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.
EVEN Hotel Brooklyn by IHG
CA $1,132
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,961 reviews)
This is my go-to hotel in Brooklyn. Very clean, great staff, comfortable bed, nice bathroom and excellent location.
Reviewed on Aug 13, 2026
NobleDEN Hotel
Manhattan
CA $2,428
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.8/10 Exceptional! (1,634 reviews)
Great hotel. Great location. Fastest check-in I ever had. Staff were super helpful too. Would highly recommend.
Reviewed on Aug 13, 2026
Seven Beach Lane
CA $1,295
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (29 reviews)
Property was extremely conveniently located to Main Street. The pool was clean with plenty of towels. Staff was pleasant. Great overall experience.
Reviewed on Aug 11, 2026
Sound View Greenport
CA $2,033
per person
Oct 19 - Oct 26
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (675 reviews)
I love this place amazing views and fun activities. I am afraid they are a bit understaffed so not everything is running smoothly. They do really really want to do a good job. Love the location so many things to do on the north fork. The Old Mill Inn is a must food is amazing and the setting beautiful plus all the food on property is very good. get a good rate and enjoy!
Reviewed on Aug 12, 2026
1 Hotel Brooklyn Bridge
CA $2,373
per person
Sep 25 - Sep 27
found 6 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (1,012 reviews)
Best view of manhattan NY dan Brooklyn Bridge but the only bad thing is the sound of boat every 2 hours so loud that bothers my sleep…
Reviewed on Aug 12, 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 $208
CA $307 total
Sep 7 - Sep 8
includes taxes & fees
Hyatt Grand Central New York
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
CA $211
CA $311 total
Aug 16 - Aug 17
includes taxes & fees
NEW YORKER BY LOTTE HOTELS
481 Eighth Ave. New York NY
Fully refundableReserve now, pay when you stay
CA $194
CA $291 total
Aug 16 - Aug 17
includes taxes & fees
8.2/10 Very good! (7,088 reviews)
"The staff was great and massive lobby (sometime can by rare in NYC) however the bathroom left a lot to be desired - it felt/looked like a bathroom that is in a run-down hospital. I was quite frustrated specially due to the cost for 3 nights"
Reviewed on Aug 13, 2026
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
Edge Immersive Observation Deck Ticket
CA $61
per adult
94% of travellers recommend
American Dream: SEA LIFE New Jersey Aquarium
CA $53
per traveller
88% of travellers recommend
Statue of Liberty & Ellis Island Sunset Cruise
CA $49
per adult
78% 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 $1,132. 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.
