Klaus Vedfelt | Digitalvision | Getty Images, even if it's just for yourself, requires some mental and financial gymnastics. Add others to the trip and the logistics become an entirely different beast.
Walker travels five to six times per year, but she's only been on five group trips total. Still, despite her aversion she says she's had some fun on larger vacations. "I say this, but I just came back from a fantastic group trip," she says. However, most people aren't. Communicate how much you plan to spend ahead of time. This goes for bigger expenses like the hotel, but also smaller costs like meals.
Having a conversation about how many fancy dinners you want to have, what it will cost, and what you would ideally want to spend, in total, on breakfasts and lunches is crucial.Winery tours, concerts, outdoor excursions, all of these cost money and do have to be booked in advance. Let others in your trip know by what date they need to commit to these plans.This way, no one is expecting that they can join or drop out last-minute.