How do you plan a multi-generational vacation?

Plan a multi-generational vacation around the slowest pace and the strictest constraint in the group — usually a toddler’s nap schedule or a grandparent’s mobility limits. The destination has to accommodate both; the lodging has to give each generation a closed door for downtime. Layered programming wins: a morning kid activity, an afternoon adult activity, a shared dinner. Avoid forced-fun all-day group plans. Budgeting is split by household, not pooled. Travel insurance is per traveler. Yacht charters land well for multi-gen because the same boat travels with the family — no airport transfers, no group dinners with strangers, no all-inclusive resort wristbands. A 50-foot catamaran with three or four cabins works for eight to ten. Multi-gen yacht charters spell out cabin layouts and activity flow.