--- title: "Cheap Vacations in City Island 2026 | Expedia.ca" description: "Find incredible offers on City Island Cheap vacations! Plan your next Cheap trip today with Expedia." canonical: "https://www.expedia.ca/lp/theme-vacations/cheap-vacations/6247728/City-Island" language: en-CA market: CA currency: CAD prices_as_of: 2026-11-14T16:23:17Z --- # City Island Cheap Vacations ![A river winding through a densely populated residential area with numerous houses and docks along the water.](https://images.trvl-media.com/place/6247728/b9475b9b-c6e8-41b6-b1a6-b3209ffb33d6.jpg?impolicy=fcrop&w=1200&h=300&q=medium) ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $4,200 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Cheap vacation packages in City Island Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A rooftop terrace with outdoor seating, a city view, and a brick building.](https://images.trvl-media.com/lodging/1000000/540000/534200/534143/9118c9d6.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A breakfast table with various dishes, a bottle of champagne, and a city view.](https://images.trvl-media.com/lodging/1000000/540000/534200/534143/fc228e9d.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 15 - Jan 18** ### [JW Marriott Essex House New York + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-15/2027-01-18/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=534143&dealMarker=&paandie=true&cabinClass=e) Manhattan 3 nights **8.8/10** \- Excellent (1,001 reviews) Roundtrip • Toronto (YTO) - New York (JFK) YYZ - JFK • Nonstop JFK - YYZ • Nonstop [~~CA $1,723~~](https://www.expedia.ca/) **CA $1,010** per traveller found 1 day ago - ![A modern living room with a large window offering a city view, a sofa, two chairs, and a coffee table.](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/b1e6b86c.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A rooftop pool with lounge chairs and a city skyline view.](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 20 - Dec 23** ### [1 Hotel Brooklyn Bridge + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-20/2026-12-23/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399642&dealMarker=&paandie=true&cabinClass=e) Brooklyn 3 nights **9.2/10** \- Wonderful (1,002 reviews) Roundtrip • Toronto (YTO) - New York (JFK) YTZ - EWR • Nonstop EWR - YTZ • Nonstop [~~CA $2,714~~](https://www.expedia.ca/) **CA $1,630** per traveller found 1 day ago - ![A modern kitchen with white cabinetry, a stainless steel stove, and a herringbone-patterned floor.](https://images.trvl-media.com/lodging/124000000/123830000/123821400/123821328/219e73dc.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A hallway with a bed, a nightstand, and a painting on the wall.](https://images.trvl-media.com/lodging/124000000/123830000/123821400/123821328/a9ce5066.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 31 - Jan 3** ### [LGA AIRPORT + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-31/2027-01-03/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=123821328&dealMarker=&paandie=true&cabinClass=e) Queens 3 nights **10/10** \- Exceptional (2 reviews) "The best airbnb Ive stayed at in New York with the best price for our family of 6\. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future. " Reviewed December 24, 2025 Roundtrip • Toronto (YTO) - New York (JFK) YTZ - EWR • 1 stop EWR - YTZ • Nonstop [~~CA $2,247~~](https://www.expedia.ca/) **CA $1,416** per traveller found 1 day ago - ![A modern outdoor seating area with a sofa, armchairs, and ottomans, a glass door leading to a bedroom, and potted plants.](https://images.trvl-media.com/lodging/4000000/3630000/3630000/3629903/59b18545.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern hotel lobby with a bar area, seating, and large windows offering city views.](https://images.trvl-media.com/lodging/4000000/3630000/3630000/3629903/64b1223a.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Feb 4 - Feb 7** ### [The Langham, New York, Fifth Avenue + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-02-04/2027-02-07/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3629903&dealMarker=&paandie=true&cabinClass=e) Manhattan 3 nights **9.6/10** \- Exceptional (1,000 reviews) Roundtrip • Toronto (YTO) - New York (JFK) YYZ - JFK • Nonstop JFK - YYZ • Nonstop Save 100% on your flight [~~CA $2,123~~](https://www.expedia.ca/) **CA $1,343** per traveller found 1 day ago - ![A modern building with large glass windows and a prominent RII sign.](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/136f5a69.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern building with a glass facade, outdoor seating area with wicker chairs and tables, and a mix of indoor and outdoor spaces.](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/ff342498.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 28 - Dec 31** ### [Hotel Riu Plaza New York Times Square + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-28/2026-12-31/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11677770&dealMarker=&paandie=true&cabinClass=e) Manhattan 3 nights **9.0/10** \- Wonderful (3,463 reviews) "This was a mixed bag for me. Some of the staff -- like the person who started my check-in process, and the bellhop -- were very kind and friendly. But one staff member felt nearly antagonistic. I also experienced intentional misgendering of my friend staying with me, which ruined it for me. It's a lot of money to spend to see your friend mistreated. The guests' "guessed" genders are listed on the informational receipt -- nowhere did I add them. If you are LGBTQ+, I recommend skipping this hotel...." Reviewed November 14, 2026 Roundtrip • Toronto (YTO) - New York (JFK) YYZ - EWR • Nonstop EWR - YYZ • 1 stop [~~CA $3,195~~](https://www.expedia.ca/) **CA $2,086** per traveller found 2 days ago ## Discover the most popular places to visit in City Island ### City Island Nautical Museum You can spend an afternoon browsing the exhibits at City Island Nautical Museum during your trip to Bronx. While you're here, you can savor the top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&travelerType=budget%5Fproperty®ionId=949593407024746496) ### What to