauty, food and fun, was extremely well planned and orchestrated for all three generations by Elisa and Martina. They were always available to assist with all questions.
Rome was all about history with tours of the Vatican, the Colosseum and the Synagogue of Rome. The Amalfi Coast lent itself to a stunning hike in Positano and a phenomenal cooking class—gnocchi, tiramisu, and an Italian tomato salad. A sommelier shared information about regional wines. And the final stop was Sardinia with magnificent beaches nestled between coastal cliffs and a special boat ride skimmed the aqua waters through caves and grottos.
My daughter, son-in-law, and 12- and 14-year-old grandchildren loved EVERYTHING! How lucky am I?” —Nancy Lieberman
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
The Netherlands: “Planning a trip for well-traveled adults together with meeting the needs of young children takes a special trip specialist…”
When traveling with young kids, they steer the boat—sometimes literally. Photo: Traveler Jan Heininger
“In our kids-centered week in the Netherlands, Tom unerringly picked activities and tours that would most appeal to a younger set—a food tour, visits to the Maritime Museum and NEMO Science Museum, a canal boat tour with an Indonesian lunch. One day, we participated in the quintessential Dutch activity of riding a bike through the countryside. As it was April in Holland, we visited the famed Keukenhof tulip garden. Tom was smart enough to ensure that we got to the garden before the masses of ‘tulip tourists’ overwhelmed it. Our time in the Netherlands ended with a full day at Efteling amusement park. Tom picked a wonderful Netherlands guide for us. Not only was she seemingly knowledgeable about everything, she knew how to talk with the kids (ages 3, nearly 5 and nearly 8) and even got them engaged in seeing some of the smallest details in Flemish masters’ paintings. The two older kids really paid attention and all three kids loved spending time with her. We all enjoyed the bike ride she took us on between Volendam and Edam, just as we did our visit to the do-not-miss Zuiderzee outdoor museum. She also recommended that the kids visit ‘the best playground they’d ever been to’ in Amsterdam—and built over water to boot!
I know that Wendy’s trip specialists can plan and execute flawless trips that draw on their extensive network of contacts to allow clients to dig deeper into the culture than just seeing the sights. But planning a combination trip for well-traveled adults together with meeting the needs of young children takes a special trip specialist. Tom really hit it out of the park for us. It’s one thing to keep teenagers happy; it’s another thing to keep little kids engaged. Tom’s choices of hotels—and specific rooms, especially for our daughter and her family—were spot-on. His choice of activities was also spot-on.
Our congratulations to you, Tom. It was brilliant from start to finish.” —Jan Heininger
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
France: “Three months later we are still talking about the many fantastic experiences…”
Families can rent a bastide in Provence to live like locals. Photo: Shutterstock
“Our family decided they would like to celebrate my special birthday with a family trip to one of our favorite countries, France. Our three generations, ranging from age ten to 72 and totaling 11 people, would want and need a wide variety of food, activities, and many memorable experiences. Our three weeks were to be spent in three different regions, sharing something special each day together.
Philip has the experience and the needed wealth of knowledge to plan a fun and enriching time for our family. Our Paris week was perfect, our Burgundy week-long private bateau cruise was perfect, and our week in Provence in a beautiful bastide was perfect. Really, none of us wanted to leave Provence that last morning. Our family loved the days we spent together in France, and three months later we are still talking about the many fantastic experiences, some of the foods and meals served by special chefs along the way, and our fantastic guides and drivers. Our kids summed it up by saying, ‘We feel like we did a bucket-list experience each and every day.’” —Rose and Steve Cahill
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Norway: “Juggling the needs and desires of three generations spanning from 12 to 81…”
Traveler Theresa Sandoval and her family saw the northern lights several times during their trip.
“We had the BEST time in Norway!! Torunn’s team made everything about the planning process as easy as possible, which was a stretch because we were juggling the needs and desires of three generations spanning from 12 to 81.
We started with snowmobiling, followed by an afternoon exploring the ice hotel on our hotel’s property. That night, we were pulled by reindeer to a Sámi hut to hear stories of their culture and sample some delicacies. The next day, dogsledding was the event of the day! From harnessing the dogs to mushing through the pristine scenery, it could not have been better.
The next day, we transferred to another hotel with a different vibe from the first. I can see why they recommended that we try both. This one was on a mountainside where the family has a small herd of sheep and runs a ski-in, ski-out inn next to the area’s only slope. The good food continued, and we went snowshoeing, ice fishing, spa-ing, tubing, and skiing. It was a blast!
