Title: Luxury Vacations in Thimble Islands 2025/2026 | Expedia.ca

  

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# Thimble Islands Luxury Vacations

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Rest easy

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## Flight and Luxury hotel deals in Thimble Islands

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

![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### INNSiDE by Meliá New York Nomad

Manhattan

CA $680

per person

Jan 14 - Jan 18

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (2,030 reviews)

Balcony was amazing!

Reviewed on Oct 29, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-14/2026-01-18/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12627948&paandie=true&HotelClass=40&dealMarker=oaM_e_NM3hoC9JXU2eBr5fqPKG_RucpqMF9y8Wi2qzDr_I_iekYoV6Tb4e05DwAM)

![Hyatt Regency Jersey City on the Hudson](https://images.trvl-media.com/lodging/1000000/890000/880300/880227/6f887cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Regency Jersey City on the Hudson

Downtown Jersey City

CA $961

per person

Dec 31 - Jan 4

found 1 hour ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

8.4/10 Very Good! (1,546 reviews)

Didnt have breakfast food below average for a hyatt. Not very attractive or alluring. PARKING IS 52/DAY GET READY FOR THAT NONSENSE. NEVER AGAIN

Reviewed on Oct 28, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-31/2026-01-04/?FromAirport=YTO&Destination=EWR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=880227&paandie=true&HotelClass=40&dealMarker=pqldusvS2tnKqL6Byxfl1pmVezq1ZthqXoFnQlKSs9jDFsK0LucSZO6N-GLlnzFP)

![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/d0a5c1e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Fifth Avenue Hotel

Manhattan

CA $1,469

per person

Jan 2 - Jan 5

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.6/10 Exceptional! (151 reviews)

A perfect place to stay!!

Reviewed on Sep 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-05/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96472655&paandie=true&HotelClass=40&dealMarker=Z3FOz0qxgeQ51dAKnqeRVk8wbUMkAP2PtS246oDzna4MNu7xTCnREe8XRBS7x82P)

![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel Brooklyn Bridge

CA $2,171

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.8/10 Excellent! (1,012 reviews)

Nice hotel , needs a bit of tender love and care !

Reviewed on Oct 14, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399642&paandie=true&HotelClass=40&dealMarker=oaM_e_NM3hoC9JXU2eBr5c_-nVQnbANo_liNJC-jbhqs83FnJRJtMixtKkfCupOU)

![JW Marriott Essex House New York](https://images.trvl-media.com/lodging/1000000/540000/534200/534143/04695212_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### JW Marriott Essex House New York

Manhattan

CA $1,283

per person

Jan 5 - Jan 9

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to New York (NYC)

8.8/10 Excellent! (1,002 reviews)

Great location clean rooms your site should offer park views we had a view of the building across the street

Reviewed on Oct 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-05/2026-01-09/?FromAirport=YTO&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=534143&paandie=true&HotelClass=40&dealMarker=OVOzQV3ckHcuIFVneYzVPUmEPNozeFr-2cM7_IwUUaf8ealr5FLWwNT79Q-WUP1R)

Don't see what you're looking for?

See all available trips from Columbus to Thimble Islands

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-06/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Luxury holidays in Thimble Islands

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

![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/d0a5c1e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Fifth Avenue Hotel

Manhattan

CA $1,469

per person

Jan 2 - Jan 5

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.6/10 Exceptional! (151 reviews)

A perfect place to stay!!

Reviewed on Sep 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-05/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96472655&paandie=true&HotelClass=50&dealMarker=Z3FOz0qxgeQ51dAKnqeRVk8wbUMkAP2PtS246oDzna4MNu7xTCnREe8XRBS7x82P)

![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel Brooklyn Bridge

CA $2,171

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.8/10 Excellent! (1,012 reviews)

Nice hotel , needs a bit of tender love and care !

Reviewed on Oct 14, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399642&paandie=true&HotelClass=50&dealMarker=oaM_e_NM3hoC9JXU2eBr5c_-nVQnbANo_liNJC-jbhqs83FnJRJtMixtKkfCupOU)

![Fouquet's New York](https://images.trvl-media.com/lodging/89000000/88280000/88270900/88270883/aba7521d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fouquet's New York

Manhattan

CA $3,408

per person

Dec 19 - Dec 24

found 18 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to New York (NYC)

9.8/10 Exceptional! (58 reviews)

Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time.

Reviewed on Oct 10, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-24/?FromAirport=YHM&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=88270883&paandie=true&HotelClass=50&dealMarker=v5PltAUMJir5-L6ZMvvqlrUSlQPmHKvvlcRvBKQpH98vA54o3_xNwa3CVyZgBa8x)

Don't see what you're looking for?

