Stock Island All inclusive Holidays

Book a All inclusive Hotel + Flight or Car together to unlock savings

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    Save up to £750 when you book a flight and hotel together*
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    Packages with flights are ATOL protected

Top flight + All inclusive hotel deals in Stock Island

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

The Gardens Hotel

Old Town Key West
£723
per person
9 Dec - 11 Dec
found 20 hours ago
Return direct flight included
Orlando (MCO) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
Wonderful property and staff! Annette, Luna and George, our pool bartenders and breakfast staff were outstanding. Front desk staff very helpful and pleasant as well. Beautiful gardens and grounds, clean rooms, love that the pool is open all night for swimming. Live music every afternoon. Great location centrally located in old town, convenient to everything! Will definitely book here again!

Reviewed on 12 Sept 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
£1,677
per person
15 Nov - 20 Nov
found 1 day ago
Return direct flight included
London (LHR) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
Beautiful historic property with wonderful and attentive staff. Loved this stay

Reviewed on 13 Sept 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
£1,617
per person
15 Nov - 20 Nov
found 1 day ago
Return direct flight included
London (LHR) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Eden House

Eden House

Key West Historic District
£1,453
per person
15 Nov - 20 Nov
found 1 day ago
Return direct flight included
London (LHR) to Key West (EYW)
9/10 Wonderful! (1,003 reviews)
Beautiful cozy spot with real Key West feel and charm. Smaller rooms but very nice for couples or solo travellers.

Reviewed on 13 Sept 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
£1,495
per person
15 Nov - 20 Nov
found 1 day ago
Return direct flight included
London (LHR) to Key West (EYW)
8.6/10 Excellent! (3,560 reviews)
My husband and I were a bit disappointed with this property. Upon arrival were were charged unexpected "fees" and $50 per day to park the car. The TV was not working properly and we experienced an ant invasion overnight. Really expensive for what we got. We would not stay here again.

Reviewed on 14 Sept 2026

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All-inclusive Stock Island holidays: everything you need to know

Can I book Stock Island all-inclusive holidays with airfare and meals?

Use the all-inclusive filter to find amazing all-inclusive package holidays to Stock Island, 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 Stock Island adults-only all-inclusive holiday?

If screaming kids is your holiday nightmare, book a peaceful adults-only all-inclusive holiday to Stock Island 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 Stock Island?

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

Can I book a cheap all-inclusive Stock Island trip?

There are some nifty little tricks to find pocket-friendly all-inclusive breaks in Stock Island. 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 £723 – 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 Stock Island?

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 Stock Island all-inclusive family holiday?

If you’re holidaying with tots in tow, book an all-inclusive Stock Island 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 Stock Island in 2026/2027?

There are great all-inclusive deals galore in Stock Island. 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 Stock Island 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 Stock Island package holiday with Expedia?

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

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

£33
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

£59
per traveller
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

£40
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
See all activities in Stock 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.