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Ultimate New York City and Upstate New York Road Trip Itinerary

Last updated: 2024 Jun 14

Iconic NYC Landmarks and Skyline Views

Morning

Start your day with a classic New York breakfast at Russ & Daughters Cafe, known for its bagels and lox. Afterward, head to the Empire State Building with your skip-the-line tickets to enjoy panoramic views of the city.

Afternoon

For lunch, savor a slice of authentic New York pizza at Joe's Pizza. Then, take a leisurely NYC Hop-on Hop-off Sightseeing Tour to cover the city's top attractions.

Evening

In the evening, experience the city lights on a NYC Skyline and Statue of Liberty Night Cruise. Conclude the day with a fine dining experience at Per Se, known for its exquisite tasting menu.

Bedtime

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Historical and Cultural Immersion in NYC

Morning

Enjoy a luxurious breakfast at Balthazar Restaurant & Bakery, a SoHo institution. Then, delve into the city's history with a visit to the NYC 9/11 Memorial & Museum with your timed-entry ticket.

Afternoon

For lunch, indulge in a burger at the famous Shake Shack. Afterward, explore the art world at the Museum of Modern Art (MoMA).

Evening

Dine at the trendy The Spotted Pig for a unique culinary experience. Conclude the day with a Broadway show in the iconic Theater District.

Bedtime

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Rural Charm and Outdoor Adventures

Morning

Pick up your rental car and enjoy a scenic drive to Callicoon. Have a hearty breakfast at a local diner upon arrival.

Afternoon

Spend the afternoon exploring the quaint town, visiting local shops, and taking a leisurely walk by the Delaware River.

Evening

Enjoy a farm-to-table dinner at one of the local restaurants in Callicoon, savoring the fresh flavors of the region.

Bedtime

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Niagara Falls Excursion

Morning

Depart early for Niagara Falls, a must-see natural wonder. Stop for breakfast at a charming roadside cafe on the way.

Afternoon

Take a boat tour to experience the falls up close and feel the mist on your face. Enjoy a picnic lunch with a view of the cascading waters.

Evening

Witness the falls illuminated at night before heading back to Callicoon. Stop for a late dinner at a local diner on the return journey.

Bedtime

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Local Heritage and Culinary Delights

Morning

Explore the local heritage sites, such as the Catskill Distilling Company and the Delaware Youth Center. Enjoy a leisurely brunch at a farm-to-table restaurant.

Afternoon

Participate in a cooking class to learn about the region's cuisine and enjoy the dishes you prepare. Spend the rest of the afternoon relaxing in nature.

Evening

Have a farewell dinner at a fine dining restaurant, savoring the flavors of the Catskills. Reflect on your time in this charming region.

Bedtime

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