Our fall escape to Shelter Island đĽď¸ Thereâs something truly magical about a place that makes family travel feel easy, because we all know traveling with littles can be anything but. @pridwin is that place where the kids are entertained, the parents can unwind, and everyone leaves feeling recharged. From sâmores fireside, tennis and bike rides to crafts, games, and outdoor movies, every detail feels thoughtful and every moment invites families to connect. The Pridwin reopens Friday, May 8, 2026, and itâs the kind of destination youâll want on next summerâs list. If youâre coming from Connecticut, take the Bridgeport to Port Jefferson ferry. Driving the car right onto the boat was such a highlight for the girls (and honestly, for us too!). Be sure to book your tickets in advance, then enjoy the scenic ride across the Sound before heading toward Shelter Island. The drive winds along Long Islandâs charming North Fork coast is sprinkled with farm stands overflowing with fall produce. The final ferry to Shelter Island is a quick 10 minutes and doesnât require a reservation, making the journey just as effortless as the destination. LTKTravel LTKFamily LTKKids