And I haven’t even mentioned the northern lights! We were lucky enough to view them four of the six nights that we were there, from both hotels. They varied in intensity and movement, yet they were always breathtaking.” —Theresa Sandoval
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Chile: “I was initially worried the teens would get bored on this trip, and boy was I wrong!”
Traveler Lauren Schor and her extended family riding in Patagonia, with Torres del Paine in the background.
“Our multigenerational family of eight just returned from a two-week trip to Chile over the holidays. From our first conversation, I knew that Jordan understood the challenges of traveling with both teenagers and grandparents. We take two-week trips every December together, so I’ve learned what is important to us when choosing how to navigate our trips.
We started with four nights in the Atacama Desert at Explora, which was amazing. Explora has so many activities to choose from, and we planned our itinerary once we arrived: Moon Valley, Mars Valley, the geysers, Cejar Salt Lagoon, Rainbow Valley, stargazing at Explora’s onsite observatory, and a hike to Explora’s private hot springs!
Next we traveled south to Patagonia and stayed at Cerra Guido, a ranch just outside of Torres del Paine National Park, for another four nights. They were super-accommodating to everyone’s activity level and physical abilities: We even split up a couple of the days, so everyone could do what they wanted.
My sister-in-law and I did the iconic ten-hour hike to the base of the towers in Torres del Paine, two of the teenagers went horseback riding with a gaucho, my husband and niece rode e-bikes, and my in-laws were taken by car to meet up with them. Then we also did some easier hikes and walks all together.
On New Year’s Day we were driven from Santiago about two-and-a-half hours to the Colchagua wine valley and one of the most special places we have ever experienced anywhere in the world. Clos Apalta is a gem, and once we arrived we never wanted to leave.
I was initially worried the teens would get bored on this trip, and boy was I wrong!” —Lauren Schor
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Greece: “We brought our entire family, which includes our four children, their spouses, and seven grandchildren…”
Travelers Andrea and Ron Klausner renewed their vows with their extended family in Sifnos.
“We went to Greece to celebrate our 50th wedding anniversary. We had gone on our honeymoon to Greece. This time we brought our entire family, which includes our four children, their spouses, and seven grandchildren. First my wife and I traveled by ourselves for 2 1/2 weeks to Athens, Crete, and Santorini, then one of our children and her family joined us in Paros, and finally we rented a villa in Sifnos for ten days for our entire family of 17.
We started planning this trip two years in advance with Jacoline, and she was fantastic! The first part of the trip we had an amazing time experiencing true Greek culture. Ten days in Crete included a five-star dinner at an olive estate (think of dinners at vineyards), dinner with a shepherd at his home in the mountains with two musicians serenading us, and a cooking course where we picked all the produce from the farm and made cheese from a freshly milked goat. We also visited villages in the countryside that haven’t changed in hundreds of years. In Santorini we stayed in one of the properties overlooking the caldera built right into the cliffside. It felt like we were in a cave in the 1500s, but with all the modern amenities and very romantic views.
The ten days in Sifnos with our entire family were magical. Jacoline helped arrange the highlight of our trip, which was a renewal of our vows with our entire family on the beach. As we walked down the beach to a very private cove, everyone was clapping, taking photos and sending their congratulations. It felt so very Greek.” —Ron Klausner
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Ecudaor’s Galápagos, Andes, and Amazon: “I would suggest planning well in advance, as availability dictated the outline of our trip…”
Traveler Lauren Schor and family catch up with a giant tortoise in the Galápagos.
“Allie did an amazing job planning our 13-day multi-generational family trip to Ecuador for Christmas. We started planning almost a year in advance. Most accommodations are smaller, with about 20 rooms total, and I would definitely suggest planning this trip well in advance, as availability dictated the outline of our trip. And we LOVED all of the places we stayed!
In the Galápagos Islands we opted for a land-based trip rather than a cruise, and although we didn’t get to see as many islands as we would have if we’d stayed on a boat, we were very happy with our choice. We spent four days in the Galápagos (two on land exploring Santa Cruz Island—so much to see and do—and two at sea exploring multiple islands in the archipelago). Allie even arranged for a private family photo shoot on the most beautiful beach!
