Cycling in Buffalo
Cycling in Buffalo - New York State Division of Tourism
Hudson Valley and Niagara Falls
Hudson Valley and Niagara Falls - New York State Division of Tourism
New York City and Finger Lakes
New York City and Finger Lakes - New York State Division of Tourism

The Maple Leaf New York to Toronto by Rail

10 nights from €1,899 per person Including Flights


Enjoy slow travel through stunning Upstate New York by rail over 10-nights and experience the likes of Manhattan, Hudson Valley, Syracuse and the Finger Lakes before ending in Toronto, Canada. Start by immersing yourself in the lively vibes of the city that never sleeps, marvel at Manhattan's skyline from iconic observation decks like the Empire State Building and The Edge or experience the enchantment of a Broadway show. Journey to the captivating Hudson Valley via Amtrak, discovering the allure of Rhinebeck and Beacon. Unwind at a farm-to-table haven and connect with nature at Bear Mountain State Park or Kykuit. Travel to Syracuse by Amtrak, navigating through the vibrant Armory Square and picturesque Finger Lakes. Discover the beauty of Skaneateles Lake, savour local wines.

Continue your scenic journey to the mesmerising Niagara Falls via Amtrak, exploring the serenity of Onondaga Lake Park. Revel in the grandeur of Niagara Falls State Park, embark on a thrilling boat tour, and witness the falls' majestic illuminations. Travel to Toronto, immersing yourself in the CN Tower, Distillery District, and the eclectic Kensington Market. (TM/AM)


  • Indulge in a quintessential New York City by exploring architectural wonders like The Oculus and the High Line and immerse yourself in the charm of Dumbo or the tranquillity of Central Park.
  • Explore the enchanting Hudson Valley on Amtrak, discovering charming towns such as Rhinebeck and Beacon. Relax at a farm-to-table haven, commune with nature at Bear Mountain State Park.
  • Explore the picturesque Finger Lakes region, taking in the stunning scenery of lakes like Skaneateles. Indulge in local wineries, savouring the exquisite wines, and enjoy the charm of the area.
  • Discover Toronto's vibrancy at the iconic CN Tower and explore the eclectic Distillery District and Kensington Market. Visit the Royal Ontario Museum, stroll the Waterfront, and unwind in the serene High Park.

Itinerary Overview

Fly into New York, fly out of Toronto: New York City 2 nights – Hudson Valley 2 nights – Syracuse/ Finger Lakes 2 nights – Niagara Falls 2 nights – Toronto 2 nights


Our holidays include
  • Flights & taxes
  • Accommodation
  • Checked baggage
  • CAR licensed & bonded
  • In resort assistance & 24 hour contact centre
Why Book with American Sky?
  • Hassle-free - book direct quickly and easily
  • Choice of airlines and the option to switch
  • A friendly, family run business with a wealth of experience.
  • Great deals on offer for multiple destinations
  • Low deposits
Why American Sky?
Your money is safe We safeguard your money with ATOL protection and have membership to codes of best conduct.
Why American Sky?
Award Winning
We answer quickly On average, calls are answered within three rings. We also respond within hours to emails.
Why American Sky?
Award Winning
We offer expert advice and great service Our luxury tailor-made holidays are created with impeccable service from start to finish.

Day 1 and 2

New York City

Arrive in New York and head to your Manhattan hotel independently. Experience the lively atmosphere of Times Square. Whether you choose to explore Manhattan during the day or night, there are numerous observation decks to choose from. Visit iconic landmarks like the Empire State Building, Top of the Rock, The Edge, or Summit One Vanderbilt, each offering a unique perspective of the city skyline. Don't forget to cross off a bucket list item by catching a Broadway show in Times Square.

While in the area, indulge in a classic New York bagel at Ess-a-Bagel or Russ & Daughters. Explore The Oculus and the 9/11 Memorial and Museum, and venture to Hudson Eats at Brookfield Place for a variety of culinary delights. Take a leisurely stroll along the High Line and enjoy a snack from the diverse food options at Chelsea Market. Explore charming locations like Dumbo in Brooklyn, Central Park, or the Flatiron District.

Overnight: Park Central New York or similar

Day 3 and 4

New York – Hudson Valley

Today head upstate and take a short Amtrak train from New York Moynihan Train Hall (previously known as Penn Station) along the picturesque Hudson River to the Hudson Valley. Explore the region’s historic districts, visit local shops, and grab lunch at a quaint café. Consider places like Rhinebeck for its charming atmosphere and visit the Old Rhinebeck Aerodrome, or how about Beacon and visiting the DIA Beacon Art Museum? Enjoy a relaxing dinner at a local farm-to-table restaurant, savouring the region's fresh and seasonal ingredients.

