Legacy Trail All inclusive Holidays

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    Packages with flights are ATOL protected

Top flight + All inclusive hotel deals in Legacy Trail

Price found within the past 48 hours. Click for updated prices.
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

£906
per person
14 Dec - 21 Dec
found 1 day ago
Return flight included
London (LGW) to Tampa (TPA)
8.2/10 Very good! (2,338 reviews)
The room was dirty, I

Reviewed on 13 Oct 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

£981
per person
14 Dec - 21 Dec
found 1 day ago
Return flight included
London (LGW) to Tampa (TPA)
9.4/10 Exceptional! (3,946 reviews)
This was my third time staying at the Wyndham Grand Clearwater Beach, and once again, it did not disappoint! Every visit reminds me why I keep coming back. From the moment we arrived, the check-in process was smooth, welcoming, and professional. The hotel is beautiful, exceptionally clean, and perfectly located right on the beachfront, offering a wonderful atmosphere for a relaxing getaway. The pool bar is absolutely amazing, with a fantastic atmosphere, and the lobby bar is just as impressive! Both are great places to unwind, enjoy a drink, and soak in the vacation vibes. The beachfront location is unbeatable, and the overall experience continues to exceed my expectations. It's clear that the hotel takes pride in providing a clean, comfortable, and enjoyable stay for its guests. Three visits and counting! Wyndham Grand Clearwater Beach continues to be one of my favorite places to stay in Clearwater. I look forward to returning for a fourth visit. Highly recommend!

Reviewed on 13 Oct 2026

The Hotel Zamora

The Hotel Zamora

£1,130
per person
26 Nov - 3 Dec
found 24 hours ago
Return flight included
London (LON) to Tampa (TPA)
8.8/10 Excellent! (423 reviews)
Island Grand at TradeWinds

Island Grand at TradeWinds

£923
per person
14 Dec - 21 Dec
found 1 day ago
Return flight included
London (LGW) to Tampa (TPA)
7.8/10 Good! (1,401 reviews)
Some of the front staff need assistance with dealing with their guests. Need to learn to listen before assuming what you are asking them. Makes you feel like they feel they are better than you are.

Reviewed on 12 Oct 2026

Landing St. Petersburg Near South Branch Potomac River

Landing St. Petersburg Near South Branch Potomac River

£1,179
per person
26 Nov - 3 Dec
found 24 hours ago
Return flight included
London (LON) to Tampa (TPA)
No reviews
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5* All inclusive holidays in Legacy Trail

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

The Adaline

Hyde Park
£1,272
per person
26 Nov - 3 Dec
found 24 hours ago
Return flight included
London (LON) to Tampa (TPA)
9.6/10 Exceptional! (75 reviews)
The best part about this apartment is its location: right by Bayshore, 10 min walking distance from Hyde Park, and in short driving distance from everything S Tampa. The apartment is cute, spacious, quiet, and well equipped. The host provided comprehensive info ahead of check-in so getting in the apartment was smooth.

Reviewed on 11 Oct 2026

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All-inclusive Legacy Trail holidays: everything you need to know

Can I book Legacy Trail all-inclusive holidays with airfare and meals?

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

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

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

Can I book a cheap all-inclusive Legacy Trail trip?

There are some nifty little tricks to find pocket-friendly all-inclusive breaks in Legacy Trail. 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 £906 – 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 Legacy Trail?

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 Legacy Trail all-inclusive family holiday?

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

There are great all-inclusive deals galore in Legacy Trail. 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 Legacy Trail 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 Legacy Trail package holiday with Expedia?

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

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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.