Next stop was the Andes, back on the mainland, at an amazing hacienda where we really got a feel for the culture of the country. After a couple of days here, it was time for the grand finale, the Amazon rainforest. We all thought the Galápagos would be the main highlight of a trip to Ecuador, but the Amazon was just mind-blowing. Allie sent us to the most amazing eco-lodge in a very remote location where we spent three nights. Definitely a once-in-a-lifetime experience!” —Lauren Schor
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Switzerland: “We hiked, had a raclette lunch in a candlelit cave, rafted, mountain biked, wine tasted…”
The Roberts family hiking in Wengen. Photo: Traveler Laura Roberts
“We traveled to Switzerland for 16 days with the help of Ana in Nina’s office. I asked a lot of her because we were traveling with our four grown children, our daughter-in-law, and our ten-month-old granddaughter. She did a great job of finding interesting activities that all eight of us could enjoy! We hiked, had a raclette lunch in a candlelit cave, rafted, mountain biked, wine tasted, and much more! We had three major destinations: Zurich, Wengen and Ascona. Wengen was our favorite—beautiful views of Eiger, Monch and Jungfrau, accessible only by train and no cars in town.
However, the true highlight was in the mountains near Ascona. There was a local alpine festival for the opening of a cattle-grazing area high in the mountains. Ana arranged for us to go by helicopter and see the local traditions—cheesemaking, eating polenta and alpine horns. We were the only foreigners there, and the people were very welcoming! We loved this trip!!” —Laura Roberts
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Malta: “The itinerary was heavy on outdoor activities to keep the grandkids engaged…”
Traveler William Fisher’s grandchildren making pastizzi in Malta.
“Our family group of nine just returned from a week-long spring break trip to the Maltese Islands, organized by Damon and Denise. The trip included grandparents, children, and grandchildren ages 16 to 10. The trip was exceptionally well organized due to the time Damon spent prior to the trip determining what our interests were and how to maximize time spent making memories with our grandchildren.
The itinerary was heavy on outdoor activities to keep the grandkids engaged. Our activities included quad-biking on Gozo; a multi-course picnic lunch with wine on a secluded bay, followed by bocce ball with local players; touring the ruins of Hagar Qim and Mnajdra temples; and an amazing afternoon with the local falconer, who brought an owl, Harris hawk, and Maltese falcon to share with the entire group. We took a private tour of Underground Valletta and a private Dghajsa boat ride across the Valletta harbor for more exploration. We visited a baker and his wife where we made a local pastry called pastizzi, spent time with a local artisan who made musical instruments, visited a honey farm, and ended the day with a visit to a sheep farm where we sampled some delicious cheeses.
We stayed in a beautiful villa in Gozo that included a heated indoor swimming pool! You can imagine how excited the grandkids were when they walked in the front door and saw an indoor pool. Our lodging in Valletta was equally impressive, but in a different way. It was a castle-like structure built in the late 1500s that had been updated to include all the amenities of the current day. Our driver throughout our adventure was Super Mario. He was absolutely delightful! Always on time, always helpful, and always attentive to everyone’s needs, which were often a challenge. The entire experience was exceptional.” —William Fisher
To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Morocco: “It was a very educational and eye-opening experience, especially for our teenagers…”
Wendy took her own family on a camel trek through the Sahara Desert in Morocco.
“Radia and her team put together a trip of a lifetime for our multi-generational family of eight. Our ten-day trip to Morocco over Christmas and New Year’s was one of the best we have ever taken together. It was the perfect combination of cultural experiences, food experiences, sightseeing, shopping and adventure! We spent three nights in Fes, one night in the Sahara, and six nights in Marrakech. Highlights included a hike in the Atlas Mountains, followed by a cooking class at a local Berber family’s home in the mountain village. We also loved the sidecar tour around Marrakech—such a fun and different way to see the city beyond the medina, where most tourists spend all their time.
But everyone’s favorite day of the trip was the time we spent in the Sahara. We felt like we were in the pages of National Geographic as we drove ATVs over the gorgeous sand dunes—so fun and thrilling, with the most unbelievable scenery. And we drove the ATVs right to where our camels were waiting to take us on an unforgettable sunset ride and then on to our luxury tented camp for the evening, where our belongings were waiting for us. It was truly a dream come true.
We also had another surreal experience in the Sahara when we had tea with a nomadic Berber family who lives in tents without electricity or running water. We were able to talk to them and ask them questions about their life (through our guide, who translated for us)—it was a very educational and eye-opening experience, especially for our teenagers. Morocco is a feast for the senses. Even just walking around the medina and souks, the sights, sounds, tastes and smells you will experience will leave a lasting impression on you.” —Lauren Schor
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Austria and Germany: “Our initial idea was to see the Christmas markets, but what we got was so much more…”
Kick off the holidays at Vienna Park’s Christmas Market, in Austria. Photo: Shutterstock
“Took a multi-generational family trip to Germany and Austria during the Christmas holiday. Cannot say enough good things about planning a trip with Gwen. She is by far the best we have ever experienced! Our guides—and we had a ton of them—all were fantastic. They were able to provide for and entertain everyone from our nine-year-old son to my 79-year-old mother. This was a special feat in the cold Christmastime chaos!
