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City Island Vacations

Pack those stellar shades. We have City Island vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to City Island – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with City Island vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to City Island

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great City Island vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows City Island well.

City Island Flight + Hotel Packages

Save $181
Ink 48 Hotel
4.5 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$504

The price now is $323 per person
Flight + Hotel
Ink 48 Hotel
Save $105
Courtyard by Marriott New York Manhattan/Upper East Side
3.5 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$378

The price now is $273 per person
Flight + Hotel
Courtyard by Marriott New York Manhattan/Upper East Side
Save $127
Novotel New York Times Square
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$496

The price now is $369 per person
Flight + Hotel
Novotel New York Times Square
Save $132
Park South Hotel
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$556

The price now is $425 per person
Flight + Hotel
Park South Hotel
Save $80
Shelburne Hotel & Suites by Affinia
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$421

The price now is $341 per person
Flight + Hotel
Shelburne Hotel & Suites by Affinia
Save $89
Edge Hotel
3.5 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$490

The price now is $401 per person
Flight + Hotel
Edge Hotel
Save $56
DoubleTree by Hilton Metropolitan - New York City
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$318

The price now is $262 per person
Flight + Hotel
DoubleTree by Hilton Metropolitan - New York City
Save $36
Hotel 31
2.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$240

The price now is $204 per person
Flight + Hotel
Hotel 31
Save $40
Pod 51
3.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$275

The price now is $235 per person
Flight + Hotel
Pod 51
Save $48
Hotel Hendricks
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$355

The price now is $307 per person
Flight + Hotel
Hotel Hendricks
Save $36
Pod Times Square
3.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$286

The price now is $249 per person
Flight + Hotel
Pod Times Square
Save $47
Studios in NYC
3.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$373

The price now is $326 per person
Flight + Hotel
Studios in NYC

City Island Vacation Packages 5-7 Night Stays

Save $181
Ink 48 Hotel
4.5 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$504

The price now is $323 per person
Flight + Hotel
Ink 48 Hotel
Save $105
Courtyard by Marriott New York Manhattan/Upper East Side
3.5 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$378

The price now is $273 per person
Flight + Hotel
Courtyard by Marriott New York Manhattan/Upper East Side
Save $127
Novotel New York Times Square
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$496

The price now is $369 per person
Flight + Hotel
Novotel New York Times Square
Save $132
Park South Hotel
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$556

The price now is $425 per person
Flight + Hotel
Park South Hotel
Save $80
Shelburne Hotel & Suites by Affinia
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$421

The price now is $341 per person
Flight + Hotel
Shelburne Hotel & Suites by Affinia
Save $89
Edge Hotel
3.5 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$490

The price now is $401 per person
Flight + Hotel
Edge Hotel
Save $56
DoubleTree by Hilton Metropolitan - New York City
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$318

The price now is $262 per person
Flight + Hotel
DoubleTree by Hilton Metropolitan - New York City
Save $36
Hotel 31
2.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$240

The price now is $204 per person
Flight + Hotel
Hotel 31
Save $40
Pod 51
3.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$275

The price now is $235 per person
Flight + Hotel
Pod 51
Save $48
Hotel Hendricks
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$355

The price now is $307 per person
Flight + Hotel
Hotel Hendricks
Save $36
Pod Times Square
3.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$286

The price now is $249 per person
Flight + Hotel
Pod Times Square
Save $47
Studios in NYC
3.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$373

