Thimble Islands All inclusive Holidays

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Top All-inclusive holiday packages in Thimble Islands

Price found within the past 48 hours. Click for updated prices.
  • 15 Jan - 21 Jan

    414 hotel + Flight

    Manhattan
    6 nights
    2.0 star property
    6.0/10 - (295 reviews)
    Return • London (LON) - New York (JFK)
    LHR - JFK • 1 stop JFK - LHR • 1 stop
    £1,459
    £948
    per traveller
    found 1 day ago
    414 hotel
  • 4 Feb - 8 Feb

    The St. Regis New York + Flight

    Manhattan
    4 nights
    5.0 star property
    9.2/10 - Wonderful (295 reviews)
    "The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
    Reviewed November 6, 2026
    Return • Edinburgh (EDI) - New York (JFK)
    EDI - JFK • Direct JFK - EDI • 1 stop
    £3,379
    £1,987
    per traveller
    found 1 day ago
    The St. Regis New York
  • 28 Dec - 2 Jan

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.2/10 - Wonderful (4,164 reviews)
    "The bar cafe in the lobby was amazing! Quick check in, clean property and very spacious rooms for this price point in NYC"
    Reviewed November 13, 2026
    Return • Edinburgh (EDI) - New York (JFK)
    EDI - JFK • 1 stop EWR - EDI • 1 stop
    £3,309
    £2,064
    per traveller
    found 1 day ago
    Hotel Riu Plaza Manhattan Times Square
  • 20 Jan - 25 Jan

    JW Marriott Essex House New York + Flight

    Manhattan
    5 nights
    4.5 star property
    8.8/10 - Excellent (1,001 reviews)
    Return • Dublin (DUB) - New York (JFK)
    DUB - JFK • Direct JFK - DUB • 1 stop
    £1,685
    £1,074
    per traveller
    found 1 day ago
    JW Marriott Essex House New York
  • 26 Dec - 1 Jan

    Ink 48 Hotel + Flight

    Manhattan
    6 nights
    4.5 star property
    8.4/10 - Very good (1,832 reviews)
    Return • Dublin (DUB) - New York (JFK)
    DUB - EWR • Direct EWR - DUB • Direct
    £2,250
    £1,482
    per traveller
    found 1 day ago
    Ink 48 Hotel

All-inclusive Thimble Islands holidays: everything you need to know

Can I book Thimble Islands all-inclusive holidays with airfare and meals?

Use the all-inclusive filter to find amazing all-inclusive package holidays to Thimble Islands, then just add on your flights with a few simple clicks. With everything from cocktails to car hire booked in one go, all you need to decide is whether you’ll be sipping a mojito or a margarita at sunset.

Why should I book a Thimble Islands adults-only all-inclusive holiday?

If screaming kids is your holiday nightmare, book a peaceful adults-only all-inclusive holiday to Thimble Islands and you’re pretty much guaranteed a dreamy retreat. With those thoughtful grownup touches – beachside massage beds and live after-dinner music – an adults-only hotel levels up the sophistication on your holiday.

Can I book last minute all-inclusive holidays to Thimble Islands?

Last-minute breaks are a great way to find very cheap all-inclusive holidays to Thimble Islands. If you can be flexible with your holiday dates, browse our best Thimble Islands deals and use the all-inclusive filter to add everything that makes your hols perfect.

Can I book a cheap all-inclusive Thimble Islands trip?

There are some nifty little tricks to find pocket-friendly all-inclusive breaks in Thimble Islands. Try hunting around for cheaper deals in the off season by playing with your dates. Or you could also choose an all-inclusive hotel or resort a little off the beaten track. We have some top value deals starting at £948 – and they’re easy to find if you sort your results by price. Prices and availability are subject to change. Additional terms may apply.

What should I look for when booking a 5-star all-inclusive holiday to Thimble Islands?

All-inclusive holidays are such a treat, but a 5-star all-inclusive is a whole other level of luxury. Think butlers waiting on your every whim, infinity pools with epic ocean views and unlimited spa-ing for holiday heaven on cloud nine.

What should I consider when booking a Thimble Islands all-inclusive family holiday?

If you’re holidaying with tots in tow, book an all-inclusive Thimble Islands package with all the kid-friendly amenities. The action-packed kids’ clubs, the slide-tastic water parks, the fussy-eater-friendly restaurants: we have a stack of deals specifically designed with kids in mind.

How can I find the best deals on all-inclusive holidays to Thimble Islands in 2026/2027?

There are great all-inclusive deals galore in Thimble Islands. Sort by price to see the cheapest places to stay, and consider travelling during the less popular months when there’s often more availability and better prices.

Can I book an all-inclusive Thimble Islands package with free cancellation and/or flexible dates?

Flexibility is key to a stress-free holiday. Look for properties with free cancellation or book now, pay later options. Then, if your plans change, just login to make changes in a few clicks.

Why should I book an all-inclusive Thimble Islands package holiday with Expedia?

With a huge range of all-inclusive Thimble Islands trips on offer, Expedia is your go-to place to find and book your trip. It’s super easy … and it’s all here.