City Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Hotel Riu Plaza New York Times Square
Manhattan
CA $787
per person
Jan 3 - Jan 7
found 2 days ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,435 reviews)
We were expecting a much better room. The room seems outdated, the bedding was really uncomfortable and not cozy. Pillows were uncomfortable and we have to ask for more pillows. The sofa bed where my son slept, was dirty and we had to ask for additional clean sheets and blankets.
The hallways looked like a hospital and just felt not cozy at all.
The staff is amazing and very friendly.
Reviewed on Oct 23, 2026
NobleDEN Hotel
Manhattan
CA $2,128
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,661 reviews)
The draft was welcoming , friendly and knowledgeable. They suggested places to try and easy ways to get around the city.
The rooms were clean and our view was great!
The rooftop was especially nice, with ample seating and a 360° view of the entire city.
Complimentary coffee, tea and morning croissants was a nice touch.
Morgan at the front desk was a fountain of information!
We would definitely recommend the Noble DEN for your stay!
Reviewed on Oct 21, 2026
33 Hotel, New York City, Seaport
Manhattan
CA $2,088
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
Such a wonderful hotel. The staff members were super helpful, fun, and made you feel at home immediately. Highly recommend the food as well!
Reviewed on Oct 24, 2026
Ready to book your vacation to City Island?
City Island Hotel Deals
ROW NYC
700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
CA $251
CA $357 total
Nov 15 - Nov 16
includes taxes & fees
8/10 Very good! (2,676 reviews)
"Room clean. Could use more storage space. Staff wonderful. Breakfast was worth it."
Reviewed on Oct 24, 2026
Sheraton New York Times Square Hotel
811 7th Ave New York NY
Fully refundableReserve now, pay when you stay
CA $256
CA $355 total
Nov 23 - Nov 24
includes taxes & fees
7.4/10 Good! (9,710 reviews)
"Comfy beds. Large room for NYC. Very large busy hotel. There were several events taking place which made the amenities difficult to access. Stag as helpful,"
Reviewed on Oct 24, 2026
Pod Times Square
400 W 42nd Street New York NY
Fully refundableReserve now, pay when you stay
CA $150
CA $218 total
Nov 22 - Nov 23
includes taxes & fees
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.
Stay near popular City Island attractions
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.
What to do in City Island
American Museum of Natural History Tickets
CA $50
per adult
82% of travellers recommend
Edge Immersive Observation Deck Ticket
CA $61
per adult
94% of travellers recommend
NYC: Museum of Modern Art (MoMA) Entry Ticket
CA $42
per adult
96% of travellers recommend
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 $787. 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 for more information. Also, check your itinerary for the finer details on change fees.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
