Looking for a New York and Toronto city break that combines two of North America's most exciting cities in one trip? Our tailor-made New York and Toronto holidays pair the energy of Manhattan with Toronto's skyline, culture and easy access to Niagara Falls! Charter Travel are leading holiday specialists, established in 1988. ABTA and ATOL Protected.
Duration: 8 Nights
Quote CHH1712
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Itinerary Highlights:
Based on 2 adults sharing, Travelling 1 June 2027
Get ready for an unforgettable holiday to New York and Toronto! This Twin Centre Trip to New York and Toronto starts with direct flights on Virgin Atlantic, where you can enjoy a comfortable and relaxing flight - and even upgrade to the Premium or Upper Cabins for a more luxury experience!
Spend 4 incredible nights soaking up the energy of New York—think towering skyscrapers, dazzling Broadway shows, and amazing food. Then, fly over to Toronto, Canada’s coolest city, where you’ll discover a mix of city life breathtaking natural wonders. From exploring lively neighbourhoods to taking a thrilling day trip to Niagara Falls and even venturing to Ottawa, this trip has it all. With stays at the stylish Hotel Riu Plaza New York Times Square and Chelsea Hotel Toronto, you’ll be right in the heart of the action. This holiday is the perfect mix of sightseeing, culture, and relaxation—so get ready to tick off some serious bucket-list experiences!
Accomodation - Hotel Riu Plaza New York Times Square with Breakfast included
Welcome to New York City! This fast-paced, electric city is packed with world-famous landmarks, unbeatable shopping, and a nightlife scene that never stops. Walk through the bustling streets of Times Square, take in the stunning skyline from the Empire State Building, and escape to the iconic Central Park. Whether you're a foodie looking for the best slice of pizza, an art lover eager to explore the Metropolitan Museum of Art, or a Broadway fan ready to catch a hit show, NYC has something for everyone.
The city’s neighborhoods each offer their own charm. Wander through Greenwich Village for a taste of old-school New York, explore the stylish boutiques of SoHo, or head to Brooklyn for hipster cafés and incredible street art. And let’s not forget the food—bagels, cheesecake, hot dogs, and Michelin-starred dining, all in one city!
Things to do in New York:
Accomodation - Chelsea Hotel Toronto
But the adventure doesn’t stop in Toronto! A trip to Niagara Falls will leave you in awe as you witness one of the world’s most breathtaking natural wonders up close. And if you’re in the mood for history and culture, a visit to Ottawa will give you a taste of Canada’s fascinating past. Whether you’re a city explorer, a nature lover, or a foodie, Toronto is guaranteed to impress.
Things to do in Toronto
A must-do day trip from Toronto is Niagara Falls, where you can take in breathtaking views from the Table Rock Welcome Centre. Experience the power of the falls up close with the Journey Behind the Falls and, if the season allows, hop on a Hornblower Cruise for an unforgettable ride. Enjoy a scenic lunch at the Skylon Tower, offering stunning panoramic views. Before heading back to Toronto, stop by Niagara-on-the-Lake to browse charming boutiques and sample local wines.
Another must-do Toronto day tip is Ottawa, either by scenic train or a leisurely drive. Begin with a visit to Parliament Hill, the heart of Canada's government, before diving into the nation’s rich history at the Canadian Museum of History. Take a relaxing stroll along the picturesque Rideau Canal and indulge in a gourmet lunch at Play Food & Wine. In the afternoon, explore the lively ByWard Market before returning to Toronto in the evening.
At Charter Travel, we specialise in creating Tailor-Made Holidays; that means we work with you to plan and organise your New York and Toronto Itinerary. Simply let us know what you are looking for, and let us handle the rest. From organising your private transfers, international flights, hotels, excursions and everything in-between.
All holidays booked with Charter Travel are ATOL and ABTA protected, and our expert USA & Canada travel team (who have been booking USA & Canada since 1988) are here to help every step of the way from planning and booking through to your return home.
All our holidays are tailor-made and can be adapted by changing hotels durations and destinations to suit the individuals tastes and requirements – please do get in touch so we can start planning.
Our New York and Toronto holidays are fully tailor-made, but a typical package includes return flights (usually with Virgin Atlantic into New York and WestJet onward to Toronto), 4-star hotel accommodation in both cities - such as the Hotel Riu Plaza New York Times Square and Chelsea Hotel Toronto — and all transfers between flights and hotels. Because every trip is built around you, it's easy to add extras like a Niagara Falls or Ottawa day trip, upgrade to Premium or Upper Class cabins, or swap in a different hotel category. Just let us know what matters most and we'll build the quote around it.
Most of our clients travel for 8 nights in total, split evenly as 4 nights in New York and 4 nights in Toronto — long enough to see the highlights of both cities without feeling rushed. That said, the split is entirely flexible: if Broadway and Manhattan are the priority, a 5+3 split works well; if Niagara Falls and Ottawa are must-dos, 3+5 gives Toronto more breathing room. Shorter 6-night versions (3 nights each) are also popular for a quicker city break.
You'll fly between the two cities — it's a short domestic-style hop of around 1 hour 45 minutes to 2 hours in the air, typically with WestJet or Air Canada. In June, flights run frequently throughout the day, so it's easy to slot the transfer in without losing much of a sightseeing day. We handle the booking as part of your package so both legs are confirmed before you travel.
Niagara Falls isn't automatically included as standard, but it's the single most popular add-on to our Toronto holidays and one we'd always recommend — it's roughly 1.5 hours from Toronto by road, so it works well as a full-day trip. We can arrange this as a guided tour or self-drive/self-organised day out, including highlights like the Table Rock Welcome Centre, the Journey Behind the Falls, and (June-dependent) a Hornblower boat cruise right up to the falls. Just flag it when enquiring and we'll build it into your itinerary and price.
Yes — both countries require pre-travel authorisation for UK passport holders (this isn't a full visa, but it must be arranged before you fly). For the US leg you'll need an ESTA, and for the Canada leg an eTA (Electronic Travel Authorization). Both are quick to apply for online and are usually approved within a few days, but we'd always recommend sorting these well ahead of your June departure. See our full passport and visa advice for more detail.
June is one of the best months to combine these two cities. In New York, expect warm, sunny days (typically 20-27°C) that are ideal for walking the city and sitting in Central Park, before the peak summer humidity of July and August sets in — and it's peak Broadway season, so there's plenty of choice for a show. Toronto in June is similarly pleasant and mild, and it's also when the city's outdoor festival season starts to ramp up, with patios, waterfront events and markets in full swing. Compared to Toronto's cold winters, June gives you the best of both cities without extreme weather at either end.
Prices vary depending on your travel dates, choice of hotel category, cabin class, and any extras like Niagara Falls or Ottawa day trips. As a guide, the sample itinerary shown on this page — 4 nights at Hotel Riu Plaza New York Times Square and 4 nights at Chelsea Hotel Toronto, flying Virgin Atlantic/WestJet — is priced from £1,675pp based on 2 adults sharing and travelling 1 June. Since every holiday is tailor-made, get in touch with your preferred dates and we'll put together a personalised quote.
Absolutely. Ottawa is already a popular addition to this itinerary — most clients visit as a day trip from Toronto, either by scenic train or a leisurely drive, taking in Parliament Hill, the Canadian Museum of History and the Rideau Canal. If you'd rather explore more of Ottawa (or Canada more broadly), we can also build it in as an overnight extension rather than a single day trip — just tell us how much time you have and we'll adapt the itinerary around it.
