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. Our Trusted Travel Experts 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.
Belize: Family of 10 celebrates a 50th anniversary
South Water Caye, Belize. Photo: Shutterstock
“To plan for our 50th anniversary family celebration adventure in Belize, Wendy introduced us to Patricia, a native Belizean with a passion for introducing her country to the world. A year of planning with Patricia and Juliannie culminated in a 10-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 10, 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 9th 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 5 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. Talk about a private and perfect post-pandemic place to be! Leaving “paradise” the last morning was difficult, to say the least!
Patricia ensured that the whole trip worked seamlessly and not once did we have a glitch! She also chose the very best people to support us throughout the trip. We couldn’t have asked for a better family celebration of our 50th!” —Judith Rodwell
Read more reviews of Belize trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
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Morocco: Family of 8 over Christmas/New Year’s
Wendy and family on a camel trek through the Sahara Desert, Morocco.
“Radia and her team put together a trip of a lifetime for our multi-generational family of eight. Our 10-day trip to Morocco over the Christmas and New Year’s holidays 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
Read more reviews of Morocco trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
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Portugal & Spain: 3 generations over Christmas/New Year’s
Sao Pedro do Corval, Portugal. Photo: Michelle Bodine
“Our family just returned from the most magical and well-planned trip to Portugal and Spain for Christmas and New Year’s! We were thrilled to have traveled at this time of year, and especially in Europe where the Christmas lights, trees and markets made it even better. We took our four children and their spouses and four grandchildren, so fourteen all together. Wendy lined us up with the perfect people to help us plan and then succeed on a 14-day excursion with 14 people, big and small, in Portugal and Spain.
Gonçalo and Patricia were phenomenal with their hotel accommodations, food and restaurant recommendations, tour guides that fit our needs of grandchildren ages 6, 3, 1 1/2 and 3 months, and activities that enriched our trip. The itinerary was just what we wanted! It truly was perfect in every way. There was even flexibility, so if we needed to cancel a restaurant because we were going on a food tour and would not be hungry, we could. The amount of scheduled activities and free time to explore more was perfect.
Gonçalo and Patricia are experts in what they do, and I would trust them again to plan the most satisfying travel experience for my family! They both took the precautions necessary to help us feel safe with Covid and continued to help us along our journey with lost luggage and further restaurant recommendations. We could not have done this trip without our trip planners, Gonçalo and Patricia. We thank them from the bottom of our hearts for planning a Christmas to remember forever and ever!” —Michelle Bodine
Read more reviews of Portugal and Spain trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
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London: Chelsea Stadium, royal history, museum scavenger hunt for a family of 10
Big Ben Clock in London, United Kingdom. Photo: Shutterstock
“We recently returned from a trip to London with our family of 10 people that we had planned with Jonathan. We traveled over the Christmas holidays with our children and 4 grandchildren, aged 10-13. Jonathan and Katie’s attention to detail was superb! We stayed at the One Aldywich Hotel in Covent Garden. The hotel was amazing in every way! Our kids each had a 2-bedroom suite to accommodate their families of 4. We arrived the day after Christmas, and the kids had gifts waiting for them in each room with their names on them. The adults all had Christmas stockings filled with treats. All of the rooms were beautiful, and it was a perfect choice for people traveling with families.
Our guide, Alex, was with us for 4 days. He and Olivia, our driver, exceeded all of our expectations. Alex was great with the kids and his scavenger hunt in The British Museum was a real blast! A highlight of the trip was traveling to Hampton Court to learn all about Henry VIII and his six wives. Later that same evening, we went to the theater to see Six, which is about all of the wives. The kids also loved their visit to the Chelsea Stadium. Everything went like clockwork, from our arrival in London to the time we left for home.” —Ellen Weiner
Read more reviews of London trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
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Ecuador and the Galapagos Islands: wildlife trip for a family of eight
Amazon Jungles in Cuyabeno National Park, Ecuador. Photo: Shutterstock
“We were looking for a multi-generational, active vacation—with a strong nature component—for a group of 8 ranging from 8 years old to 75, with two very keen birdwatchers. Ecuador fit the bill, and Allie organized an outstanding vacation for us. We started in Quito with a trip up the cable car where we had views of all the volcanoes surrounding the city, then lunch on the edge of a caldera, a visit to a museum on the equator (granddaughters loved this) and a quick tour round the old town.
The next day it was off to the Napo wildlife center in the Amazon basin, where Allie had arranged for two private guides, one the top birder in the Amazon region of Ecuador and the other a more general guide for the rest who wanted a more varied trip (including a visit to the parrot clay lick and views of the many species of monkeys).
