Title: Legacy Trail All inclusive Holidays 2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Legacy Trail All inclusive Holidays ## Book a All inclusive Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy 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. ![Landing St. Petersburg](https://images.trvl-media.com/lodging/114000000/113580000/113571900/113571863/d88f3f1d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing St. Petersburg £819 per person 24 Jan - 31 Jan found 1 day ago Return direct flight included London (LON) to Tampa (TPA) 7.6/10 Good! (10 reviews) My little getaway was amazing!!! The studio was beautiful, had everything we needed I wasn't expecting a full kitchen with baking utensils as well. We had a blast the view was incredible. I loved the outside setup near the pool as well. Will definitely be booking another getaway real soon!! Reviewed on 10 Jun 2025 ![Legacy Hotel at IMG Academy](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/80dcbca1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Legacy Hotel at IMG Academy £928 per person 24 Jan - 31 Jan found 1 day ago Return direct flight included London (LON) to Sarasota (SRQ) 9/10 Wonderful! (913 reviews) HVAC was very loud. I was surprised with a resort fee. This was not disclosed on Expedia Not fair I deserve a refund of $56 Reviewed on 20 Nov 2025 ![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Compass Hotel by Margaritaville Anna Maria Sound £968 per person 24 Jan - 31 Jan found 1 day ago Return direct flight included London (LON) to Sarasota (SRQ) 9.4/10 Exceptional! (1,843 reviews) The breafest was fresh and yummy and the staff was amazing. We loved the bartender! Reviewed on 18 Dec 2025 ![Coastal Surfside by Beachside Management](https://images.trvl-media.com/lodging/91000000/90810000/90809700/90809698/4c4feed5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Coastal Surfside by Beachside Management Siesta Key Village £1,472 per person 24 Jan - 31 Jan found 1 day ago Return direct flight included London (LON) to Sarasota (SRQ) No reviews ![Gulf Holiday by Beachside Management](https://images.trvl-media.com/lodging/16000000/15060000/15053000/15052995/2fa1e63b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Gulf Holiday by Beachside Management Siesta Key Village £977 per person 24 Jan - 31 Jan found 1 day ago Return direct flight included London (LON) to Sarasota (SRQ) 7.8/10 Good! (56 reviews) Don't see what you're looking for? See all available trips from London to Legacy Trail [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-21/2026-01-28/?FromAirport=LON&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* All inclusive holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![The Tampa EDITION](https://images.trvl-media.com/lodging/84000000/83990000/83980300/83980287/cbddc2cf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Tampa EDITION Downtown Tampa £1,757 per person 31 Jan - 4 Feb found 15 hours ago Return flight included London (LGW) to Sarasota (SRQ) 9.2/10 Wonderful! (307 reviews) The room was spacious, comfortable and very clean. The staff were friendly and helpful. We will stay here the next time we are in Tampa. Reviewed on 1 Dec 2025 ![The St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The St. Regis Longboat Key Resort £4,432 per person 24 Jan - 31 Jan found 1 day ago Return direct flight included London (LON) to Sarasota (SRQ) 9.8/10 Exceptional! (56 reviews) Everything was new, clean and the service was amazing! The best part is how many activities there are for kids. This is perfect for families to enjoy and relax! We'll be back very soon! Reviewed on 4 Dec 2025 Don't see what you're looking for? See all available trips from London to Legacy Trail [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-21/2026-01-28/?FromAirport=LGW&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night All inclusive holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![The Westshore Grand, A Tribute Portfolio Hotel, Tampa](https://images.trvl-media.com/lodging/1000000/10000/5800/5781/bb4afd26_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westshore Grand, A Tribute Portfolio Hotel, Tampa Beach Park £763 per person 31 Jan - 4 Feb found 15 hours ago Return flight included London (LGW) to Sarasota (SRQ) 8.6/10 Excellent! (1,751 reviews) The staff is pounding on your door at 10:00 a.m in the morning to see what time you’re going to check out. The water in the shower was slow to go down, which was disgusting. There was hair in the shower, not very clean. Not the very best for how expensive the hotel is. Reviewed on 8 Dec 2025 ![The Don CeSar](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/2e9ef8e3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Don CeSar £983 per person 31 Jan - 4 Feb found 15 hours ago Return flight included London (LGW) to Tampa (TPA) 9/10 Wonderful! (1,044 reviews) Newly renovated don Caesar is exceptional and the decorations r first class Food was excellent Entertainment in main bar was enjoyable A real Xmas tree is main bar was a classic touch of excellence Room view of the gulf of America was breathtaking Reviewed on 19 Dec 2025 ![Hotel Flor Tampa Downtown, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/7000000/6140000/6139700/6139615/60e91f25_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Flor Tampa Downtown, Tapestry Collection by Hilton Downtown Tampa £868 per person 31 Jan - 4 Feb found 15 hours ago Return flight included London (LGW) to Sarasota (SRQ) 8.2/10 Very Good! (589 reviews) Staff was great, the room was beautiful and it was near everything I wanted to see. Reviewed on 20 Dec 2025 Don't see what you're looking for? See all available trips from London to Legacy Trail [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-21/2026-01-28/?FromAirport=LGW&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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 £763 – 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 2026/2026? 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. ## More holidays you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Top All inclusive Holiday Destinations > - 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Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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