Start your day with a visit to a nearby nature spot, such as Bear Mountain State Park or Storm King Art Center. Have lunch in a scenic spot or a local eatery, take a hike, enjoy the scenery, or explore outdoor art installations. With many things to do in the afternoon, we recommend visiting historic sites like Kykuit, Home of Franklin D. Roosevelt National, the Rockefeller Estate or the historic Vanderbilt Mansion. Or how about taking a tour of the beautiful campus of Culinary Institute of America, specialising in culinary, baking, and pastry arts education.

Overnight: Beekman Arms or similar

Day 5 and 6

Hudson Valley - Syracuse/Finger Lakes

Take the Amtrak this morning from the Hudson Valley to Syracuse and arrive in time to explore the Armory Square district and explore the unique shops and boutiques in the area. Check out the Salt City Market nearby, a food hall with over 15 vendors and a diverse culinary range. A few blocks away and discover the Erie Canal museum, a great collection of 200 years of Erie Canal history. Afterwards, bike or walk along the Erie Canal or indulge in a shopping spree at the Destiny USA.

The next day how about heading out to the stunning Finger Lakes region and start your day with a visit to one of the 11 lakes, like Skaneateles Lake. You can take a scenic boat tour or simply enjoy a leisurely stroll along the waterfront. Have lunch in the charming town of Skaneateles, known for its historic architecture and boutique shops. Consider exploring local wineries or breweries in the surrounding area for a tasting experience.

Overnight: Collegian Hotel & Suites or similar

Day 7 and 8

Syracuse/Finger Lakes – Niagara Falls

Spend the morning at Onondaga Lake Park or Green Lake State Park, where you can kayak on the meromictic lake, rent a bike, or simply relax by the lake before taking the Amtrak to Niagara Falls, NY.

Explore Niagara Falls State Park, where you can enjoy stunning views of the falls and how about taking a guided tour, and learn about the history of the area? Have lunch at a restaurant with a view of the falls, perhaps trying some local specialties. Afterwards, explore Goat Island, which offers additional viewpoints and walking trails.

How about a thrilling adventure by taking a Maid of the Mist boat tour. Get up close to the falls and feel the mist on your face. Alternatively, consider the Cave of the Winds tour for a unique perspective. View the falls from a different vantage by visit the Niagara Falls Observation Tower. Experience the falls illuminated at night. Check the schedule for the nightly illumination of Niagara Falls, a captivating display of lights that enhances the beauty of the natural wonder.

Overnight: Niagara Falls Marriott Fallsview Hotel & Spa or similar

Day 8 and 9


Take your last train to Toronto, Canada! A visit to Toronto isn’t complete without taking a ride to the top of the CN Tower for breathtaking views of the city and Lake Ontario. Head to the Distillery District for lunch. Explore the cobblestone streets lined with boutiques, art galleries, and cafes. Have dinner in the vibrant neighbourhood of Kensington Market, known for its diverse food options. Visit the Royal Ontario Museum (ROM) to explore a fascinating collection of art, culture, and natural history. Spend the evening at the Toronto Waterfront. Enjoy a leisurely walk along the Harbourfront and take in the views of Lake Ontario.

Visit High Park, Toronto's largest public park. Explore the lush greenery, visit the zoo, or take a stroll around Grenadier Pond. Head to the Art Gallery of Ontario (AGO) to appreciate a diverse collection of art, including works by Canadian and Indigenous artists. Conclude your visit with a farewell dinner in a neighbourhood you haven't explored yet or return to a favourite spot.

Overnight: One King West Hotel & Residence or similar

Day 10


Enjoy your day at leisure before heading to the airport for your flight home.


  • International flights into New York and out of Toronto
  • Accommodation for 10 nights as described or similar
  • All Amtrak rail between New York City - Hudson Valley, Hudson Valley - Syracuse - Syracuse - Niagara Falls NY - Niagara Falls NY - Toronto

What’s not included

  • Airport transfers
  • Optional Excursions
  • Meals

Yvonne Knott
Book today

Talk to our travel experts for more information and to book or tailor-make your holiday

01 6649900 Call us 9am-7pm Mon-Fri / 9am-5pm Sat-Sun

American Sky also recommends