Title: Roosevelt Roads Adventure Holidays 2025/2026 | 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 Adventure Holidays ## Book a Adventure Hotel + Flight or Car together to unlock savings Photo by Shannon Willitts Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## 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 + Adventure hotel deals 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 £1,609 per person 21 Dec - 28 Dec found 9 hours ago Return flight included Manchester (MAN) to San Juan (SJU) 9/10 Wonderful! (498 reviews) Very accomodating. Clean room. Reviewed on 14 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-21/2025-12-28/?FromAirport=MAN&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104217135&paandie=true&HotelClass=40&dealMarker=slxehwrQ_ERWFZJCZmbwHLrUYziNu8xXwyKYY3LSQ-IsriLnzTOH1JAHIgfPqwxL) ![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 Save 100% on your flight £2,207 per person 21 Dec - 28 Dec found 9 hours ago Return flight included Manchester (MAN) to San Juan (SJU) 8.8/10 Excellent! (545 reviews) This hotel is very beautiful yet the cleaning staff only makes the bed. I’ve complained numerous times about the cleanliness of my room. The staff was amazing the manager Jay was very accommodating and the staff were all helpful and nice. Reviewed on 13 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-21/2025-12-28/?FromAirport=MAN&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23155605&paandie=true&HotelClass=40&dealMarker=4zMomWBgGQA6syaNsYz-hhfZ0l26T3Xpq7YtBkwrfiUAwN4rqYK35DTWgJq7agXf) ![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 £2,077 per person 21 Dec - 28 Dec found 9 hours ago Return flight included Manchester (MAN) to San Juan (SJU) 9/10 Wonderful! (266 reviews) Clean room,we love the service,the food Reviewed on 14 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-21/2025-12-28/?FromAirport=MAN&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&HotelClass=40&dealMarker=3q3NDWDJBgawaGBJ7pDC9Q-A3BFomfXiWQeoy7pGazhgybO0dt-BWuxOyTdsG-3F) ![Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)](https://images.trvl-media.com/lodging/6000000/5200000/5196300/5196263/66510c0c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only) Condado £2,293 per person 21 Dec - 28 Dec found 9 hours ago Return flight included Manchester (MAN) to San Juan (SJU) 9/10 Wonderful! (640 reviews) This has to be my #1 hotel experience ever. The staff was so great, environment very private and just awesome place and views. I will be back., Reviewed on 15 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-21/2025-12-28/?FromAirport=MAN&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5196263&paandie=true&HotelClass=40&dealMarker=3q3NDWDJBgawaGBJ7pDC9W0DWEWtjoSRFgyGjPV8ni2gX4CK_TK7n22Uk5AhkJdG) ![Hotel Puerto Valdes](https://images.trvl-media.com/lodging/70000000/69380000/69371400/69371387/0dc1a939_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Puerto Valdes San Juan Antiguo £1,987 per person 24 Nov - 1 Dec found 17 hours ago Return flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (485 reviews) Staff was amazing and attentive. My girls and I enjoyed our stay Reviewed on 5 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-24/2025-12-01/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=69371387&paandie=true&HotelClass=40&dealMarker=CJiF-4aXwQBk4FQdN_UBPLMBrDixokH_NoehKWyO0JpTPRAcQgjCMjLAbw5HoS6D) Don't see what you're looking for? See all available trips from Manchester to Roosevelt Roads [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=MAN&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Adventure 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 £2,347 per person 24 Nov - 1 Dec found 17 hours ago Return flight included London (LON) to San Juan (SJU) 9.2/10 Wonderful! (1,584 reviews) Every thing was wonderful Reviewed on 12 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-24/2025-12-01/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9105241&paandie=true&HotelClass=50&dealMarker=1rlMnxvGTIhTgrmRtGWi1sA60cjPZQ5dkHh2SMBnWM5-2PsDAtfLZds-g7Zkoil0) ![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 £2,630 per person 24 Nov - 1 Dec found 17 hours ago Return flight included London (LON) to San Juan (SJU) 8.4/10 Very Good! (1,958 reviews) Beautiful. Clean. Spacious. Tropical. Direct access to ocean & beach. Reviewed on 14 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-24/2025-12-01/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1592&paandie=true&HotelClass=50&dealMarker=1rlMnxvGTIhTgrmRtGWi1sS0zMDNMqsN5oRq0jcmLOMt2p-XzYJy7zLOXQCd1Jr1) ![Residences at Dorado Beach, a Ritz-Carlton Reserve](https://images.trvl-media.com/lodging/7000000/6670000/6668100/6668065/w4000h2664x0y0-f6932a75_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Residences at Dorado Beach, a Ritz-Carlton Reserve Higuillar Save 100% on your flight £44,988 per person 21 Dec - 28 Dec found 9 hours ago Return flight included Manchester (MAN) to San Juan (SJU) 10/10 Exceptional! (2 reviews) Outstanding experience staying at one of the Residences. Definitely the best hotel in the Caribbeans. Reviewed on 1 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-21/2025-12-28/?FromAirport=MAN&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6668065&paandie=true&HotelClass=50&dealMarker=4zMomWBgGQA6syaNsYz-hs9764jsxYa51Dbd45u5m-6mt-Pu8mCqsx5tp4gv6gaG) 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/2025-11-15/2025-11-22/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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) ## More Holiday Ideas [Flights to Roosevelt Roads](https://expedia.co.uk/Cheap-Flights-To-Roosevelt-Roads.d6360451.Travel-Guide-Flights)[Roosevelt Roads Hotels](https://expedia.co.uk/Roosevelt-Roads-Hotels.d6360451.Travel-Guide-Hotels)[Roosevelt Roads Holiday Rentals](https://expedia.co.uk/Roosevelt-Roads-Holiday-Rentals.d6360451.Travel-Guide-HolidayRentals)[Roosevelt Roads Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Roosevelt-Roads.d6360451.Car-Hire-Guide)[Roosevelt Roads Holidays](https://expedia.co.uk/Roosevelt-Roads.d6360451.Holidays-City-Breaks) \* 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. ![](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 ![QR code to download the app](data:image/png;base64,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)