Planning a Multigenerational Trip to Cabo: One Villa, Three Generations

The fastest-growing trip we book isn't the bachelor party or the honeymoon — it's the whole-family reunion: grandparents funding it, parents organising it, kids outvoting everyone on activities. Done right, it's the best trip a family takes. Done wrong, it's a group chat with sunburn. The difference is planning.

Why one big villa beats a room block

• Togetherness with escape hatches: shared kitchen and pool, separate wings
• One bill, split cleanly — no resort folio forensics
• Grandparents skip the buffet lines; the chef handles dietary needs quietly
• Little kids nap steps from the pool; teens get their own corner
• The 9 pm card game happens because everyone's already there

Planning rules that save families

• One organiser, one deposit, one decision-maker per family unit
• Plan one anchor activity per day, never two — the pool absorbs the rest
• Book the private chef for nights one and three; night one lands everyone, night three prevents the restaurant-herding meltdown
• Ground-floor bedroom for grandparents: ask us which villas have them (several do)
• Boat day math: private charter per-person cost drops fast past eight people

An anchor-a-day week

• Sunday — arrival, chef dinner
• Monday — Médano Beach morning
• Tuesday — boat day: Arch, snorkel, whales in season
• Wednesday — pool day + abuela's recipes cooking class
• Thursday — San José Art Walk evening
• Friday — golf/spa split; teens surf lesson
• Saturday — big farewell dinner under the lights

Our largest homes sleep fourteen-plus, and clustering neighbouring villas gets a family of twenty-five under adjacent roofs. Tell us the headcount and the ages — we've built this trip many times.