Beach Vacations in City Island 2026

Plan, book, travel with confidence
Better together
Save up to CA $4,200 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 Beach hotel deals in City Island

Price found within the past 48 hours. Click for updated prices.

Radio Hotel

Manhattan

CA $1,221

per person

Oct 11 - Oct 17

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.6/10 Excellent! (2,506 reviews)

Sound View Greenport

CA $1,793

per person

Oct 19 - Oct 26

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.4/10 Very good! (667 reviews)

1 Hotel Brooklyn Bridge

CA $2,931

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,002 reviews)

NobleDEN Hotel

Manhattan

CA $2,098

per person

Oct 13 - Oct 19

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.8/10 Exceptional! (1,634 reviews)

OYO Times Square

Manhattan

CA $1,349

per person

Sep 21 - Sep 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

6.8/10 (2,037 reviews)

We didn’t even check in while we were in line to check in multiple customers told the staff about no air conditioning in the rooms and mould on the walls the lady on the desk was very matter of fact said she could’ve changed the room if they told them. We decided to cancel and book somewhere else. The lady on the desk advised me that was the best thing to do as she couldn’t guarantee us a room that wouldn’t have the same issues other customers experienced. As we were rebooking in reception there was another couple doing the same thing. There are much better places in New York for not much more money.

Reviewed on Aug 10, 2026

Don't see what you're looking for?

See all available trips from Columbus to City Island

View all trips

5* Beach holidays in City Island

Price found within the past 48 hours. Click for updated prices.

The Fifth Avenue Hotel

Manhattan

CA $2,386

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.6/10 Exceptional! (262 reviews)

1 Hotel Brooklyn Bridge

CA $2,931

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,002 reviews)

5th & 55th Residence Club

Manhattan

CA $4,655

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.4/10 Very good! (5 reviews)

Don't see what you're looking for?

See all available trips from Columbus to City Island

View all trips

3 Night Beach holidays in City Island

Price found within the past 48 hours. Click for updated prices.

OYO Times Square

Manhattan

CA $1,349

per person

Sep 21 - Sep 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

6.8/10 (2,037 reviews)

1 Hotel Brooklyn Bridge

CA $2,449

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,002 reviews)

Lotte New York Palace

Manhattan

CA $1,497

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (2,167 reviews)

Don't see what you're looking for?

See all available trips from Columbus to City Island

View all trips

4 Night Beach holidays in City Island

Price found within the past 48 hours. Click for updated prices.

Hotel Stanford

Manhattan

CA $1,374

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.6/10 Excellent! (2,804 reviews)

Reviewed on Aug 9, 2026

Hotel Riu Plaza New York Times Square

Manhattan

CA $1,693

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (3,255 reviews)

Great place

Reviewed on Aug 9, 2026

Hotel Riu Plaza Manhattan Times Square

Manhattan

CA $1,679

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (3,841 reviews)

Don't see what you're looking for?

See all available trips from Columbus to City Island

View all trips

What are some benefits when booking beach vacations in City Island?

When you travel to the beach in City Island, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in City Island?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your City Island trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in City Island?

There are quite a few things you can do to get cheap beach vacations in City Island. Prices range from CA $1,221, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in City Island. These package deals let you save by booking your accommodation and your flight together with savings of up to 43.

Why should I book family beach vacations?

When you're travelling with the family to City Island, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in City Island?

It's easy to find a beachfront vacation accommodation in City Island using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and City Island as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in City Island is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout New York. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in City Island

Charming bungalow in amazing City Island The Bronx with water view

The Bronx NY

7 min walk from City Island Nautical Museum

Book a stay at this beach vacation home in Bronx. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Bronx Zoo and Pelham Bay Park are ...

10/10 Exceptional! (1 review)

Great stay

"i had a great stay at the property. it is located very conveniently in city island, with walkable shops and restaurants, and easy car access to manhattan. hosts are lovely and communicate perfectly whenever anything is needed. i would recommend this to anybody looking to stay in the area."

Reviewed on May 1, 2025

See all 11,798 properties in City Island

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.