See all available trips from Columbus to Thimble Islands

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-06/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Luxury holidays in Thimble Islands

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

![Hotel Riu Plaza Manhattan Times Square](https://images.trvl-media.com/lodging/61000000/60680000/60677500/60677495/0bd08347_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Riu Plaza Manhattan Times Square

Manhattan

CA $728

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (3,359 reviews)

Riu Plaza Manhattan was the perfect location and exceeded expectations.. Room was very quiet,no street noise! Staff was very helpful. My fourth stay at this hotel,never disappoints.

Reviewed on Oct 27, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=60677495&paandie=true&HotelClass=40&dealMarker=vWuF-mHZxWvgtc0_7zTr0shA-ItGvhWwzYVL1VLqfgGGAoZ36Vjr85jKLz8OMNfZ)

![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/d0a5c1e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Fifth Avenue Hotel

Manhattan

CA $1,469

per person

Jan 2 - Jan 5

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.6/10 Exceptional! (151 reviews)

A perfect place to stay!!

Reviewed on Sep 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-05/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96472655&paandie=true&HotelClass=40&dealMarker=Z3FOz0qxgeQ51dAKnqeRVk8wbUMkAP2PtS246oDzna4MNu7xTCnREe8XRBS7x82P)

![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel Brooklyn Bridge

CA $2,171

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.8/10 Excellent! (1,012 reviews)

Nice hotel , needs a bit of tender love and care !

Reviewed on Oct 14, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399642&paandie=true&HotelClass=40&dealMarker=oaM_e_NM3hoC9JXU2eBr5c_-nVQnbANo_liNJC-jbhqs83FnJRJtMixtKkfCupOU)

Don't see what you're looking for?

See all available trips from Columbus to Thimble Islands

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-06/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Luxury holidays in Thimble Islands

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

![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### INNSiDE by Meliá New York Nomad

Manhattan

CA $680

per person

Jan 14 - Jan 18

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (2,030 reviews)

Balcony was amazing!

Reviewed on Oct 29, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-14/2026-01-18/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12627948&paandie=true&dealMarker=oaM_e_NM3hoC9JXU2eBr5fqPKG_RucpqMF9y8Wi2qzDr_I_iekYoV6Tb4e05DwAM)

![Hyatt Regency Jersey City on the Hudson](https://images.trvl-media.com/lodging/1000000/890000/880300/880227/6f887cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Regency Jersey City on the Hudson

Downtown Jersey City

CA $961

per person

Dec 31 - Jan 4

found 1 hour ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

8.4/10 Very Good! (1,546 reviews)

Didnt have breakfast food below average for a hyatt. Not very attractive or alluring. PARKING IS 52/DAY GET READY FOR THAT NONSENSE. NEVER AGAIN

Reviewed on Oct 28, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-31/2026-01-04/?FromAirport=YTO&Destination=EWR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=880227&paandie=true&dealMarker=pqldusvS2tnKqL6Byxfl1pmVezq1ZthqXoFnQlKSs9jDFsK0LucSZO6N-GLlnzFP)

![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/d0a5c1e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Fifth Avenue Hotel

Manhattan

CA $2,282

per person

Dec 29 - Jan 2

found 1 day ago

Roundtrip flight included

Montreal (YUL) to New York (JFK)

9.6/10 Exceptional! (151 reviews)

A perfect place to stay!!

Reviewed on Sep 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-02/?FromAirport=YUL&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96472655&paandie=true&dealMarker=px6B-zakf20JHGDYCvkvX36EFR68teihyS4wq-Zau8dAeoq7mz5AXMBKa4QZ_XCw)

Don't see what you're looking for?

See all available trips from Columbus to Thimble Islands

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-06/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan the perfect luxury Thimble Islands vacation with Expedia

#### What are some benefits when booking luxury Thimble Islands vacations?

When you book a luxury Thimble Islands vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

  

#### How can I find all-inclusive luxury vacations in Thimble Islands?

If you're looking for something luxurious in Thimble Islands, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

#### Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $680, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 41. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

#### Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Thimble Islands. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

#### What should I look for in a luxury family vacation in Thimble Islands?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Thimble Islands.

#### Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Thimble Islands. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

#### What can help me find the best luxury vacation deals in Thimble Islands?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Thimble Islands or travelling to more obscure destinations altogether can often lead to lower prices.

#### Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Thimble Islands. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

#### Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

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## More Vacations Ideas

[Flights to Thimble Islands](https://expedia.ca/Cheap-Flights-To-Thimble-Islands.d6341069.Travel-Guide-Flights)[Thimble Islands Hotels](https://expedia.ca/Thimble-Islands-Hotels.d6341069.Travel-Guide-Hotels)[Thimble Islands Vacation Rentals](https://expedia.ca/Thimble-Islands-Vacation-Rentals.d6341069.Travel-Guide-VacationRentals)[Thimble Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Thimble-Islands.d6341069.Car-Rental-Guide)[Thimble Islands Vacations](https://expedia.ca/Thimble-Islands.d6341069.Destination-Travel-Guides)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)