Gwen had all the right advice—we felt safe and cared for throughout our train and car transfers and adventures. Our initial idea was to see the Christmas markets, but what we got was so much more—the markets were almost an afterthought. She knew where to go—Munich, Salzburg, Vienna—and what to do there. When she heard that we had a 15-year-old car fanatic with us, she made arrangements for a side trip to Stuttgart as well.” —Theresa Sandoval
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Tuscany and Northern Italy: “A trip that all our children and grandchildren will remember for the rest of their lives…”
Who wouldn’t love learning to make gelato in Rome? Photo: Shutterstock
“Our trip to Italy for Marci’s and my 50th anniversary was fantastic. The anniversary dinner for the 20 of us (ages three to 78) was a true banquet, prepared in one of our two villas by the Rosewood Castiglion del Bosco staff.
All of us loved the pizza- and gelato-making dinner in Rome. We also enjoyed a WOW Moment in Siena, where an artist who had made one of the banners for the winning district in the Palio horse race made a sketch for Marci and me.
Jennifer and her team added great value to our trip. The planning for a group of 20 was difficult enough, but they also came through in the face of unexpected glitches. The grandson I was supposed to take on a side trip to Milan, to see The Last Supper and a performance of Tosca at La Scala, was sick and had to stay behind in Venice. One of my other grandsons was happy to substitute, but the train tickets and ticket to the church of Santa Maria delle Grazie were in a different boy’s name. Somehow, Jennifer’s team was able to get the tickets switched with almost no notice!
When the two of us were supposed to meet the other 18 in Florence, but the train from Milan was delayed, Jennifer’s team arranged a car at the last minute. They were also great helping us rearrange several of our restaurant reservation numbers and times—again, on very short notice. It is a trip that all our children and grandchildren will remember for the rest of their lives.” —Richard Abt
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Japan: “Even with three generations, we all played our hearts out…”
“The energy was infectious, and the experience was unforgettable.” Photo: Traveler Beverly Phillips
“We asked for the impossible, and Andrea made it happen! With just over a month to plan, our family traveled to Tokyo for two opera matinees of Carmen, and Andrea crafted a truly magical journey—one that allowed us to fall in love with Tokyo.
We jumped right into a Taiko drumming class led by an incredible instructor. Even with three generations—grandparents, parents, and children—we all played our hearts out. And to top it off, our instructor, a professional performer, gave us a private demonstration. Wow! The energy was infectious, and the experience was unforgettable.
Throughout our trip, transportation was flawless—which was a feat in itself, considering that our group was sometimes split between different locations. Andrea’s team must have used magic, because if traffic caused delays, they adjusted on the fly. Jolina and Anne were extraordinary, keeping us informed down to the smallest details with weather updates, schedules, driver names, even what shoes to wear. And we could always reach them in an instant. When a leisurely lunch threatened to make us late for the opera, Andrea’s ‘Guardian Angels’ relocated us to a restaurant near the opera house and sent our guide ahead to hold our table. Incredible! As vegans, we presented an extra challenge, but Andrea handled it masterfully.
Andrea also suggested a kintsugi workshop, and he couldn’t have been more right. Our kintsugi master skillfully demonstrated the technique while our translator conveyed every detail seamlessly. As we glued, sanded, and painted the delicate golden veins on our bowls, we connected deeply with the tradition of embracing imperfection. It was a profound experience and one we will never forget.” —Beverly Phillips
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Zambia: “Our trip as a family was a dream come true…”
Traveler Tracy Goble and family enjoying lunch on a sandbar of the Zambezi River.
“WOW!! We just returned from Zambia and had a fabulous experience planned by Daniel! We normally travel to Zambia for work with a university in Ndola, but this year we brought our oldest kids and grandkids with us.
Our time at Sausage Tree Camp was definitely special, with surprise lunches on a sandbar with our feet in the water, unexpected sundown cocktail parties set up on the river bank, and dinner under the stars one night! The resort is staffed with amazing people who cared for us like family. I would never have found this safari camp by myself, but Daniel knew all about it.
