Title: City Island Vacation Packages & Trips 2026 from CA $674 | Expedia.ca [City Island Travel Guide](https://expedia.ca/City-Island.dx6247728)[Hotels in City Island](https://expedia.ca/City-Island-Hotels.d6247728.Travel-Guide-Hotels)[Vacation Rentals in City Island](https://expedia.ca/City-Island-Vacation-Rentals.d6247728.Travel-Guide-VacationRentals)[Flights to City Island](https://expedia.ca/Cheap-Flights-To-City-Island.d6247728.Travel-Guide-Flights)[Things to do in City Island](https://expedia.ca/Things-To-Do-In-City-Island.d6247728.Travel-Guide-Activities)[City Island Car Rentals](https://expedia.ca/Car-Rentals-In-City-Island.d6247728.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # City Island Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 City Island Vacation Deals Price found within the past 48 hours. Click for updated prices. ![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### INNSiDE by Meliá New York Nomad Manhattan CA $674 per person Feb 16 - Feb 19 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9.2/10 Wonderful! (2,008 reviews) Great location for walking, close to subways etc. clean nice room good restaurant and bar. Reviewed on Dec 15, 2025 ![Loews Regency New York Hotel](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Loews Regency New York Hotel Manhattan CA $1,622 per person Jan 15 - Jan 22 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9/10 Wonderful! (1,002 reviews) helpful staff, nice rooms, location Reviewed on Nov 24, 2025 ![Lotte New York Palace](https://images.trvl-media.com/lodging/1000000/10000/4900/4818/w1695h1110x0y0-027534be_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lotte New York Palace Manhattan CA $1,751 per person Jan 15 - Jan 22 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9/10 Wonderful! (1,723 reviews) Beautiful, Historic property. Staff was outstanding. Great location. We will stay there again Reviewed on Dec 15, 2025 ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge CA $2,203 per person Mar 8 - Mar 13 found 1 day ago Roundtrip flight included Montreal (YUL) to New York (JFK) 8.8/10 Excellent! (1,000 reviews) i spent lots of money for one night, but there was no breakfast included. I was with my wife as a new married couple to make memories on our 1st night, but the room was terribly heated, and the room service was poor. I called twice for a champagne glass. dinner was amazing with beautiful views. Reviewed on Dec 15, 2025 ![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/d0a5c1e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fifth Avenue Hotel Manhattan CA $2,298 per person Jan 25 - Jan 30 found 21 hours ago Roundtrip non-stop flight included Vancouver (YVR) to New York (JFK) 9.6/10 Exceptional! (159 reviews) We had a great stay. Room was comfortable and had what we needed. The staff was professional and some were exceptional. Our room attendant, Nini, stood out as making our stay memorable with her professional work ethic and kindness. Would stay here again. Also enjoyed the restaurant Reviewed on Dec 13, 2025 ## Ready to book your vacation to City Island? Choose your dates ## City Island Hotel Deals ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/576ccb20_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton New York Times Square Hotel 811 7th Ave New York NY CA $177 CA $263 total Jan 4 - Jan 5, 2026 includes taxes & fees 7.2/10 Good! (5,944 reviews) Elevator was not working making our stay on the 35th floor less than ideal. Starbucks was inadequate for the number of guests on property. Staff was lovely under the tough circumstances. Reviewed on Dec 15, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=87&PinnedHotelID=87&HadPinnedHotel=true®ionId=6247728) ![Hotel Edison Times Square](https://images.trvl-media.com/lodging/1000000/10000/6300/6260/df9c2f28_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Edison Times Square 228 W 47th St New York NY Fully refundableReserve now, pay when you stay CA $158 CA $250 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.4/10 Very Good! (4,858 reviews) Overall great experience Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=6260&PinnedHotelID=6260&HadPinnedHotel=true®ionId=6247728) ![Empire Hotel](https://images.trvl-media.com/lodging/1000000/10000/3700/3670/f27a1835_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Empire Hotel 44 W 63rd St New York NY Fully refundableReserve now, pay when you stay CA $197 CA $262 total Jan 5 - Jan 6, 2026 includes taxes & fees 7.6/10 Good! (6,359 reviews) The staff is always very accommodating and pleasant. The housekeeping crew does an amazing job of maintaining the rooms. Reviewed on Dec 13, 2025 [](https://expedia.ca/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%2F01%2F2026&selected=3670&PinnedHotelID=3670&HadPinnedHotel=true®ionId=6247728) [See all 11,401 properties in City Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F12%2F2025&endDate=18%2F12%2F2025®ionId=6247728) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in City Island ![Times Square](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/506000/506346-times-square.