The price now is $326 per person
Flight + Hotel
Studios in NYC

Last Minute Hotel Deals

See all 5,798 Properties in City Island

Estimated price for 1 night/2 adults

Arlo SoHo
4.0 out of 5.0
Arlo SoHo
Arlo NoMad
4.0 out of 5.0
Arlo NoMad
Aliz Hotel Times Square
4.0 out of 5.0
Aliz Hotel Times Square
Ravel Hotel Trademark Collection by Wyndham
4.0 out of 5.0
Ravel Hotel Trademark Collection by Wyndham
Courtyard by Marriott Edgewater NYC Area
3.0 out of 5.0
Courtyard by Marriott Edgewater NYC Area
The Roosevelt Hotel, New York City
4.0 out of 5.0
The Roosevelt Hotel, New York City
SIXTY Lower East Side
4.5 out of 5.0
SIXTY Lower East Side
Hampton Inn Manhattan/Times Square Central
3.5 out of 5.0
Hampton Inn Manhattan/Times Square Central
Hilton Garden Inn Queens/JFK Airport
3.0 out of 5.0
Hilton Garden Inn Queens/JFK Airport
Holiday Inn Manhattan 6th Ave - Chelsea
3.5 out of 5.0
Holiday Inn Manhattan 6th Ave - Chelsea
See all 5,798 Properties in City Island

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Jul 31 - Sun, Aug 2
MCO
Orlando Intl.
to
LGA
LaGuardia
$35

Roundtrip

found 23 hours ago

Open MCO to LGA flights search result page
Mon, Jul 13 - Wed, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
to
LGA
LaGuardia
$35

Roundtrip

found 5 hours ago

Open FLL to LGA flights search result page
Mon, Jul 20 - Fri, Jul 24
FLL
Fort Lauderdale - Hollywood Intl.
to
EWR
Liberty Intl.
$35

Roundtrip

found 3 hours ago

Open FLL to EWR flights search result page
Thu, Jul 16 - Mon, Jul 20
MCO
Orlando Intl.
to
EWR
Liberty Intl.
$35

Roundtrip

found 1 day ago

Open MCO to EWR flights search result page

Frequently Asked Questions About City Island

When is the best time of the year to find City Island vacation package deals?

is the best time to find cheap City Island vacation deals.

When are the high and low seasons for City Island vacations?

are the busiest months for City Island vacations, but have the smallest crowds.

Where can I find the best last minute vacation deals for City Island?

Only on Hotwire can you find last minute vacations from over 5798 City Island destinations.

What if I have to cancel my trip to City Island?

The fastest path to canceling your booking is through one of our self-serve tools found at https://vacation.hotwire.com/lp/coronavirus-travel

Other Hotels in Cities Near City Island

Hotels Near Points of Interest in City Island

Featured Deals on Theme Vacations

City Island Vacations

Pack those stellar shades. We have City Island vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to City Island – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with City Island vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to City Island

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great City Island vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows City Island well.

City Island Flight + Hotel Packages

Save $181
Ink 48 Hotel
4.5 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$504

The price now is $323 per person
Flight + Hotel
Ink 48 Hotel
Save $105
Courtyard by Marriott New York Manhattan/Upper East Side
3.5 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$378

The price now is $273 per person
Flight + Hotel
Courtyard by Marriott New York Manhattan/Upper East Side
Save $127
Novotel New York Times Square
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$496

The price now is $369 per person
Flight + Hotel
Novotel New York Times Square
Save $132
Park South Hotel
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$556

The price now is $425 per person
Flight + Hotel
Park South Hotel
Save $80
Shelburne Hotel & Suites by Affinia
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$421

The price now is $341 per person
Flight + Hotel
Shelburne Hotel & Suites by Affinia
Save $89
Edge Hotel
3.5 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$490

The price now is $401 per person
Flight + Hotel
Edge Hotel
Save $56
DoubleTree by Hilton Metropolitan - New York City
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$318

The price now is $262 per person
Flight + Hotel
DoubleTree by Hilton Metropolitan - New York City
Save $36
Hotel 31
2.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$240

The price now is $204 per person
Flight + Hotel
Hotel 31
Save $40
Pod 51
3.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$275

The price now is $235 per person
Flight + Hotel
Pod 51
Save $48
Hotel Hendricks
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$355

The price now is $307 per person
Flight + Hotel
Hotel Hendricks
Save $36
Pod Times Square
3.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$286

The price now is $249 per person
Flight + Hotel
Pod Times Square
Save $47
Studios in NYC
3.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$373

