Thimble Islands Holidays from £1,040

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Top Thimble Islands Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was £1,530, price is now £1,040 per person
£1,040
per person
9 Jul - 13 Jul
found 1 day ago
Return direct flight included
London (LGW) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,950 reviews)
Awesome stay. Breakfast great. Friendly staff

Reviewed on 22 Apr 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was £3,139, price is now £1,798 per person
£1,798
per person
7 Jul - 11 Jul
found 1 day ago
Return direct flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Don’t ever think you will check in prior to the late 4pm check in. No matter what. Not even 5 minutes.

Reviewed on 17 Apr 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was £1,926, price is now £1,289 per person
£1,289
per person
25 Jun - 28 Jun
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,471 reviews)
This hotel was top tier for the price. The staff were incredibly helpful and polite, and the rooms were clean.

Reviewed on 21 Apr 2026

Casa Francesca 6BR Villa & Heated Pool

Casa Francesca 6BR Villa & Heated Pool

3.5 out of 5
Save 100% on your flight
Price was £5,224, price is now £3,528 per person
£3,528
per person
7 Jul - 11 Jul
found 1 day ago
Return direct flight included
London (LON) to New York (JFK)
No reviews
The Gardens Sonesta ES Suites New York

The Gardens Sonesta ES Suites New York

3 out of 5
Manhattan
Save 100% on your flight
Price was £2,378, price is now £1,615 per person
£1,615
per person
24 Jun - 29 Jun
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (1,005 reviews)
Lovely apartment thats perfect for a family of 5 as it’s so spacious. Loved the location, the staff were really friendly and the maid service was amazing. Would highly recommend and would book again.

Reviewed on 16 Apr 2026

Thimble Islands Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)

Top hotels in Thimble Islands

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is £108 per night from 20 May to 21 May
£108
20 May - 21 May
includes taxes & fees
9.2/10 Wonderful! (2,098 reviews)
The room has an unusual smell when we check in. I tried opening the window for hours, but the smell persists. I suspect it’s the old air conditioning system that’s causing the issue.

Reviewed on 21 Apr 2026

New Haven Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
The price is £130 per night from 26 Apr to 27 Apr
£130
26 Apr - 27 Apr
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
Front desk personnel was awesome

Reviewed on 21 Apr 2026

Omni New Haven Hotel at Yale
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
The price is £227 per night from 29 Apr to 30 Apr
£227
29 Apr - 30 Apr
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
pleasant visit staff very friendly

Reviewed on 16 Apr 2026

Water's Edge Resort & Spa
See all 1,096 properties in Thimble Islands
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
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Family Friendly Holidays

Frequently asked questions

Can I cancel my flight booking to Thimble Islands due to COVID-19?
Many airlines now offer more flexibility due to COVID-19. Our Customer Service Portal will help you answer most questions about flight changes or cancellations. It's also good to check the terms and conditions of your fare — preferably before booking!
What's the best way to find cheap flights to Thimble Islands that have flexible change policies?
At Expedia, we've been channeling our inner yogi to bring you the most flexible airfares in town. Simply tick the "No change fee" box under the filter subheading "Flexible change policies" to find the best flights to Thimble Islands.
What are some of the general tips for travellers to Thimble Islands during the COVID-19 outbreak?
In the face of the COVID-19 outbreak, travelling today comes with more challenges than in the past. Take note of these valuable tips before jumping on your flight to Thimble Islands:
  • Before you book a flight, check if any travel bans or restrictions apply — in both your origin and destination. Stay informed with the latest updates by reviewing government and airport websites.
  • Wear a face mask during airport screening. A TSA officer will ask you to adjust your mask to verify your identity.
  • To reduce the likelihood of cross-contamination, place your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA officer.
  • One container of liquid hand sanitizer is now permitted in your carry-on luggage. It must be no larger than 12 oz (350 ml), and you'll need to take it out of your bag for X-ray scanning.
  • Empty everything from your pockets, like your keys, phone and wallet, and place them in your carry-on instead of into bins. This will minimize handling during screening.
  • If you're bringing food on the plane with you, place it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA agent will need to touch your carry-on bag or food container for inspection.

How can I find cheap tickets to Thimble Islands?
One of the best ways to get a hold of cheap tickets to Thimble Islands is to be flexible with your dates. Search for your flights, then click "flexible dates" at the top of your results. It'll bring up the cheapest prices for nearby days. The best price for a flight to Thimble Islands in the last seven days was . Booking in advance will usually help you walk away with an even better deal.
When is the cheapest time to fly to Thimble Islands?
If you can be flexible with what date you travel to Thimble Islands, leave early in the week. The most economical day to take off is generally Tuesday, followed closely by Monday. Saturday is typically the priciest day, with many people preferring to fly on weekends.
How much is a plane ticket to Thimble Islands?
In the last seven days, plane tickets to Thimble Islands varied from to .
Which airlines with flights to Thimble Islands employ COVID-19 cleanliness policies?
From the moment you check in until you leave your arrivals gate, American Airlines has implemented a raft of enhanced measures to help prevent the spread of COVID-19. This carrier operates flights in and out of Thimble Islands and is now providing passenger masks and cleaning with disinfectant.

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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.