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NYC to NYC Itineraries | Three Options

Begin and end your New England yacht charter in New York City (NYC). The following are just examples of NYC to NYC Itineraries. Your Captain will work with you to create a customized vacation.

NYC to NYC Itineraries
New York City

NYC to NYC City Itinerary Options

Here are three options from which to choose for your NYC to NYC charter.

Option 1 | NYC Harbor Exploration (8 days, 7 nights)

Departure | Day 1

Depart from Brooklyn and embark on a cruise through the iconic NYC harbor.

  • Enjoy views of the Statue of Liberty, Ellis Island, and the Manhattan skyline.
  • Have a delicious lunch on board as you cruise the harbor, soaking up the vibrant atmosphere.
  • Visit famous landmarks like the Brooklyn Bridge and the Financial District.
  • Dock at Chelsea Piers and spend the evening exploring the vibrant nightlife of New York City.

Explore the City | Day 2

  • Explore the diverse neighborhoods of Manhattan, such as Times Square, Central Park, and SoHo.
  • Visit world-renowned museums like the Metropolitan Museum of Art or the Museum of Modern Art.
  • Indulge in some shopping along Fifth Avenue or explore the trendy boutiques in the West Village.
  • Catch a Broadway show or enjoy dinner at a fine restaurant in the evening.

Brooklyn | Day 3

  • Take a leisurely stroll along the High Line, an elevated park with beautiful city views.
  • Explore the vibrant neighborhoods of Brooklyn, such as DUMBO and Williamsburg, known for their art, culture, and trendy shops.
  • Visit the Brooklyn Botanic Garden or the Brooklyn Museum.
  • Experience the local food scene with a culinary tour or picnic in one of the city’s parks.

Governors Island | Day 4

  • Cruise to Governors Island, a peaceful oasis in the heart of the harbor. Explore the island’s historical sites, bike along its scenic paths, or relax in its green spaces.
  • Enjoy lunch on board while admiring the views of the harbor. In the afternoon, visit the South Street Seaport Museum or take a boat tour to explore the harbor’s islands.
  • Return to Chelsea Piers in the evening and dine at one of the waterfront restaurants.

Lower Manhattan | Day 5

  • Embark on a guided tour of the historic neighborhoods of Lower Manhattan, such as Chinatown, Little Italy, and the Lower East Side.
  • Explore the Tenement Museum to learn about the immigrant experience in New York City.
  • Visit the 9/11 Memorial and Museum to pay tribute to the victims of the World Trade Center attacks.
  • Cruise around the harbor, savoring a delicious dinner while enjoying the city lights.

Coney Island | Day 6

  • Take a day trip to nearby attractions such as Coney Island or the Bronx Zoo.
  • Enjoy thrilling rides and iconic attractions at Coney Island’s amusement park, or visit the zoo to see a wide variety of animals.
  • Explore the local neighborhoods and try famous New York-style pizza or hot dogs.
  • Return to Chelsea Piers in the evening and relax on board with onboard entertainment options.

Central Park | Day 7

  • Visit the iconic Central Park and spend the day exploring its vast landscapes, meandering paths, and famous attractions.
  • Take a boat ride on Central Park Lake or rent bicycles to explore the park’s many trails.
  • Visit the Central Park Zoo or picnic in one of the park’s picturesque spots.
  • In the evening, experience a live performance at the famous Lincoln Center or enjoy a sunset cruise around the harbor.

Disembark | Day 8

  • Return to the harbor, taking in the final views of the city’s skyline and landmarks.
  • Disembark at Chelsea Piers and bid farewell to the crew and fellow travelers.
  • Optionally, extend your stay in New York City to explore more attractions, visit museums, or indulge in shopping before departing.

Option 2 | Long Island and Greenwich, Connecticut (8 days, seven nights)

Departure | Day 1 of NYC to NYC Itineraries

  • Depart from Brooklyn and cruise up the East River, passing under the iconic bridges and enjoying the scenic views.
  • Enter Long Island Sound and continue your journey to Huntington Harbor, a charming waterfront town.
  • Enjoy a delicious lunch on board as you cruise, taking in the coastal beauty.
  • Dock at Huntington Harbor and explore the town, visiting local shops, art galleries, and cafes.
  • In the evening, experience the vibrant nightlife of Huntington with its bars and live music venues.

Long Island | Day 2

  • Cruise further east along Long Island Sound, enjoying the scenic coastal views.
  • Arrive in Montauk, a popular beach destination known for its picturesque landscapes and charming lighthouse.
  • Spend the day relaxing on the beach, exploring the local shops, or trying water sports activities.
  • Indulge in fresh seafood at one of the waterfront restaurants in Montauk.

Shelter Island | Day 3

  • Cruise to Shelter Island, a tranquil island known for its natural beauty and upscale resorts.
  • Explore the island’s nature trails, visit historic sites, or relax on the pristine beaches.
  • Enjoy a leisurely lunch on board as you cruise along the scenic coastline.
  • Visit local wineries or enjoy a spa treatment at one of the luxurious resorts on Shelter Island.

