Title: Luxury Vacations in City Island 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6247728/b9475b9b-c6e8-41b6-b1a6-b3209ffb33d6.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # City Island Luxury Vacations ## 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 ## Flight and Luxury hotel deals in City Island Price found within the past 48 hours. Click for updated prices. ![Arthouse Hotel New York City](https://images.trvl-media.com/lodging/1000000/20000/12200/12117/922bba74_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arthouse Hotel New York City Manhattan CA $1,441 per person Mar 14 - Mar 21 found 3 hours ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,678 reviews) Hip boutique hotel with an industrial cozy vibe. Rooms are sumple but have everything you need. The libby bar and cafe are nice. Attached to Serafina restaurant. Great lication overall and parking across the street. Reviewed on Feb 6, 2026 ![Fouquet's New York](https://images.trvl-media.com/lodging/89000000/88280000/88270900/88270883/aba7521d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fouquet's New York Manhattan CA $2,853 per person Mar 11 - Mar 16 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.6/10 Exceptional! (60 reviews) Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time. Reviewed on Oct 10, 2025 ![Hyatt Regency Jersey City on the Hudson](https://images.trvl-media.com/lodging/1000000/890000/880300/880227/6f887cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Jersey City on the Hudson Downtown Jersey City CA $2,049 per person Apr 26 - May 2 found 2 hours ago Roundtrip flight included Toronto (YYZ) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,565 reviews) We loved to stay here but hotel wifi is too mush slow and some the telephone doesn’t work.all other the staff was so good and nice rooms. Reviewed on Feb 8, 2026 ![Hotel Beacon](https://images.trvl-media.com/lodging/8000000/7430000/7422500/7422476/f9ce7133_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Beacon Manhattan CA $2,079 per person Apr 11 - Apr 18 found 1 day ago Roundtrip flight included Montreal (YUL) to New York (JFK) 9.4/10 Exceptional! (1,350 reviews) The staff was amazing! The location to Beacon Theater and Cental Park was wonderful. The Viand Cafe was delicious! Reviewed on Feb 8, 2026 ![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 $1,473 per person Apr 25 - Apr 27 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to New York (JFK) 8.8/10 Excellent! (1,000 reviews) The entire stay was exceptional! From the point of entry to departure 10/10 Reviewed on Jan 29, 2026 Don't see what you're looking for? See all available trips from Columbus to City Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury holidays in City Island Price found within the past 48 hours. Click for updated prices. ![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 $1,473 per person Apr 25 - Apr 27 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to New York (JFK) 8.8/10 Excellent! (1,000 reviews) The entire stay was exceptional! From the point of entry to departure 10/10 Reviewed on Jan 29, 2026 ![Fouquet's New York](https://images.trvl-media.com/lodging/89000000/88280000/88270900/88270883/aba7521d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fouquet's New York Manhattan CA $2,853 per person Mar 11 - Mar 16 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.6/10 Exceptional! (60 reviews) Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time. Reviewed on Oct 10, 2025 ![The Pierre, A Taj Hotel, New York](https://images.trvl-media.com/lodging/1000000/30000/20300/20213/8b7fc5c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Pierre, A Taj Hotel, New York Manhattan CA $1,964 per person Apr 25 - Apr 29 found 11 hours ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (1,007 reviews) The room was extremely comfortable in the hotel is gorgeous Reviewed on Feb 8, 2026 Don't see what you're looking for? See all available trips from Columbus to City Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in City Island Price found within the past 48 hours. Click for updated prices. ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/576ccb20_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton New York Times Square Hotel Manhattan CA $701 per person Mar 12 - Mar 15 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 7.4/10 Good! (5,413 reviews) Nice stay… nice lobby and great area Reviewed on Feb 8, 2026 ![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 $2,422 per person Apr 27 - Apr 30 found 21 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8.8/10 Excellent! (1,000 reviews) The entire stay was exceptional! From the point of entry to departure 10/10 Reviewed on Jan 29, 2026 ![The Mark](https://images.trvl-media.com/lodging/1000000/20000/19800/19712/b38d9baf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Mark Manhattan CA $2,485 per person Mar 13 - Mar 16 found 6 hours ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.6/10 Exceptional! (691 reviews) Great service and hotel Reviewed on Dec 29, 2025 Don't see what you're looking for? See all available trips from Columbus to City Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury holidays in City Island Price found within the past 48 hours. Click for updated prices. ![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 $1,466 per person Mar 16 - Mar 20 just found Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (1,723 reviews) Very pleased. Excellent service. Thank you Reviewed on Feb 7, 2026 ![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 $1,914 per person Mar 13 - Mar 17 found 20 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8.8/10 Excellent! (1,000 reviews) The entire stay was exceptional! From the point of entry to departure 10/10 Reviewed on Jan 29, 2026 ![Hotel Riu Plaza Manhattan Times Square](https://images.trvl-media.com/lodging/61000000/60680000/60677500/60677495/0bd08347_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Manhattan Times Square Manhattan CA $1,580 per person Apr 6 - Apr 10 just found Roundtrip flight included Montreal (YUL) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (3,348 reviews) Immaculate room. Comfortable. Great location. Reviewed on Feb 7, 2026 Don't see what you're looking for? See all available trips from Columbus to City Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury City Island vacation with Expedia #### What are some benefits when booking luxury City Island vacations? When you book a luxury City Island vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in City Island? If you're looking for something luxurious in City Island, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $701, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 39\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in City Island. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in City Island? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout City Island. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in City Island. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in City Island? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of City Island or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in City Island. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## More vacations you might like ![](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) ### Top Luxury Vacation Destinations > - [Luxury vacations in India ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## More Vacations Ideas [Flights to City Island ](https://expedia.ca/Cheap-Flights-To-City-Island.d6247728.Travel-Guide-Flights)[ City Island Hotels ](https://expedia.ca/City-Island-Hotels.d6247728.Travel-Guide-Hotels)[ City Island Vacation Rentals ](https://expedia.ca/City-Island-Vacation-Rentals.d6247728.Travel-Guide-VacationRentals)[ City Island Car Rentals ](https://expedia.ca/Car-Rentals-In-City-Island.d6247728.Car-Rental-Guide)[ City Island Vacations ](https://expedia.ca/City-Island.d6247728.Destination-Travel-Guides)[ Things to do in City Island ](https://expedia.ca/Things-To-Do-In-City-Island.d6247728.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app