City Island Luxury Holidays

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Top flight + Luxury hotel deals in City Island

Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

Manhattan
Save 100% on your flight
£971
per person
4 Nov - 8 Nov
just found
Return flight included
Edinburgh (EDI) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
The staff is terrific and helpful, from the front desk to the housekeepers. The food and coffee are not as good as I would hope.

Reviewed on 28 Sept 2026

NobleDEN Hotel

NobleDEN Hotel

Manhattan
Save 100% on your flight
£1,388
per person
22 Dec - 29 Dec
found 2 days ago
Return flight included
London (LHR) to New York (JFK)
9.6/10 Exceptional! (1,647 reviews)
5th & 55th Residence Club

5th & 55th Residence Club

Manhattan
Save 100% on your flight
£2,337
per person
7 Dec - 11 Dec
just found
Return direct flight included
London (LON) to New York (JFK)
8.4/10 Very good! (5 reviews)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
Save 100% on your flight
£1,624
per person
8 Nov - 13 Nov
found 1 day ago
Return flight included
Edinburgh (EDI) to New York (JFK)
9/10 Wonderful! (3,361 reviews)
Property was very clean and staff was very helpful. Location in Hell’s Kitchen was convenient to everything in Times Square. Free breakfast had numerous hot and cold options. Pay attention to the RIU location that you book because there are two properties in the area.

Reviewed on 30 Sept 2026

Smyth Tribeca

Smyth Tribeca

Manhattan
Save 100% on your flight
£1,791
per person
5 Dec - 11 Dec
found 22 hours ago
Return direct flight included
Glasgow (GLA) to New York (JFK)
9/10 Wonderful! (1,007 reviews)
Don't see what you're looking for?
See all available trips from Edinburgh to City Island
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5* Luxury holidays in City Island

Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

Manhattan
Save 100% on your flight
£971
per person
4 Nov - 8 Nov
just found
Return flight included
Edinburgh (EDI) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
The staff is terrific and helpful, from the front desk to the housekeepers. The food and coffee are not as good as I would hope.

Reviewed on 28 Sept 2026

5th & 55th Residence Club

5th & 55th Residence Club

Manhattan
Save 100% on your flight
£2,337
per person
7 Dec - 11 Dec
just found
Return direct flight included
London (LON) to New York (JFK)
8.4/10 Very good! (5 reviews)
1 Hotel Central Park

1 Hotel Central Park

Manhattan
Save 100% on your flight
£2,602
per person
4 Dec - 8 Dec
found 12 hours ago
Return flight included
London (LHR) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
Very professional and friendly staff. Lovely room and most comfortable bed. Quiet or low noise levels even off the street side. Food was very good. Bar comfortable. Boutique hotel feel. Health forward with yoga mat and roller in room, fitness center. And activities board in lobby. Like a garden in the city.

Reviewed on 30 Sept 2026

Don't see what you're looking for?
See all available trips from Edinburgh to City Island
View all trips

3 Night Luxury holidays in City Island

Price found within the past 48 hours. Click for updated prices.
Lotte New York Palace

Lotte New York Palace

Manhattan
Save 100% on your flight
£843
per person
19 Nov - 22 Nov
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
9/10 Wonderful! (2,266 reviews)
Pendry Manhattan West

Pendry Manhattan West

Manhattan
Save 100% on your flight
£1,546
per person
4 Dec - 7 Dec
just found
Return flight included
London (LHR) to New York (JFK)
9.8/10 Exceptional! (561 reviews)
Great hotel and a brand we love, however, it’s not a patch on the Pendry San Diego or Washington. Location is good and staff were friendly, but the food and lobby amenities were disappointing. There are better and lower cost 5 and 4 star hotels in NYC.

Reviewed on 28 Sept 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
£1,629
per person
3 Dec - 6 Dec
found 4 hours ago
Return flight included
Edinburgh (EDI) to New York (JFK)
9.2/10 Wonderful! (4,000 reviews)
Don't see what you're looking for?
See all available trips from London to City Island
View all trips

4 Night Luxury holidays in City Island

Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

Manhattan
Save 100% on your flight
£971
per person
4 Nov - 8 Nov
just found
Return flight included
Edinburgh (EDI) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
The staff is terrific and helpful, from the front desk to the housekeepers. The food and coffee are not as good as I would hope.

Reviewed on 28 Sept 2026

5th & 55th Residence Club

5th & 55th Residence Club

Manhattan
Save 100% on your flight
£2,337
per person
7 Dec - 11 Dec
just found
Return direct flight included
London (LON) to New York (JFK)
8.4/10 Very good! (5 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
£3,072
per person
8 Dec - 12 Dec
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
9/10 Wonderful! (1,010 reviews)
Don't see what you're looking for?
See all available trips from Edinburgh to City Island
View all trips

All you need to know about luxury holidays in City Island

What can I expect from a luxury City Island holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in City Island?

Tick the all-inclusive and 5-star filters to find the crème de la crème of City Island holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to City Island?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to City Island starting at £843. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in City Island?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal City Island spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in City Island?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to City Island?

You can wangle a top-notch luxury holiday in City Island for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in City Island with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to City Island with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in City Island to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

Things to do

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

£32
per adult
94% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Go City: New York Explorer Pass - Entry to 2 to 10 Top Attractions

New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent

£63
per adult
84% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
Tyrannosaurs rex skeleton in the American Museum of Natural History in New York

American Museum of Natural History Tickets

£31
per adult
82% of travellers recommend
American Museum of Natural History Tickets
See all activities in City Island

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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. Flight-inclusive packages are ATOL protected.