Top Long Island Cultural Tours

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.

Learn about Bermuda's historical past and visit our memorable and interesting museums island-wide. You will explore our rich history and surely be amazed by Bermuda's 400+ year old varied and interesting history! Delve into Bermuda's past while learning about the role that Bermuda played in world history. This excursion explores famous museums and old historical national trust homes and properties with knowledgeable and friendly guide. Transportation is included in the price.

For an authentic Burmudian experience, book this small-group tea and tales experience, where you learn all about local culture and hospitality from a Flatts Village resident. Your tour starts with easy pickup from your designated spot. Walk through the neighborhood learning about herbs and flowers used in tea making. Then try Johnny bread and sample Bermuda Tea in your host’s home, listening to rich cultural tales.

Sip on Long Island wine or cider while visiting the area’s renowned vineyards, including Osprey's Dominion Vineyards and Duck Walk Vineyards, all in one indulgent, private tour. With round-trip transit from your preferred Long Island location and included tastings (with a lunch upgrade option available), enjoy simplified logistics and an enjoyment-focused experience.