Title: Roosevelt Roads Scuba Diving Holidays 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 Scuba Diving Holidays ## Book a Scuba Diving 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 + Scuba Diving hotel deals in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![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 Save 100% on your flight £555 per person 3 Mar - 10 Mar found 13 hours ago Return direct flight included Orlando (ORL) to San Juan (SJU) 9/10 Wonderful! (121 reviews) Super convenient location, bar across the street, convenience store and liquor across the street The bar “5” across the street has pool table and Jenna games, super cool. All entrances with gate security codes, common area to work and leave suitcase before and after check in/out Very close to port and old San Juan. Isla verde and condado 10 minute drive ( if that far) We had an amazing time. We travel with family Reviewed on 6 Dec 2025 ![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 £603 per person 3 Mar - 10 Mar found 13 hours ago Return direct flight included Orlando (ORL) to San Juan (SJU) 9.2/10 Wonderful! (589 reviews) Clean room and optimal location Reviewed on 21 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 £1,046 per person 3 Mar - 10 Mar found 13 hours ago Return direct flight included Orlando (ORL) to San Juan (SJU) 9/10 Wonderful! (328 reviews) The roooooommmm! The room is EVERYTHING! The staff is amazing. The rooftop restaurant has great food. But the room just took it over the top. I absolutely love this hotel. Will definitely be staying here again when I return Reviewed on 17 Dec 2025 ![310Guest-House LaVida](https://images.trvl-media.com/lodging/84000000/83770000/83766600/83766501/a109304b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 310Guest-House LaVida Old San Juan Save 100% on your flight £706 per person 3 Mar - 10 Mar found 13 hours ago Return direct flight included Orlando (ORL) to San Juan (SJU) 8.4/10 Very Good! (20 reviews) Amazing host! Everything super clean, love that is walking distance to all of the old san juan area Reviewed on 19 Oct 2025 ![El Conquistador Resort](https://images.trvl-media.com/lodging/1000000/450000/447600/447559/926a31f3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### El Conquistador Resort Cabezas Save 100% on your flight £847 per person 3 Mar - 10 Mar found 13 hours ago Return direct flight included Orlando (ORL) to San Juan (SJU) 9/10 Wonderful! (3,205 reviews) Everything was perfect, Outstanding Customer Service Reviewed on 20 Dec 2025 Don't see what you're looking for? See all available trips from Orlando to Roosevelt Roads [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-22/2026-01-29/?FromAirport=ORL&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Scuba Diving 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 Save 100% on your flight £1,380 per person 3 Mar - 10 Mar found 13 hours ago Return direct flight included Orlando (ORL) to San Juan (SJU) 9.2/10 Wonderful! (1,616 reviews) Excellent staff! Reviewed on 21 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 Save 100% on your flight £1,453 per person 3 Mar - 10 Mar found 13 hours ago Return direct flight included Orlando (ORL) to San Juan (SJU) 8.6/10 Excellent! (2,206 reviews) Perfect clean new room. Great view of the rainforest. Resort includes multiple pools and restaurants. Could not ask for anything better! Great experience! Reviewed on 21 Dec 2025 Don't see what you're looking for? See all available trips from Orlando to Roosevelt Roads [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-22/2026-01-29/?FromAirport=ORL&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