The price now is $326 per person
Flight + Hotel
Studios in NYC

City Island Vacation Packages 5-7 Night Stays

Save $181
Ink 48 Hotel
4.5 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$504

The price now is $323 per person
Flight + Hotel
Ink 48 Hotel
Save $105
Courtyard by Marriott New York Manhattan/Upper East Side
3.5 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$378

The price now is $273 per person
Flight + Hotel
Courtyard by Marriott New York Manhattan/Upper East Side
Save $127
Novotel New York Times Square
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$496

The price now is $369 per person
Flight + Hotel
Novotel New York Times Square
Save $132
Park South Hotel
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$556

The price now is $425 per person
Flight + Hotel
Park South Hotel
Save $80
Shelburne Hotel & Suites by Affinia
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$421

The price now is $341 per person
Flight + Hotel
Shelburne Hotel & Suites by Affinia
Save $89
Edge Hotel
3.5 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$490

The price now is $401 per person
Flight + Hotel
Edge Hotel
Save $56
DoubleTree by Hilton Metropolitan - New York City
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$318

The price now is $262 per person
Flight + Hotel
DoubleTree by Hilton Metropolitan - New York City
Save $36
Hotel 31
2.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$240

The price now is $204 per person
Flight + Hotel
Hotel 31
Save $40
Pod 51
3.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$275

The price now is $235 per person
Flight + Hotel
Pod 51
Save $48
Hotel Hendricks
4.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$355

The price now is $307 per person
Flight + Hotel
Hotel Hendricks
Save $36
Pod Times Square
3.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$286

The price now is $249 per person
Flight + Hotel
Pod Times Square
Save $47
Studios in NYC
3.0 out of 5.0

Thu, Aug 13 - Tue, Aug 18

Hartsfield-Jackson Atlanta Intl. - NYC-All Airports

Old price

$373

The price now is $326 per person
Flight + Hotel
Studios in NYC

Last Minute Hotel Deals

See all 5,798 Properties in City Island

Estimated price for 1 night/2 adults

Arlo SoHo
4.0 out of 5.0
Arlo SoHo
Arlo NoMad
4.0 out of 5.0
Arlo NoMad
Aliz Hotel Times Square
4.0 out of 5.0
Aliz Hotel Times Square
Ravel Hotel Trademark Collection by Wyndham
4.0 out of 5.0
Ravel Hotel Trademark Collection by Wyndham
Courtyard by Marriott Edgewater NYC Area
3.0 out of 5.0
Courtyard by Marriott Edgewater NYC Area
The Roosevelt Hotel, New York City
4.0 out of 5.0
The Roosevelt Hotel, New York City
SIXTY Lower East Side
4.5 out of 5.0
SIXTY Lower East Side
Hampton Inn Manhattan/Times Square Central
3.5 out of 5.0
Hampton Inn Manhattan/Times Square Central
Hilton Garden Inn Queens/JFK Airport
3.0 out of 5.0
Hilton Garden Inn Queens/JFK Airport
Holiday Inn Manhattan 6th Ave - Chelsea
3.5 out of 5.0
Holiday Inn Manhattan 6th Ave - Chelsea
See all 5,798 Properties in City Island

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Jul 31 - Sun, Aug 2
MCO
Orlando Intl.
to
LGA
LaGuardia
$35

Roundtrip

found 23 hours ago

Open MCO to LGA flights search result page
Mon, Jul 13 - Wed, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
to
LGA
LaGuardia
$35

Roundtrip

found 5 hours ago

Open FLL to LGA flights search result page
Mon, Jul 20 - Fri, Jul 24
FLL
Fort Lauderdale - Hollywood Intl.
to
EWR
Liberty Intl.
$35

Roundtrip

found 3 hours ago

Open FLL to EWR flights search result page
Thu, Jul 16 - Mon, Jul 20
MCO
Orlando Intl.
to
EWR
Liberty Intl.
$35

Roundtrip

found 1 day ago

Open MCO to EWR flights search result page

Other Hotels in Cities Near City Island

Hotels Near Points of Interest in City Island

Top City Island Hotels