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Luxury New York City and New England

19 days from €9,415pp

What is tailor made? Customised itinerary | Every trip is unique | Flexible accommodation options | Designed to your budget

Itinerary highlights

  • Explore the Museum of Modern Art after hours in a totally private experience.

  • Take in the history and culture of Boston.

  • Scale the Cog Railway in New Hampshire's White Mountains.

  • Sail out into the Newport harbour in an authentic America’s Cup yacht.

  • Relax on the pristine beaches of Chatham, Cape Cod.

Price includes

Scheduled international flights
Fully insured vehicle hire
/svg> All accommodation
  • New York
  • Boston
  • Kennebunkport
  • Jackson, NH
  • North Conway
  • Jackson, NH
  • North Conway
  • Jackson, NH
  • Woodstock
  • Newport, Rhode Island
  • Chatham
  • Provincetown
  • Chatham

Itinerary idea in detail

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Including international flights from Ireland.

Day 1 New York

International outbound flight , New York

Today you begin your journey by boarding your international outbound flight to New York. In Premium Economy, you will enjoy priority boarding and extra legroom to stretch out on the journey. On arrival at the airport your driver will meet you and take you to your hotel, right in the heart of Manhattan.

Day 2 New York

New York

You will have time for breakfast in your hotel's Michelin-starred restaurant before your guide arrives. He will be taking you on a tailored walking tour of Manhattan and is a real life New Yorker with a huge breadth of local knowledge. Your guide will return you to your hotel at the end of your tour and you will have just enough time to relax in comfort before your evening visit to the acclaimed Museum of Modern Art. Your private VIP tour begins when the museum closes to the public and you will be the museums' sole visitors on your curator led experience. You may wish to enjoy your evening meal at the museum's twice Michelin-starred restaurant, The Modern, this evening.

Day 3 New York

New York

Visit some of the city's most famous neighbourhoods in style today, in the back of a classic convertible. Your driver, a New York local, will begin your tour by driving over the Brooklyn Bridge into Brooklyn, New York's hippest borough. Your tour will also visit Greenwich Village, SoHo, TriBeCa, Chinatown and Little Italy. This afternoon you can relax in the luxury of your hotel or explore any of the local attractions that are within walking distance.

Day 4 Boston

New York , Boston

This morning you will be dropped off by your hotel's driver at Penn Station, where you will board your train to Boston. Your business class seat will allow you to stretch out and take in the scenery as it goes by. Upon arrival in Boston your driver will pick you up at the station and take you to your waterfront hotel. This afternoon you can take advantage of this wonderful location, exploring the sights and sounds of picturesque Boston Harbor. This evening you can enjoy fresh seafood with a view over the water.

Day 5 Boston


Wake up to the best view in the city, your room looks out over Boston Harbor and you will be able to see a myriad of ships scattered across the bay. You will want to have a light breakfast as your tour today will take you on a food odyssey, tasting classic New England fare such as clam chowder and lobster rolls. This evening you can walk down to harbour to board the Schooner Adirondack III for a sunset cruise.

Day 6 Kennebunkport

Boston , Kennebunkport

Travel to your nearest car hire depot, where your SUV will be ready to collect. All insurances, road maps and a sat nav are included in your hire agreement. Your first drive of the trip is a simple journey to the pretty coastal town of Kennebunkport, Maine. The remainder of the day you have free to explore at your own leisure.

Day 7 Kennebunkport


Kennebunkport is a quintessential New England seaside town with plenty to keep you occupied. You can head out onto the water on a working lobster boat, stroll around the town or relax on the beach. Tonight you can try the catch of the day in one of the lovely restaurants overlooking the harbor.

Day 8 Jackson, NH

Kennebunkport , Jackson, NH

Today you will leave Kennebunkport behind and head inland towards the towering White Mountains of New Hampshire.


Day 9 Jackson, NH

North Conway , Jackson, NH

You have a full day to explore the area around Jackson. The White Mountains offer many outdoors activities such as walking, cycling or white water rafting. This afternoon you will take the Cog Railway to the top of Mount Washington - when the weather is fine, the views are brilliant and you can see all the way to Canada.


Day 10 Jackson, NH

North Conway , Jackson, NH

Your location at the foot of the White Mountain National Forest is perfect for venturing out into the natural scenery. The forest is home to an expansive array of hiking trails, suitable for all ages and abilities, and certain to keep you occupied for the day. You may be lucky enough to spot some local wildlife today, the forest is home to bald eagles, beavers, moose, coyotes and even black bears.


Day 11 Woodstock

Jackson, NH , Woodstock

Leave the White Mountains behind and head east, across state lines, into Vermont. This is one of the more scenic drives of your trip, as you can incorporate the Kancamangus Highway into your journey, while stopping off at idyllic New England towns along the way to Woodstock.

Day 12 Woodstock


You have a full day to take in the beautiful scenery surrounding Woodstock. Take a scenic drive down to the Green Mountains National Forest, visit some of the little towns dotted around Woodstock, or visit nearby Marsh-Billings-Rockefeller National Historical Park.

Day 13 Newport, Rhode Island

Woodstock , Newport, Rhode Island

Continuing south today you will arrive in the wonderful colonial town of Newport.

Day 14 Newport, Rhode Island

Newport, Rhode Island

Enjoy the beautiful coastal city of Newport, which has an interesting history and offers opulent mansions and interesting museums. This evening you will head out onto the water on an America's Cup 12 metre yacht, sailing past lighthouses, Fort Adams and more.

Day 15 Chatham

Newport, Rhode Island , Chatham

Departing Newport you will be leaving Rhode Island and crossing the border over into Massachusetts. From there you can take the scenic coastal road around the southern coast of Cape Cod to Chatham.

Day 16 Chatham


There is plenty to keep you occupied in Cape Cod and Chatham is the perfect location for exploring. You may wish to visit the Cape Cod National Seashore, with its dune filled beaches and plentiful walking trails, or relax and enjoy the seaside location of your hotel.

Day 17 Chatham

Provincetown , Chatham

Another day to admire the local beaches, visit a nearby lighthouse or even head out onto the water for a wildlife cruise. This afternoon you will drive north to the tip of Cape Cod, visiting vibrant town Provincetown. Here you will meet your driver and venture out onto the nearby sand dunes, finishing in time to relax on the beach and take in the sunset. The tour concludes with a traditional New England clam bake right on the beach, with fresh lobster and clams.

Day 18 International return flight

Chatham , International return flight

Make your way to back to Boston today, your evening flight allows for time to take the beautiful coastal roads along the southern coast of Cape Cod and then along the Massachusetts' coastline. Return your car at Boston Logan Airport and relax in the pre-departure lounge, which you have access to with your ticket. Enjoy your overnight flight from the comfort of your flatbed seat.

Day 19 International return flight

International return flight

Arrive home today to complete your journey.

Audley Travel specialist Natalie
Audley Travel specialist Carla

Contact a specialist

The specialist who designs your trip to New England will have explored the country many times and, in some cases, lived there. Their first-hand knowledge gives us the belief that no other travel company can match our expertise in helping you plan your trip. Your dedicated specialist will take the time to understand your preferences and build them into an itinerary to match, working to your budget. He or she will keep perfecting it until you’re completely happy and ready to book.

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When to go

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Place Daily Max Temperature Monthly Rainfall
New York
North Conway
Newport, Rhode Island