
Every big family has one person who plans the reunion, and this post is for them. We have hosted a decade of multi-generation weeks, and the difference between a magical one and an exhausting one is almost always logistics: beds, kitchens, and the ability to close a door.
The two-kitchen rule
One kitchen for 20 people is a bottleneck with a coffee maker. The setups that work give each branch of the family its own kitchen, its own fridge, and its own morning rhythm, then bring everyone together for beach days and the big suppers. That is exactly how our adjoining properties are built.
The connecting door is the whole trick
Up On The Roof is a oceanfront duplex: book both sides as the Full Duplex and 20 people share two full kitchens, six oceanfront decks, and two of everything else. Open the connecting door and it is one big house; close it at 9 pm and each family retreats to its own living room. Sea Pointe Combined does the same at St. Regis Resort: the only adjoining point-unit condos in the building, sleeping 16, with an elevator for the grandparents and a heated pool for the swim-before-breakfast kids.
Assigning beds without a family meeting
Steal our system: every home's page lists exactly where everyone sleeps, bed by bed. Send the link around, let the bunk-room lobby (the kids) self-organize, and put the light sleepers on the side away from the bunk room. Thirty minutes with the floor plan saves the first-night shuffle entirely.
The stuff planners forget
A group text with the door codes. One shared grocery run the first morning (Sneads Ferry shrimp for night one). A loose plan, not a schedule: the beach does the entertaining here, and the best reunion memories are never the itinerary items. And book early: adjoining weeks for 18 to 20 people are the first thing on our calendar to go each year, and repeat families often claim next summer before they leave (ask us about first right of refusal).
The reunion houses
Sleeps 20 oceanfront with two kitchens, or 18 at the resort with an elevator. Both book as one reservation.