Then came Mashpi, an outstanding luxury lodge in the middle of the cloud forests. Again we had two different guides, so everyone could participate in the activities they wanted. The final leg of our trip was in the Galapagos, where the remaining six of our group went on board a luxury catamaran with 10 other passengers and 12 crew, including an excellent naturalist. With a combination of snorkeling and land-based excursions, we had great views of most of the Galapagos wildlife. Think hammerhead sharks, penguins, sea lions and turtles swimming next to you, and birds galore and giant tortoises on the land.
Our final night was in Hotel del Parque in Guayaquil and finished with an outstanding meal on the terrace at Casa Julian, surrounded by the sounds of an Ecuadorian wedding. All transfers worked perfectly, all flights were on time and no lost luggage. Thank you, Allie!” —Anthony Ford-Hutchinson
Read more reviews of Ecuador trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
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Fishing, hiking, RIB boating in the Lofoten Islands…
The village of Reine in Lofoten, Norway. Photo: Shutterstock
“Part of our Norway trip included three generations: my husband and me, our daughter, and four of our grandchildren. Jan encouraged us to stay at Reine, in the Lofoten Islands. We stayed in Robuer cabins, which were exactly the right fit for the families. Jan set up a full day with a RIB boat, including a shore lunch and a hike to a cave. The next day, he set up a fishing experience and a private chef to come to our room and cook the fish for all of us.
Following the multi-generational portion of our trip, my husband and I cruised from Copenhagen up the west coast of Norway and back to Copenhagen. Jan arranged for private guides to meet us at four different stops on the cruise. These guides were more than happy to tailor the day to our needs. While the ship offered excursions, having the private guides and drivers worked best for us, enhancing the trip with their knowledge and making each destination personal.
Covid was not an issue. Norway had been closed tight for two years and opened only a few months before our trip. It was the SAS pilot strike that made some of our travel plans most worrisome. Jan and his staff were literally at our service day and night as we tried to navigate the travel concerns brought on by the strike.” —Peggy Schuemann
Read more reviews of Norway trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
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Austria and Germany: Christmas markets and more, to suit ages 9 to 79
Vienna Park Christmas Market, Austria. Photo: Shutterstock
“Took a multi-generational family trip to Germany and Austria during the 2022 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 9-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. Just take her advice on where to go, and you won’t be disappointed!” —Theresa Sandoval
Read more reviews of Germany and Austria trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
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Portugal: A four-day stopover for a family of eight…
The Pena Palace, in Sintra, Portugal. Photo: Pixabay
“Goncalo and Patricia planned the perfect four-day stopover in and around Lisbon for our multi-generational family of eight. Spending a day in Sintra was a must on our list, and after being told that we would likely have to wait hours to get into Pena Palace even with advance tickets, they planned a private evening visit after the castle was closed, and we had the entire place to ourselves! This was a true VIP experience and a very memorable one for all of us!
We love trying all different local cuisines when we travel, so we did a food tour/food shopping in the morning that evolved into a cooking class in the afternoon, which everyone enjoyed. All of the restaurants Goncalo recommended were perfect, from the casual places while we were still fighting jet lag to the amazing dinner and Fado music show experience. And, visiting Lisbon around the holidays, we had the added bonus of all of the beautiful lights and decorations around the city!” —Lauren Schor
Read more reviews of Portugal trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
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Mexico: private villa in Puerto Vallarta
Banderas Bay, Puerto Vallarta. Photo: Shutterstock
“When we decided on a family vacation in Mexico for three generations, plus a pre-vacation vacation for my husband and me, we wanted to make sure we navigated all the ins and outs of dealing with COVID while feeling safe and still having fun. Zach and his colleagues came through on both counts.
The first stop for my husband and me was San Miguel de Allende. While we had initially hesitated to stay at the Rosewood because it was not in the center of town, Zach convinced us this hotel would be excellent, and he was correct. Thanks to him we were upgraded to their Tower Suite, which not only came with an enormous amount of space on two levels, but its own private elevator, three outdoor patios, and two butlers! Everything about this hotel was magical, and we cannot wait to return. The tours Zach arranged in San Miguel were excellent and included a market tour and cooking class with a chef, and an in-depth tour of San Miguel and Guanajuato. (Zach had difficulty convincing us to spend the time on the day tour of Guanajuato, but we are so glad he did; it is a lovely, interesting city, and we were sorry we had not allocated an extra day or two to explore there.)
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 (for the adults), 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. From the moment my husband and I landed in Guanajuato until the entire family boarded our flight home, absolutely everything was handled efficiently and worked smoothly.” —Vanessa Hulme
Read more reviews of Mexico trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
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Costa Rica for four active teenagers and mobility-challenged grandparents
Monteverde, Costa Rica. 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 10 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, the naturalist guide, 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. It was an amazing trip!” —Kristen Ebner
Read more reviews of Costa Rica trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
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Atlantic Canada: A trip “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. This was a visit of a lifetime.” —Richard Goldin
Read more reviews of Atlantic Canada trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
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