Getting a big group — friends, cousins, multiple generations — on the same trip takes more planning than a couple’s getaway, but the payoff is worth it.
By Vacation Intel
Choosing a Destination Everyone Can Reach
Look for a destination with direct flights from most of the group’s home airports, or a single all-inclusive resort where the “destination” itself becomes the shared activity, minimizing coordination once everyone arrives.
Book Connecting or Adjacent Rooms
Group travel works best when the group can spread across multiple rooms or a villa while staying close enough to gather easily — ask about group room blocks, which resorts often price at a discount for parties of 8 or more.
Build In Optional Time
Not every activity needs the whole group. Building a loose schedule with a few “everyone together” meals or excursions, and leaving the rest optional, keeps a large trip from feeling like a forced march through someone else’s itinerary.
Best Trip Types for Groups
- An all-inclusive resort with multiple room categories and a kids’ club (for mixed generations)
- A private villa rental with a shared pool and communal kitchen
- A multi-cabin cruise, which handles meals and activities for a big group automatically
Vacation Intel Tip
Assign one person as the “group point of contact” for the resort or rental — most properties will only coordinate group requests, like adjoining rooms or a private dinner, through a single booking contact.