Discover the Hamptons - a clutch of affluent seaside towns on Long Island about 90 miles (140 kilometers) from Manhattan - without fretting about car rental, trains, or buses on this day trip from NYC. Explore charming coastal villages, including Southampton and 300-year-old Sag Harbor. Hear stories from a guide you might never learn otherwise, stop for a wine-tasting, and enjoy free time to bag bargains at Riverhead's Tanger Outlets.

Discover the legendary Hamptons on this self-guided tour through the oceanfront villages along the South Fork of Long Island. For centuries, these shores have drawn artists, writers, and presidents, yet the Hamptons remain rooted in a quieter history of Shinnecock native peoples, settlers, and whalers. Begin in Southampton, where white-columned estates line lanes, then drive east through farm stands and vineyards between the glamorous towns. Explore Sag Harbor's whaling heritage, stroll the tree-canopied main street of East Hampton where windmills from the 1600s still stand, and continue to wild Montauk, where a lighthouse has guarded the Atlantic since George Washington authorized its construction in 1796. Along the way, encounter world-class beaches, art museums, and nature preserves that make the Hamptons far more than a celebrity playground. This tour reveals the authentic character beneath the glitz — a place shaped by the sea, the land, and 4 centuries of American stories.

Swap Manhattan’s buzz for the Hamptons’ relaxed elegance on a 10-hour private ride through Long Island’s scenic towns and beaches. Enjoy hotel pickup and drop-off with a professional, English-speaking driver, and customize stops to suit your preferences. Begin in Southampton Village, exploring its tree-lined streets, boutiques, and galleries. Stroll along the pristine sands of Coopers Beach, then head to historic Sag Harbor with its charming marina and inviting cafés. Conclude at East Hampton Main Beach, taking in sweeping ocean views before your return to the city.