I’d say it’s always better to book in advance when you’re visiting a place like the Hamptons. The demand for transport can spike unexpectedly, and relying on last-minute arrangements can be stressful. By securing a ride ahead of time, you avoid waiting around or paying higher prices when options are limited. A service like Bridgehampton to Sag Harbor
works perfectly for this. I once had a trip where I didn’t plan and ended up losing almost an hour trying to find a ride, which threw off our dinner reservation. The next day I booked a car in advance, and the difference was incredible: the driver showed up on time, the ride was smooth, and I could fully enjoy the evening. It really helps to take that small step of booking early so you can spend more time relaxing and less time worrying about transportation.