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Times Square 4.5/5(3,459 reviews) New York’s infamous neon wonderland is hustle and bustle at its best, and an essential stop for all tourists. [](https://expedia.ca/Times-Square-Manhattan.d502080.Vacation-Attraction) ![Ed Sullivan Theater showing a city and signage as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/241000/241934-Ed-Sullivan-Theater.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Broadway 4.5/5(2,214 reviews) Visit the dazzling theater district of one of the world’s most exciting cities. Enjoy the shopping, dining and street entertainment as well. [](https://expedia.ca/Broadway-Manhattan.d6064537.Vacation-Attraction) ![Central Park showing flowers, a park and a pond](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/20000/20008-Central-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Central Park 4.5/5(2,909 reviews) Offering blissful respite from Manhattan’s concrete jungle, this is the perfect spot to rest weary feet or enjoy a picnic. [](https://expedia.ca/Central-Park-Manhattan.d6056463.Vacation-Attraction) ### What to do in City Island ![SUMMIT One Vanderbilt Experience Tickets](https://mediaim.expedia.com/localexpert/44823095/69768059-7b68-4af5-af08-632f7fa5549a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### SUMMIT One Vanderbilt Experience Tickets CA $75 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/summit-one-vanderbilt-experience-tickets.a44823095.activity-details) ![Go City: New York Explorer Pass - Entry to 2 to 10 Top Attractions](https://mediaim.expedia.com/localexpert/182983/b75ff37e-f0d8-4444-ac4c-96607ca1ee17.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent CA $120 per adult **84%** of travellers recommend [](https://expedia.ca/things-to-do/new-york-explorer-pass-visit-2-10-attractions-and-save-up-to-50-percent.a182983.activity-details) ![Empire State Building Observatory Tickets - General Admission & Express](https://mediaim.expedia.com/localexpert/183589/395d00a1-5866-4692-bd12-9f8d421ec119.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Empire State Building Observatory Tickets - General Admission & Express CA $118 per adult **90%** of travellers recommend [](https://expedia.ca/things-to-do/empire-state-building-observatory-tickets-general-admission-express.a183589.activity-details) [See all activities in City Island](https://expedia.ca/things-to-do/search?rid=6247728) ## Frequently asked questions ### Can I cancel my flight booking to City Island due to COVID-19? ### What's the best way to find cheap flights to City Island that have flexible change policies? ### What are some of the general tips for travelers to City Island during the COVID-19 outbreak? > - Research if any travel restrictions apply to your origin and destination before locking in your flight. Also check if there are any requirements you'll have to follow on arrival, such as undergoing health assessments. > - Wear a face mask even during airport screening. A TSA employee will require you to temporarily lower your mask for ID purposes. > - To reduce the risk of cross-contamination, position your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA agent. > - TSA now allows passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on baggage. This will need to be removed from your bag for X-ray screening. > - To reduce handling during screening, put items such as your phone, keys and wallet into your carry-on rather than into the bins. > - Transport your food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on makes it less likely that a TSA employee will need to open your bag for inspection. ### Which airlines fly to City Island? ### How can I find cheap tickets to City Island? ### How much is a flight to City Island? ### What are the most popular airports to fly into in City Island? ### When is the cheapest time to fly to City Island? ### How much is a plane ticket to City Island? ### Which airlines with flights to City Island employ COVID-19 cleanliness policies? > - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant. > - JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights. > - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Hotels near Bartow Pell Mansion Museum ](https://www.expedia.ca/Bartow-Pell-Mansion-Museum-Hotels.0-l6247790-0.Travel-Guide-Filter-Hotels) - [Hotels near Bay Plaza Shopping Center ](https://www.expedia.ca/Bay-Plaza-Shopping-Center-Hotels.0-l553248621558034951-0.Travel-Guide-Filter-Hotels) - [Hotels near Baychester Av. 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