Greenport | Day 4

  • Depart from Shelter Island and cruise to Greenport, a charming village on the North Fork of Long Island.
  • Explore the village’s boutiques, art galleries, and antique shops.
  • Visit local wineries and indulge in wine-tasting sessions, savoring the region’s flavors.
  • Enjoy dinner at one of the waterfront restaurants overlooking the harbor.

Sag Harbor | Day 5

  • Cruise to the historic town of Sag Harbor, known for its well-preserved architecture and vibrant arts scene.
  • Explore the town’s charming streets, visit art galleries, and browse through boutique shops.
  • Enjoy a leisurely lunch on board as you cruise along the picturesque Sag Harbor Bay.
  • Visit the Sag Harbor Whaling and Historical Museum to learn about the town’s maritime heritage.

Greenwich, CT | Day 6

  • Cruise to Greenwich, Connecticut, a picturesque coastal town known for its upscale communities and scenic beauty.
  • Explore the charming streets of Greenwich, filled with upscale boutiques, art galleries, and fine dining options.
  • Visit the Bruce Museum or walk along the scenic Greenwich Point Park.
  • Enjoy a leisurely lunch at one of the waterfront restaurants.

Manhattan | Day 7

  • Cruise back to NYC, taking a different route to enjoy the coastal scenery and the Manhattan skyline from a unique perspective.
  • Arrive at Chelsea Piers in the late afternoon.
  • Spend the evening exploring the vibrant neighborhoods of Manhattan or attending a cultural event.

Disembark | Day 8

  • Disembark at Chelsea Piers and bid farewell to the crew and fellow travelers.
  • Optionally, extend your stay in New York City or explore more of Long Island and Connecticut’s attractions before departing.

Option 3 | Hudson River and Upstate New York Exploration (8 days, 7 nights)

Departure | Day 1

  • Depart from Brooklyn and cruise up the Hudson River, passing under the George Washington Bridge and enjoying the scenic beauty of the riverbanks.
  • Enjoy a leisurely lunch on board as you cruise for approximately five hours to Newburgh, New York.
  • Arrive in Newburgh in the late afternoon and explore the town’s historic district, featuring beautifully preserved 19th-century architecture.
  • Enjoy a relaxing evening on board or explore the local dining scene.

West Point | Day 2

  • Take a guided tour of West Point Academy, just a short distance from Newburgh. Learn about the prestigious military institution’s history and traditions.
  • Visit the West Point Museum and explore the campus, including its magnificent Gothic Revival chapel.
  • Enjoy lunch at the academy’s renowned Thayer Hotel, offering panoramic views of the Hudson River.

Cruise up the Hudson | Day 3

  • Cruise up the Hudson River to Poughkeepsie, where you can visit the Walkway Over the Hudson, a pedestrian bridge with stunning views of the river and surrounding landscapes.
  • Explore the charming town of Poughkeepsie, visit local shops, and dine at one of its cozy restaurants.
  • Optional: Visit the Franklin D. Roosevelt Presidential Library and Museum in Hyde Park to learn about the life and legacy of the 32nd President of the United States.

Cruise up the Hudson | Day 4

  • Cruise further up the Hudson River to Kingston, a historic city with a rich maritime heritage.
  • Explore the waterfront area and visit the Hudson River Maritime Museum.
  • Take a scenic walk through the Historic Stockade District, known for its well-preserved 17th-century stone houses.
  • Enjoy lunch on board as you cruise the Hudson River, taking in the beautiful landscapes.

Rhinebeck | Day 5

  • Cruise to the picturesque town of Rhinebeck, known for its charming streets with boutique shops and gourmet restaurants.
  • Explore the town’s art galleries, visit the Beekman Arms & Delamater Inn (one of America’s oldest operating inns), or stroll the scenic Ferncliff Forest.
  • Enjoy a leisurely lunch at one of the local eateries, indulging in farm-to-table cuisine.

Return to Manhattan | Day 6

  • Cruise back down the Hudson River, admiring the scenic landscapes and majestic views of the Hudson Valley.
  • Arrive at Chelsea Piers in the late afternoon.
  • Spend the evening exploring the vibrant neighborhoods of Manhattan or attending a cultural event.

Manhattan | Day 7

  • Explore the diverse neighborhoods of Manhattan, such as Times Square, Central Park, and SoHo.
  • Visit world-renowned museums like the Metropolitan Museum of Art or the Museum of Modern Art.
  • Indulge in some shopping along Fifth Avenue or explore the trendy boutiques in the West Village.
  • Catch a Broadway show or enjoy dinner at a fine restaurant in the evening.

Disembark | Day 8 of NYC to NYC Itineraries

  • Disembark at Chelsea Piers and bid farewell to the crew and fellow travelers.
  • Optionally, extend your stay in New York City to explore more attractions, visit museums, or indulge in shopping before departing.

Note that these NYC to NYC Itineraries are only examples. We will work with you to create a personalized itinerary based on your interests and desires.