In some locations, Tuscany among them, a private villa can make more sense. But typically we recommend hotels, since they tend to be more centrally located, so you can walk to shops and restaurants, and you get breakfast included every morning, lovely common areas to relax in, and helpful hosts on hand around the clock. We also find people enjoy having a bit of their own space and independence on a longer trip, and a villa can start to feel like hard work once cooking and cleaning enter the picture. We’d recommend planning 9 to 12 months ahead so we can secure the best room configurations, connecting rooms for families with young kids, for example, which tend to sell out quickly.

Yes, if the trip is paced correctly. We build in one shared anchor activity most days, whether that’s a long lunch or a guided outing, and leave the rest of the day open so grandparents can rest, parents can explore, and kids can do their own thing without anyone feeling either rushed or left out.

We don’t offer all-inclusive resorts or cruises. Our trips are designed to place you in the heart of each destination for a few days at a time, so you can really get to know the local culture and have some authentic experiences.

Absolutely, this is one of the most common trips we design. We typically build a shared framework with flexible branches, so a beach afternoon can flex between older teens and younger children without splitting the group entirely.

Really, anything from 7 to 14 nights. Some family members may have limited vacation time, so we can adjust accordingly, letting them choose the nights that work for them while others stay on longer.

We design around this constantly. A base with strong “stay behind” appeal, a pool, a garden, a view, means the more active members can head out for the day while others simply enjoy where they are, then everyone reconvenes for dinner. Because our city hotels are typically right in the heart of the historic old town, it’s also easy for anyone to head back to the room and rest whenever they’d like.

We set this up however works for your family, whether that’s a milestone celebration where one generation covers the accommodations and everyone else covers their own flights, or using our online booking portal, where each person gets their own login and can pay toward the trip on their own schedule.

No, typically the price is the same, since a child still needs a seat in the vehicle and a bed in the hotel room.

On the initial trip call, we actually prefer to have as many decision-makers on the line as possible, so we can hear everyone’s requests and take them all into account. After that, it’s easier for planning if the group settles on one or two points of contact.

For groups of eight or more, particularly for peak summer or a specific milestone date, nine to twelve months ahead gives us the best access to the right hotel. Since we prefer to recommend boutique hotels, these also tend to book up faster than larger chain properties.

Yes. Many multigenerational groups travel from different cities, so flights are usually booked individually while we coordinate arrival windows and arrange group transfers once everyone lands.

We generally point families toward a mix of water, culture, and hands-on activity at this age, coastal Croatia or Portugal’s Algarve for example, so there’s enough to hold a child’s attention alongside the destinations parents came for.

Many family-friendly lodges welcome children, though age minimums vary by camp and activity, particularly for walking safaris. We only recommend safari camps that suit your children’s specific ages.

More than you’d think. Teenagers on a family trip generally do best with a light daily structure and real free time, whether that’s a pool, a nearby town to explore, or simply a later start to the day.

Yes, this is standard for us. We collect dietary needs from every traveler up front and inform every hotel, driver, guide, and restaurant we book in advance, so they’re prepared.