A river winding through a densely populated residential area with numerous houses and docks along the water.

City Island Kid friendly Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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 Kid friendly holiday packages in City Island

Price found within the past 48 hours. Click for updated prices.
  • 18 Sept - 21 Sept

    Radio Hotel + Flight

    Manhattan
    3 nights
    4.0 star property
    8.6/10 - Excellent (2,496 reviews)
    "I thought this hotel was superb. Amazing location in an eclectic, lively neighbourhood; and great value-for-money for NYC. Really friendly and helpful staff. And the room was simple and utilitarian, but also exceptionally well-designed and aesthetically and stylistically so cool as well. Free cocktails made for a nice welcome gift, and the overall energy and vibe of the stay was so on-point. One *tiny* quibble was the low pressure from my showerhead, but that was a small inconvenience at most...."
    Reviewed August 5, 2026
    Return Dublin (DUB) - New York (JFK)
    DUB - JFKDirect JFK - DUBDirect
    €1,214
    €813
    per traveller
    found 1 day ago
    Radio Hotel
  • 22 Oct - 28 Oct

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    6 nights
    4.0 star property
    9.0/10 - Wonderful (3,274 reviews)
    "I loved how modern and clean the hotel was and our room was perfect for my son (9) and I! We had a queen bed with a nice view from the 9th floor. It did get loud in the middle of the night with street sounds from below but we used his white noise machine and that helped a lot. My only issue was that the blinds are very sheer and the light comes right in so our room never really got dark. I used a head band and wrapped it over my eyes at night and it worked perfectly. Our room got cleaned..."
    Reviewed August 5, 2026
    Return Dublin (DUB) - New York (JFK)
    DUB - JFKDirect JFK - DUBDirect
    €2,493
    €1,452
    per traveller
    found 2 days ago
    Hotel Riu Plaza New York Times Square
  • 17 Sept - 23 Sept

    1 Hotel Brooklyn Bridge + Flight

    Brooklyn
    6 nights
    5.0 star property
    9.0/10 - Wonderful (1,013 reviews)
    "We loved our stay at 1 Hotel BK! Service was phenomenal, beautiful views, and the room was absolutely gorgeous. 10/10 experience."
    Reviewed August 4, 2026
    Return Dublin (DUB) - New York (JFK)
    DUB - JFKDirect JFK - DUBDirect
    €8,006
    €5,391
    per traveller
    found 1 day ago
    1 Hotel Brooklyn Bridge
  • 1 Oct - 4 Oct

    Mandarin Oriental, New York + Flight

    Manhattan
    3 nights
    5.0 star property
    9.2/10 - Wonderful (658 reviews)
    Return Dublin (DUB) - New York (JFK)
    DUB - EWR1 stop JFK - DUB1 stop
    Save 100% on your flight
    €2,959
    €2,032
    per traveller
    found 1 day ago
    Mandarin Oriental, New York
  • 1 Oct - 4 Oct

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    3 nights
    4.0 star property
    9.2/10 - Wonderful (3,858 reviews)
    Return Dublin (DUB) - New York (JFK)
    DUB - JFKDirect JFK - DUBDirect
    Save 100% on your flight
    €1,533
    €1,065
    per traveller
    found 1 day ago
    Hotel Riu Plaza Manhattan Times Square

What to do in City Island

Frequently Asked Questions

How much does a City Island holiday package cost?

Choose from any combination of hotels, flights and car rentals, and you can be holidaying in City Island from just €813. 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 holiday packages promise plenty of savings for the savvy traveller. 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 holiday?

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 holiday looks like, get set to save!

What should I know before booking a City Island travel package?

Bundling your bookings into a City Island holiday package is the easiest way to organise 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 holiday 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 holiday 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 holiday 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.