Love C A B O

Trips We Plan

Four ways to spend
a week in Cabo.

Every trip we plan is its own thing. But after enough of them, patterns emerge. Here are four we know by heart — tell us which one sounds closest, and we'll build from there.

3–4 Nights

The Long Weekend

Four friends. Maybe six. A villa with room to spread out, a day on the boat, a chef who comes to you, and a dinner reservation at the place everyone says is impossible. Sleep until ten. Dinner at nine. Repeat.

What we'd plan

  • Four-bedroom villa with pool, walking distance to the marina
  • Airport transfers in our own fleet, no waiting at arrivals
  • One full day on the boat — snorkel run + sundowner cruise
  • Private chef night in: tasting menu + cocktail pairing
  • Reservations at the two restaurants you've been told to book
  • An afternoon at the spa or the surf break — your call

4–5 Nights

The Anniversary

Just the two of you. A villa with a view that does most of the talking. The kind of week where dinner happens at home half the nights, the chef knows your wife doesn't eat cilantro, and the boat is waiting for the sunset on the night that matters.

What we'd plan

  • Intimate villa with ocean view, infinity pool, full staff
  • Private transfer, flowers and champagne at arrival
  • Sunset sail for two with a chef on board for dinner
  • Two in-villa chef dinners, designed to your tastes
  • A morning at the spa — in-villa or at the resort
  • One reservation at the most romantic table in Cabo

5–7 Nights

The Family Reunion

Three generations under one roof. The kids in the pool, the grandparents on the terrace, the cousins on the boat. A villa big enough that everyone has their own corner, a chef who feeds the picky eater and the food enthusiast, and a week that ends with people already asking when next year is.

What we'd plan

  • Six-to-eight-bedroom compound with full staff
  • Group airport transfers in multiple vehicles
  • Full-day boat charter for the whole group
  • Three chef dinners, family-style, kid-friendly options
  • A day at the beach club, all arranged
  • Surf lessons, snorkel runs, ATV trips — whatever the kids ask for
  • A photographer for one evening so you have the photos

3–4 Nights

The Last Hurrah

Bachelor, bachelorette, milestone birthday — the kind of weekend that earns its own group chat for years afterward. The villa is the one with the pool table and the rooftop. The boat is the one with the sound system. The dinners are loud. The mornings are late.

What we'd plan

  • Party-ready villa: rooftop, pool, sound system, room to host
  • Bottle service and bar setup waiting at arrival
  • Day boat charter with crew, music, and bar pre-stocked
  • One epic chef night — tasting menu with mezcal flights
  • VIP tables at the two clubs worth going to
  • Pickup and drop-off in our own vehicles — no Ubers, no waiting

Something Else In Mind?

We've never planned
the same trip twice.

If yours doesn't fit any of these, tell us what does. That's usually the most interesting kind to plan.

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