top of page

The Hamptons

A FOUR DAY ITINERARY 

Day 1

DAY 1

Check In at Hyatt Place East End + Breakfast each morning 

Located on the tip of Long Island’s famed North Fork, this hotel offers easy access to a variety of large regional companies, the county government seat, and a myriad of exciting East End attractions. This waterfront hotel near the Long Island Aquarium is ideal for business and leisure travelers. From 17,000 sq ft of meeting space to indoor and outdoor swimming pools, there is everything you need to make this place your home.

Dinner at Jerry

and the Mermaid

Enjoy a scenic water view, where the river shimmers and the sunset dazzles while your food is prepared to perfection. Welcome to Jerry and the Mermaid, Seaside Clam Bar and Grill, where the food is favorable and memorable. They take pride in serving only the freshest seafood and other fine fare. Serving fresh, locally caught fish, locally grown produce & Long Island wines. We offer indoor, outdoor & Enclosed Patio dining in a casual, family friendly atmosphere!

DAY 2

Meet and Greet with your Tour-Guide for this day and explore Long Island’s playground of the rich and famous – the Hamptons - weaving together the fascinating history of the area with the ever evolving Hamptons current scene. After being introduced to the Southampton summer colony with its historic and new mansions, your first stop will be at America’s # 1 Beach - Cooper’s Beach. You will have a chance to stroll and enjoy the beauty of this famous beach, one of the playgrounds of the wealthy residents who live nearby. You will then continue the Southampton mansion tour, viewing the magnificent homes on Billionaire’s Row on route to the heart of Southampton Village’s shopping district.

After being shown the major sights of the Southampton’s downtown, you will have free time to explore its famous shopping district. There will be time to shop at Hildreth’s, the oldest department store in America and have a snack at Southampton’s gourmet market, Citarella. Strolling its stunning tree lined Main Street, taking in its many boutiques and cafes, it will be clear why Southampton Village is considered the jewel in the crown of all the Villages of the East
End. You will then venture East to the end of Long Island, Montauk - traveling through the magnificent hidden enclaves of Bridgehampton, Sagaponack and East Hampton.

Lunch at Gosman's Dock

One of the most famous and popular restaurants on the East End of Long Island.
Departing Gosman’s, you will continue your journey to the eastern most tip of Long island – Montauk Point, passing thousands of acres of preserved parkland as the history of Montauk is described. Approaching Montauk State Park, you will have your first views of the Montauk Point Lighthouse, commissioned by President George Washington in 1796.

Montauk Point Lighthouse

Montauk Point Lighthouse

Admission has been arranged to visit the Lighthouse Museum and climb its 137 steps to the top where breathtaking views of the convergence of the Atlantic Ocean, Block and Long Island Sound make this an unforgettable experience. You will depart the Lighthouse, traveling back through Montauk’s downtown, passing the Deep Hollow Ranch, a reminder of Montauk’s cattle ranching past, onto the Old Montauk Highway as you travel back to Sag Harbor.

Sag Harbor 

Founded in 1707, Sag Harbor’s port was the center of foreign and coastal trade
and designated by President George Washington in 1789 as an official port of entry in the United States. Sag Harbor’s illustrious history will be described as you view its immaculately restored neighborhoods and local treasures.

Old windmill in Sag Harbor

Dinner at Buoy One Restaurant in Westhampton

Westhampton’s Buoy One, the cult favorite that expertly combines delicious food and drinks with an incredible vibe.

DAY 3

Tour of Stony Brook

This beautiful place  in the Town of Brookhaven offers a multitude of attractions, arts & culture, shops, restaurants, accommodations, historical sites & natural beauty for you or your group.

Tour of Old Westbury Gardens 

Listed on the National Register of Historic Places, is the former home of John S. Phipps, his wife, Margarita Grace Phipps and their four children. Completed in 1906 by the English
designer, George A. Crawley, the magnificent Charles II-style mansion is nestled amid 200
acres of formal gardens, landscaped grounds, woodlands, ponds and lakes. Westbury House is furnished with fine English antiques and decorative arts from the more than fifty years of the family's residence.

Tour and Tasting of wines at Baiting Hollow Farm Vineyard

From the moment you arrive, you'll know what a special place BHFV is. It is their goal to make
you feel welcome and for you to have fun while enjoying our wine, beer, food and great musical entertainment. They designed their 1861 fully renovated farmhouse so that it has one cool yet cozy vibe. The outdoor courtyard and westernmost portion of the vineyard are great places to hang out during the outdoor season from mid-May to mid-November.

Dinner at Touch of Venice

Relaxed space offering Italian fare such as pasta & veal rollatini, plus cocktails & outdoor dining. Flavorful, five-star sauces fill the menu at Touch of Venice, and Cutchogue visitors will say it serves the best Italian fare in town.

DAY 4

Tour of Oheka Castle

This magnificent Gold Coast Mansion, resting majestically on the highest point of Long Island, emanates the elegant refinement of a chateau in France coupled with world-class service and a rich history that is distinctly American. OHEKA has been celebrating the art of entertaining since 1919. Today, OHEKA is recognized as one of the most prestigious wedding and event venues in the World and is a member of Historic Hotels of America®. The Castle boasts; 32 luxurious guestrooms and suites where guests can sleep like royalty, Historic Mansion Tours of the Estate and Gardens, and the OHEKA Bar & Restaurant offering patrons a unique culinary experience.

END OF PROGRAM

bottom of page