Title: Roosevelt Roads All inclusive Holidays 2026/2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/6360451/3441fe46-31f2-46bc-b307-613f9edf876d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Roosevelt Roads All inclusive Holidays ## Book a All inclusive Hotel + Flight or Car together to unlock savings Photo by Shannon Willitts - ## 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 Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Hilton Ponce Golf & Casino Resort](https://images.trvl-media.com/lodging/1000000/10000/6400/6322/456e16ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Ponce Golf & Casino Resort £1,109 per person 26 Jan - 2 Feb found 17 hours ago Return direct flight included London (LHR) to San Juan (SJU) 8.8/10 Excellent! (1,001 reviews) Food and drinks were great! Reviewed on 3 Dec 2025 ![Aire de O:live](https://images.trvl-media.com/lodging/1000000/530000/527600/527599/8d4c39ed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aire de O:live Isla Verde Save 100% on your flight £1,609 per person 26 Jan - 2 Feb found 17 hours ago Return direct flight included London (LHR) to San Juan (SJU) 9/10 Wonderful! (328 reviews) When it rained, the ceiling of Room 505 was leaking! Reviewed on 1 Dec 2025 ![OLV Fifty Five - Adults Only](https://images.trvl-media.com/lodging/24000000/23160000/23155700/23155605/29ce7de9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OLV Fifty Five - Adults Only Condado £1,893 per person 5 Jan - 11 Jan found 13 hours ago Return direct flight included London (LHR) to San Juan (SJU) 8.6/10 Excellent! (577 reviews) The staff was amazing, best hotel stay I’ve had in awhile Reviewed on 30 Nov 2025 ![Hyatt Regency Grand Reserve Puerto Rico](https://images.trvl-media.com/lodging/1000000/980000/979700/979694/08d6d09c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Grand Reserve Puerto Rico Zarzal Save 100% on your flight £1,458 per person 26 Jan - 2 Feb found 17 hours ago Return direct flight included London (LHR) to San Juan (SJU) 9/10 Wonderful! (2,764 reviews) I came here it’s my family for my hubbys birthday and it was such an amazing time. Staff was great and the resort itself was amazing ! I will definitely recommend. Reviewed on 4 Dec 2025 ![Romeo Gay Hotel](https://images.trvl-media.com/lodging/105000000/104580000/104571300/104571256/c3574a90_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Romeo Gay Hotel San Juan Antiguo £1,403 per person 5 Jan - 11 Jan found 13 hours ago Return direct flight included London (LHR) to San Juan (SJU) 9/10 Wonderful! (121 reviews) The room was super clean perfectly spacious had a great vibe to it. Shout out to whoever decorates this place because it was everything we wanted and more. Thank you so much for having us. Everyone was so gracious. God bless you. Reviewed on 3 Dec 2025 Don't see what you're looking for? See all available trips from London to Roosevelt Roads [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-05/2026-01-12/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* All inclusive holidays in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Condado Vanderbilt Hotel](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/2628fada_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Condado Vanderbilt Hotel Condado £1,937 per person 26 Jan - 2 Feb found 17 hours ago Return direct flight included London (LHR) to San Juan (SJU) 9.2/10 Wonderful! (1,616 reviews) Beautiful place great service Reviewed on 3 Dec 2025 ![Wyndham Grand Rio Mar Rainforest Beach and Golf Resort](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/0558d37f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyndham Grand Rio Mar Rainforest Beach and Golf Resort Mameyes II £2,003 per person 26 Jan - 2 Feb found 17 hours ago Return direct flight included London (LHR) to San Juan (SJU) 8.6/10 Excellent! (2,206 reviews) The National Park Rainforest is less than a 5 minute drive away. Excellent resort with lots of amenities. 2 Championship golf courses, tennis and pickle ball courts. Reviewed on 4 Dec 2025 ![Fairmont El San Juan Hotel](https://images.trvl-media.com/lodging/1000000/10000/1600/1592/99d8d575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont El San Juan Hotel Isla Verde £1,951 per person 26 Jan - 2 Feb found 17 hours ago Return direct flight included London (LHR) to San Juan (SJU) 8.4/10 Very Good! (2,051 reviews) Excellent place to stay with family. Reviewed on 3 Dec 2025 Don't see what you're looking for? See all available trips from London to Roosevelt Roads [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-05/2026-01-12/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night All inclusive holidays in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Ola Boutique Hotel](https://images.trvl-media.com/lodging/105000000/104220000/104217200/104217135/7963308f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ola Boutique Hotel Condado £1,509 per person 6 Jan - 10 Jan found 13 hours ago Return direct flight included London (LHR) to San Juan (SJU) 9.2/10 Wonderful! (589 reviews) My family and I stood for one night and it was a great hotel. When we first walked in you can immediately smell how clean it is. The staff were super sweet ! We had breakfast there and it was small BUT PERFECT for my family. We had ham, eggs, toast, waffle sticks. Our room itself was big and there was 5 of us. Beautiful hotel. Loved it Reviewed on 4 Dec 2025 ![OLV Fifty Five - Adults Only](https://images.trvl-media.com/lodging/24000000/23160000/23155700/23155605/29ce7de9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OLV Fifty Five - Adults Only Condado £1,614 per person 6 Jan - 10 Jan found 13 hours ago Return direct flight included London (LHR) to San Juan (SJU) 8.6/10 Excellent! (577 reviews) The staff was amazing, best hotel stay I’ve had in awhile Reviewed on 30 Nov 2025 ![Aire de O:live](https://images.trvl-media.com/lodging/1000000/530000/527600/527599/8d4c39ed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aire de O:live Isla Verde £1,607 per person 6 Jan - 10 Jan found 13 hours ago Return direct flight included London (LHR) to San Juan (SJU) 9/10 Wonderful! (328 reviews) When it rained, the ceiling of Room 505 was leaking! Reviewed on 1 Dec 2025 Don't see what you're looking for? See all available trips from London to Roosevelt Roads [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-05/2026-01-12/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## All-inclusive Roosevelt Roads holidays: everything you need to know #### Can I book Roosevelt Roads all-inclusive holidays with airfare and meals? Use the all-inclusive filter to find amazing all-inclusive package holidays to Roosevelt Roads, 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 Roosevelt Roads adults-only all-inclusive holiday? If screaming kids is your holiday nightmare, book a peaceful adults-only all-inclusive holiday to Roosevelt Roads 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 Roosevelt Roads? Last-minute breaks are a great way to find very cheap all-inclusive holidays to Roosevelt Roads. If you can be flexible with your holiday dates, browse our best Roosevelt Roads deals and use the all-inclusive filter to add everything that makes your hols perfect. #### Can I book a cheap all-inclusive Roosevelt Roads trip? There are some nifty little tricks to find pocket-friendly all-inclusive breaks in Roosevelt Roads. 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 £1,109 – 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 Roosevelt Roads? 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 Roosevelt Roads all-inclusive family holiday? If you’re holidaying with tots in tow, book an all-inclusive Roosevelt Roads 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 Roosevelt Roads in 2026/2026? There are great all-inclusive deals galore in Roosevelt Roads. 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 Roosevelt Roads 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 Roosevelt Roads package holiday with Expedia? With a huge range of all-inclusive Roosevelt Roads 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