When we left the camp (after seeing so many amazing things, like lionesses eating a water buck, a leopard retrieving a kill out of a tree, fishing on the Zambezi River, two-week-old elephants surrounded by protective parents, and so much more), we headed to Livingstone to experience Victoria Falls! We stayed at the Royal Livingstone Resort, which is an experience every traveler needs in their lifetime!! My favorite place in the world is sitting on the deck by the river at sunset, listening to the nearby falls thundering, with hippos calling in the distance. The breakfast at the Royal Livingstone is an epic buffet, and most likely you will see zebras and giraffes walking by on the grass. Daniel also arranged for us to visit the nearby park to see White Rhinos. They are heavily protected, but you still get to drive near them, and then get out of the jeep to walk near them for photo ops. What a wild experience! Our trip as a family was a dream come true.” —Tracy Goble
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French Polynesia: “We snorkeled with manta rays and sharks, kayaked and paddleboarded…”
Snorkeling among these fish is a delight at any age. Photo: Tahiti Tourisme
“Our family enlisted Kleon to plan our trip to French Polynesia, where we spent a week on a catamaran sailing between the islands and a stop in Bora Bora for several days.
Because there were six of us, and three generations, Kleon suggested a number of activities that would suit us all. We snorkeled with manta rays and sharks, kayaked and paddleboarded. There were also visits to a pearl farm, vanilla farm, and rum factory, all of which we truly enjoyed.
The catamaran was a perfect choice for us. There was a very professional and cordial captain, and Virginie a perfect hostess and incredible cook. Because of them, we enjoyed spending time on the cat just relaxing, reading, snoozing, etc., as much as we enjoyed our excursions.
On Bora Bora, we all had overwater bungalows with patios and direct lagoon access. It was also interesting to be able to feed the myriad fish from an opening at the bottom of the bed!” —Vanessa Hulme
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New Zealand: “Our most exciting day—a helicopter tour over Mt Aspiring, a hike through Siberia Valley, and a thrilling jetboat ride…”
Mountains reflect on Milford Sound, in Fiordland National Park. Photo: Rob-Suisted/New Zealand Tourism
“We just got back from the most incredible trip planned by Jean-Michel and his team. We were traveling with six people from 13 to 80 years old, and Jean-Michel did a great job finding activities that we would all love.
We had only nine days so we stayed on the west coast of the South Island and there was plenty to explore. We started in Te Anu at the Fiordland Lodge and loved the beautiful lodge and surroundings. We hiked, went fishing, and explored Milford Sound by boat. The scenery was beyond breathtaking everywhere we went! Our next stop was Queenstown and we stayed at the historic Eichardt’s Private Hotel. We had a lovely wine-tasting day in Central Otago with the best guide and driver (Beau Rapley) and our daughter even went bungee jumping from the Kawarau Bridge. She loved it!! Queenstown and surroundings were great—plenty of walking trails, gardens, gorgeous lake and mountain views. Not to mention great food and wine!
Wild Earth Lodge in Makarora was the most serene and beautiful little inn run from the home of Pete and Janine. They took great care of our whole family and cooked the most delicious meals! We spent our days there hiking to the Blue Pools and having some relaxing down time. We also had our most exciting day—a helicopter tour over Mt Aspiring National Park, a hike through Siberia Valley, and a thrilling jetboat ride back down the Wilkin River. The whole trip was outstanding and we wouldn’t have been able to do it without Jean-Michel.”—Alana Jacobson
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Kenya: “We were lucky to arrive in time for the Great Migration, which was awe-inspiring…”
Traveler Robin Carlson and family at Instinct of the Mara, a camp that they had all to themselves.
“Julian planned a memorable trip to Kenya for our extended family of 11 people, including grandkids ranging in age from 11 to 17. Julian suggested we start at Sweetwaters Serena Camp, so we could see rhinos. It was a perfect start. There was a water hole opposite the tents, so animals were coming and going all day and night. Meals were buffet-style, which provided plenty of options for everyone, including kids and vegetarians.
Then we flew to Instinct of the Mara for four days. We were lucky to arrive in time for the beginning of the Great Migration, which was awe-inspiring. Except for one day when we saw a few other vehicles, we were alone among the animals. One evening we had a sundowner with lamb roasted on a spit by the Maasai while we watched the sun set.
Our final stop was Cardamom House on the Indian Ocean. It’s a beautiful, very private spot. We enjoyed relaxing and swimming. I had requested a birthday cake for my granddaughter, and the staff went all-out. The chairs were decorated with balloons. They brought cake and ice cream and sang to her. She said: best birthday ever.”—Robin Carlson
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That’s why I can’t wait to start traveling to unfamiliar places with Zeke again—when it feels safe to do so—and why I think those experiences are as important for his education as will be getting back into a classroom with his teachers and peers—once it’s safe to do that as well. I know many of you likewise love to travel with your children and grandchildren, and so we’ve compiled some tips and inspiration offered by our 
