The Hamptons Escape Out East

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Escape “Out East” to start your summer in style! It’s a Hamptons Getaway featuring the North and South Forks. Kick off the season with the best of the East End, with 4 star luxury at the one and only Sag Harbor Inn, rated one of the top hotels in the Hamptons.

Day 1 – Hamptons Hello (L, D)
Let your cares slip away as you arrive Out East. With water views and salty air, begin with lunch at Cowfish Restaurant overlooking Shinnecock Bay. On a guided tour, explore the best of the Southfork, from Southampton to East Hampton, Bridgehampton, Sagaponick and more! See the exclusive mansion district and the hidden neighborhoods south of Montauk Highway. Feel the sand between your toes at Cooper’s Beach, named the best beach in the U.S. Known as the crown jewel of the Hamptons, you’ll be charmed by Southhampton’s quaint, tree-lined streets, boutiques, unique Ladies Village Improvement Society and even the oldest department store in America.

Be welcomed in style at the Sag Harbor Inn, your home for two nights. Rated one of the best hotels in the Hamptons, the Inn is located on the waterfront just steps from the bustling downtown of Sag Harbor, the centerpiece of The Hamptons. Enjoy your own private balcony or terrace, modern amenities, and 18th century nautical furnishings and complimentary beach passes! 

Finish your first day with a group dinner at Il Cappuccino Restaurant in Sag Harbor.

Day 2 – The End! (B, L)
Today, begin at the end with a visit to Montauk. Affectionately called The End, Montauk is located at the very tip of Long Island and is one of the most popular destinations out East! Start the morning with the crashing surf at the towering Montauk Point Lighthouse, New York’s very first lighthouse and a National Historic Landmark. Located at “The End,” you can go inside, visit the Lighthouse museum and if you’re
brave enough, you can even climb the tower!

A visit to Montauk, of course, means lunch at Gosman’s Dock, one of the most iconic restaurants on the East Coast! Views of the Atlantic Ocean and Long Island Sound, will make this an unforgettable experience.
The rest of the day and evening are yours to relax at the hotel or on the beach and enjoy the bustling, yet charming ambiance of Sag Harbor.

Day 3 – The North Fork (B)
Today you’ll experience the unique difference between the North and South Forks during a guided tour. This morning begins with the laid back, country feel of the North Fork. Crossing into North Haven, we board the Shelter Island Ferry for a visit to this 8,000 acre, enchanted enclave. After crossing the other side of the Shelter Island Sound, disembark in Greenport, named one of America’s prettiest towns.

From here, you’ll begin a sojourn through the North Fork’s famous wine country. Finish the day with a unique wine tasting at Baiting Hollow Vineyard, located on a working horse farm. Bringing together the farms and vineyards of the North Fork, this is the perfect place to raise a glass and finish your Hamptons Getaway! Cheers to Summer!

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  • $669 Triple
  • $699 Double
  • $899 Single
  • 10% Travel Protection


  • 2 Nights at the prestigious Sag Harbor Inn
  • Guided Tour of both the North and South Forks
  • Cooper’s Beach
  • Montauk Lighthouse, Greenport
  • Wine Tasting at Baiting Hollow
  • 5 meals (2B, 2L, D)


Tuesday May 28th, 2019

  • Yonkers 8:00am
  • Mamaroneck 9:00pm


Thursday May 30th, 2019

  • Mamaroneck 7:00pm
  • Yonkers 7:45pm