Enchanting Long Island

Day One

Long Island's Gold Coast ~ Gatsby Era Gold Coast Mansion tour
This morning depart for Enchanting Long Island, with history and culture, home to the rich & famous and often referred to as 'Hollywood East', this beautiful destination is bursting with castles, historic lighthouses, world-renowned beaches, quaint coastal villages, culinary delights award-winning wineries, and so much more! Enjoy a planned lunch, before arriving at the "Gold Coast" where F Scott Fitzgerald's famous historical novel, The Great Gatsby, was inspired by one or more of Long Island Gold Coast Mansions. From the turn of the century through the 1930s, the North Shore was a virtual Who's Who of High Society. From the Astor's to the Vanderbilt's, this was THE place to be for some of the most notable Americans. Here, you'll enjoy a guided tour of one of these opulent Mansions. Check into the Hyatt Place Long Island/East End for a relaxing three night stay and take time to freshen up before dinner at one of the town's great restaurants.

Day Two

Sag Harbor, Whaling Museum & North Fork ~ Vineyard with Private Tasting
Enjoy breakfast before embarking with your local Guide for a wonderful day of touring and tasting! Begin with a historic tour arriving to the village of Sag Harbor once a bustling port town where whalers of all nationalities converged. Visit the Sag Harbor Whaling Museum and learn about local history as you walk through exhibits housed in a 19th-century mansion. Then enjoy time to stroll up Main Street and visit its old-time storefronts and antique shops and enjoy lunch on your own. This afternoon, cross over to the 'North Fork' named one of the 'Top Ten Wine Regions in the World' by Wine Enthusiast magazine where you'll visit one of Long Island's award-winning vineyards for a private tasting! Tonight, the evening is yours to dine at one of the many wonderful local restaurants.

Day Three

South Fork ~ The Hamptons & Montauk Point Lighthouse
After breakfast, meet your local guide for another delightful day of sightseeing through 'The Hamptons'; the summer playground of the rich and famous consisting of chic seaside communities where today's most well-known celebrities own summer homes. Enjoy some time in Southampton to visit the charming shops and eateries before setting off for a drive along 'billionaire lane' where Wall Street execs, CEOs, and celebrities alike, live in multimillion-dollar mansions along this famous beachfront stretch and visit one of America's "top 10 beaches." Continue to Montauk Point State Park for a visit to Montauk Point Lighthouse, commissioned by George Washington in 1792. Tonight, we will enjoy dinner together!

Day Four

Old Westbury Gardens - Depart for home
Enjoy breakfast and depart for a visit to Old Westbury Gardens; listed on the National Register of Historic Places, which is the former home of the Phipps Family. This magnificent Charles II-style mansion is nestled amid 200 acres of formal gardens, landscaped grounds, woodlands, ponds, and lakes. Enjoy a tour of the mansion and explore the gardens at leisure. After an included Lunch (or High Tea), depart for home taking magical memories of Enchanting Long Island along with you!

B=Breakfast, L=Lunch, D=Dinner