do in City Island ![Edge Immersive Observation Deck Ticket](https://mediaim.expedia.com/localexpert/50517646/dfc23a3c-b444-4b38-be15-1c834fafcddc.jpg?impolicy=resizecrop&rw=1005&rh=565) #### [Edge Immersive Observation Deck Ticket](https://www.expedia.ca/things-to-do/a.a50517646.activity-details?rid=6247728) CA $61 per adult 94% of travellers recommend ![NYC Pub Crawl & Rooftop Clubbing Experience](https://mediaim.expedia.com/localexpert/53667375/d08212f9-2068-4af7-b597-edecbbb00598.jpg?impolicy=resizecrop&rw=1005&rh=565) #### [NYC Pub Crawl & Rooftop Clubbing Experience](https://www.expedia.ca/things-to-do/a.a53667375.activity-details?rid=6247728) CA $35 per adult 0% of travellers recommend ![Tyrannosaurs rex skeleton in the American Museum of Natural History in New York](https://mediaim.expedia.com/localexpert/183011/92960399-e683-4818-b35a-308a13bde582.jpg?impolicy=resizecrop&rw=1005&rh=565) #### [American Museum of Natural History Tickets](https://www.expedia.ca/things-to-do/a.a183011.activity-details?rid=6247728) CA $50 per adult 82% of travellers recommend [See all activities in City Island](https://www.expedia.ca/things-to-do/search?rid=6247728) ## Frequently Asked Questions ### How much does a City Island vacation package cost? Choose from any combination of hotels, flights and car rentals, and you can be vacationing in City Island from just CA $1,010\. And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable. ### How do I get a cheap travel package to City Island? Our City Island vacation packages promise plenty of savings for the savvy traveler. For the best deals, simply combine your hotel, flights and rental cars into an affordable package. But bargain prices are just the beginning of your next awesome adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 hotel options worldwide to pick from. Whatever your budget or style, there's a package that's perfect for you. ### How far in advance should I book my City Island vacation? While not all air carriers advertise tickets early, you can normally start comparing international airfares on Expedia up to 12 months in advance. This is when you'll bag some incredible bargains. If you're booking at the last minute, you could still be in luck. Low prices sometimes emerge only weeks prior to departure. ### What does an Expedia City Island travel package include? It's up to you! You can select from a range of City Island packages, such as a flight, hotel and rental car. You can also book a hotel and a flight, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your dream City Island vacation looks like, get set to save! ### What should I know before booking a City Island travel package? Bundling your bookings into a City Island vacation package is the easiest way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity? ### Can I choose my airline with a City Island Expedia vacation package? Yes, and with more than 550 airlines to select from worldwide, you're not short on choice. Have a look through the available options and find out which airline best suits your budget and needs. ### If I'm not able to travel, can I cancel my City Island vacation package? Yes, you can. We totally understand that even the best-laid plans can fail, so we're happy to help if you need to make changes to your City Island vacation package. You may be able to amend or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) for more information. Also, check your itinerary for the finer details on change fees. ## Explore a world of travel with Expedia - [Lodging](?equalTargetTab=tab-0) - [Flights](?equalTargetTab=tab-1) - [Packages](?equalTargetTab=tab-2) - [Cars](?equalTargetTab=tab-3) - [Vacation Rentals](?equalTargetTab=tab-4) - [Things to do](?equalTargetTab=tab-5) - [Upper East Side Hotels](https://www.expedia.ca/Upper-East-Side-New-York-Hotels.0-n800076-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in New York](https://www.expedia.ca/5Star-New-York-Hotels.s50-0-d178293.Travel-Guide-Filter-Hotels) - [Financial District Hotels](https://www.expedia.ca/Financial-District-New-York-Hotels.0-n553248633429418894-0.Travel-Guide-Filter-Hotels) - [New York Hotels](https://www.expedia.ca/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels with Free Airport Shuttle in New York](https://www.expedia.ca/New-York-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d178293-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels near Broadway](https://www.expedia.ca/Broadway-Hotels.0-l6064537-0.Travel-Guide-Filter-Hotels) - [Midtown Hotels](https://www.expedia.ca/Midtown-New-York-Hotels.0-n6203489-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in New York](https://www.expedia.ca/New-York-Hotels-Cheap-Hotels.0-0-d178293-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hostels in New York](https://www.expedia.ca/New-York-Hostels.d178293-aaHostels.Travel-Guide-Accommodation) - [Central New York City Hotels](https://www.expedia.ca/Central-New-York-City-New-York-Hotels.0-n553248633938969338-0.Travel-Guide-Filter-Hotels) - [Motels in New York](https://www.expedia.ca/New-York-Motels.d178293-aaMotels.Travel-Guide-Accommodation) - [Hotels with Free Parking in New York](https://www.expedia.ca/New-York-Hotels-Hotels-With-Free-Parking.0-0-d178293-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Flushing Hotels](https://www.expedia.ca/Flushing-Hotels.d11953.Travel-Guide-Hotels) - [Hotels near LaGuardia](https://www.expedia.ca/LaGuardia-Airport-Hotels.0-aLGA-0.Travel-Guide-Filter-Hotels) - [Apartments in New York](https://www.expedia.ca/New-York-Apartments.d178293-aaApartments.Travel-Guide-Accommodation) - [Hotels near Madison Square Garden](https://www.expedia.ca/Madison-Square-Garden-Hotels.0-l6291778-0.Travel-Guide-Filter-Hotels) - [Hotels near John F. 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Guggenheim Museum](https://www.expedia.ca/Solomon-R-Guggenheim-Museum-Manhattan.d502070.Vacation-Attraction) - [Car rentals near New York](https://www.expedia.ca/Car-Rentals-In-New-York.d178293.Car-Rental-Guide) - [Rental cars LaGuardia airport](https://www.expedia.ca/Car-Rentals-In-LaGuardia.d4278092.Car-Rental-Guide) - [Rental cars John F. 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