75' Traditional Sailboat

Hamptons , United States
# 5539
from $3,450.00 / 3 Hour

Enter Your Travel Dates


Our 41 Guests, 75-foot Modern Classic Schooner with large and wide spacious decks, wonderfully comfortable seating arrangements, and luxurious accommodations. Our boat is available for fully crewed private charters from Sag Harbor for up to 41 guests. Our boat is a fantastic platform for entertaining guests for a few-hour or longer sail throughout the waters of Shelter Island and the Hamptons. While she is a heavily built stable platform, her shallow draft into the water makes our boat a favorite choice to make hard to reach swim spots easily accessible.


Our boat charms her guests with comfortable padded seating throughout her decks and cabin top. She has a well appointed bathroom, a galley fully stocked with serving ware, cups and utensils, and ample cold storage for catering, drinks, and your favorite rose.

Other Features

Our boat features a marvelously easily accessible swim platform with deep ladder for those who wish to take a dip while aboard, and a fresh shower for a rinse after your dip. She has a bluetooth sounds system for your favorite tunes and absolutely everything needed to make your day on the water an absolutely glorious experience.

Every boat charter enjoys an experienced, jovial and capable staff of crew and servers. Captain Toby has been sailing the area since he was a young child and chartering out of Sag Harbor for a decade. Our team of professional yacht crew and stewards make sure you are delightfully taken care of.

Specializes In

Our boat specializes in large groups of over twelve passengers. Picnics, swim spots and customizable day-sails.

Departure Address

Long Wharf, Sag Harbor.


Water and Ice are aboard for guests. Full use of the yacht and her amenities are included. All crew fees are included in the rate with service charge.

Boat info

Passenger Capacity



Offered charter packages. Pricings excluding optional items.

3 Hours AM (3 Hours)
2.5 Hours (3 Hours)
Charter - 8 Hours AM (8 hours (AM))
6 Hours - AM (6 hours (AM))
4 Hours- AM (4 hours (AM))
4 Hours - PM (4 hours (PM))
6 Hours PM (6 hours (PM))
Charter - 8 Hours PM (8 hours (PM))
3 Hours PM (3 hours (PM))


There are few destinations in the United States are iconic as the Hamptons. The Hamptons actually refer to a collection of seafront communities that have long been a summer retreat from wealthy New York City residents. The area is well-known for its endless stretches of beaches, and its beautiful interior home to large farms and classic 18th-century style buildings. The result is a perfect mix of natural beauty, historic charm and an excellent boating destination for those looking to enjoy the best of New York.

Sag Harbor is Where the Sailing is. Each of the communities of the Hamptons has their own special feature. Sag Harbor is where you go to enjoy some classic sailing. This is the perfect place for you trade in your onboard motor for some masts and sails. Sag Harbor has long been the home of American sailing and one of the best places for you to learn the ancient craft. It also has lovely pebble beaches that set the perfect backdrop for sunrise over the Atlantic Ocean. If you are looking to experience the natural beauty of the Hamptons, this is the spot for you.

Experience Something Different in Montauk. When most people think of the Hamptons, they have ideas about old money and the upper crust of American society. While there is plenty of that here—particularly in Southampton—Montauk is an exciting contrast to the rest of the region. Montauk and is an easygoing destination for people who love the great outdoors. Here are some of the best surfing beaches in the region, a few amazing fishing spots and even some wineries located along the Montauk Highway.

Taste the Good Life in East Hampton. East Hampton is the perfect place to wrap up your day in the Hamptons. This area is the home to a large number of trendy bars, exquisite restaurants, and designer stores. Before soaking up the fancy life though, be sure to stop at the Longhouse Reserve. This beautiful park is home to an excellent outdoor sculpture garden and hosts frequent art events. Besides being a frequent hangout of the celebrities who call the Hamptons home, it’s an excellent spot for a little relaxation after a day of fun out on the water. The Hamptons are one of the most famous destinations in America and to really experience them in style you’ll need a charter yacht. So reserve yours now for your next amazing holiday!