Title: Roosevelt Roads Honeymoon 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 Honeymoon Holidays ## Book a Honeymoon 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 + Honeymoon hotel deals in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Don Rafa Boutique Hotel & Residences](https://images.trvl-media.com/lodging/85000000/84360000/84351100/84351100/fa3a024b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Don Rafa Boutique Hotel & Residences Santurce £854 per person 15 Jan - 18 Jan found 4 hours ago Return direct flight included New York (NYC) to San Juan (SJU) 9.4/10 Exceptional! (319 reviews) Everyone was very kind and attentive. Eli was exceptional and made the experience very pleasant. Reviewed on 23 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-15/2026-01-18/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84351100&paandie=true&HotelClass=40&dealMarker=jh4bYjIY3slYk-WBrSTLJ5iP_TOXlWn2PakZlw8AwMrUqtGJXaBPSqh7pJ07-rK6) ![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 £875 per person 15 Jan - 18 Jan found 4 hours ago Return direct flight included New York (NYC) to San Juan (SJU) 8.6/10 Excellent! (563 reviews) I absolutely LOVED this hotel. My stay was relaxing. It was peaceful, clean, the staff (front desk, housekeeping and restaurant staff) were kind. Hotel was 20mins or less to different locations I visited. Reviewed on 18 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-15/2026-01-18/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23155605&paandie=true&HotelClass=40&dealMarker=2gnwmK9iUzFWqdajB3tkSYyAc1sBMHvsdLF-EeYqxjx-trG0tS6iZh6Mce180q-B) ![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 £988 per person 15 Jan - 18 Jan found 4 hours ago Return direct flight included New York (NYC) to San Juan (SJU) 9/10 Wonderful! (290 reviews) The BEST staff!!! I will be back again!!! Reviewed on 24 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-15/2026-01-18/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&HotelClass=40&dealMarker=2gnwmK9iUzFWqdajB3tkSYyAc1sBMHvsdLF-EeYqxjxnkgFmI37GNi9ha3b6xfW7) ![SELVA by DW](https://images.trvl-media.com/lodging/79000000/78740000/78739600/78739568/61294254_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### SELVA by DW Pitahaya Save 100% on your flight £2,159 per person 15 Jan - 18 Jan found 4 hours ago Return direct flight included New York (NYC) to San Juan (SJU) 10/10 Exceptional! (2 reviews) This was our 1st experience in PR. This house was AMAZINGLY beautiful and really show cased the outdoor space!! It was VERY clean, high quality linens. Had a nice cook space. The space it self was STUNNING!! The outdoor space was PERFECTION!!!! We actually booked for the lounge net area, and it did not disappoint!! \*\*Downfalls \[we understand that somethings are out of anyones control so more of a FYI\] -There was nothing "comfy" about the house. It is all cement: bed frame, entire bathroom so alot of sharp edges, the sitting area had maybe 3 inch foam with a canvas topper. When the floor had ANY moisture and you are bare foot YOU WILL FALL! In the master bath between the mirrors have open spaces straight to outside no glass or screen. Which allows natural to come inside the house. Lizards and frogs find there way inside daily. The doors are super heavy, difficult to open but again its a giant piece of glass of course its heavy. At no time did we feel unsafe, with that being said you are literally on top of a mountain alone. And thats scary to think about. Lets talk about the road. I had never been to PR so i was not aware of how tight and tiny the roads are. The drive to the house is TIGHT & STEEP!! Some areas are so steep our tires would slip while going up the incline! Only rent a SUV, our 4 door Nissan HARDLY made it, returned it for a SUV our 2nd day. Roads are unmarked and HARD to see the edge. The cell service on the way comes in an out as you go, dont rely on it. Reviewed on 19 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-15/2026-01-18/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=78739568&paandie=true&HotelClass=40&dealMarker=2gnwmK9iUzFWqdajB3tkSYyAc1sBMHvsdLF-EeYqxjzvzgYBiW2WuXt68i-quFoK) ![The Royal Sonesta San Juan](https://images.trvl-media.com/lodging/1000000/290000/289100/289099/110d1700_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Royal Sonesta San Juan Isla Verde £1,015 per person 15 Jan - 18 Jan found 4 hours ago Return direct flight included New York (NYC) to San Juan (SJU) 9/10 Wonderful! (2,043 reviews) The ocean-view room was clean and offered a beautiful view. However, the elevators could use improvement, as they were quite slow to arrive. The beach was lovely and easily walkable. Overall, we’d be happy to stay here again on our next visit to San Juan. Reviewed on 24 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-15/2026-01-18/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=289099&paandie=true&HotelClass=40&dealMarker=jh4bYjIY3slYk-WBrSTLJ5iP_TOXlWn2PakZlw8AwMrrqThu1WTlwVqeeVfkn5EA) Don't see what you're looking for? See all available trips from New York to Roosevelt Roads [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-25/2025-12-02/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Honeymoon holidays in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Fairmont El San Juan Villa Experience](https://images.trvl-media.com/lodging/65000000/64580000/64577200/64577147/f326ce2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont El San Juan Villa Experience Isla Verde £1,205 per person 15 Jan - 18 Jan found 4 hours ago Return direct flight included New York (NYC) to San Juan (SJU) 7.6/10 Good! (127 reviews) Bianca and Melanie at the front desk were both very helpful and accommodating. Reviewed on 28 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-15/2026-01-18/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=64577147&paandie=true&HotelClass=50&dealMarker=jh4bYjIY3slYk-WBrSTLJ5iP_TOXlWn2PakZlw8AwMrc_xU6C2rAuXJL2esMbA2A) ![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 £9,325 per person 15 Jan - 18 Jan found 4 hours ago Return direct flight included New York (NYC) 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/2026-01-15/2026-01-18/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6668065&paandie=true&HotelClass=50&dealMarker=2gnwmK9iUzFWqdajB3tkSYyAc1sBMHvsdLF-EeYqxjx2eruomRjuU0CwcdR6ZEZD) ![Dorado Beach, a Ritz-Carlton Reserve](https://images.trvl-media.com/lodging/6000000/5390000/5389000/5388988/w4000h2664x0y0-b9bbf58f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dorado Beach, a Ritz-Carlton Reserve Higuillar £3,877 per person 15 Jan - 18 Jan found 4 hours ago Return direct flight included New York (NYC) to San Juan (SJU) 9.6/10 Exceptional! (227 reviews) Let’s just say we can’t wait to come back! What a beautiful experience. Definitely recommend all around! Reviewed on 22 Aug 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-15/2026-01-18/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5388988&paandie=true&HotelClass=50&dealMarker=jh4bYjIY3slYk-WBrSTLJ5iP_TOXlWn2PakZlw8AwMqJbKa_cgJGV9XqDRfAgqSi) Don't see what you're looking for? See all available trips from New York to Roosevelt Roads [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-25/2025-12-02/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Honeymoon holidays in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![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 £875 per person 15 Jan - 18 Jan found 4 hours ago Return direct flight included New York (NYC) to San Juan (SJU) 8.6/10 Excellent! (563 reviews) I absolutely LOVED this hotel. My stay was relaxing. It was peaceful, clean, the staff (front desk, housekeeping and restaurant staff) were kind. Hotel was 20mins or less to different locations I visited. Reviewed on 18 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-15/2026-01-18/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23155605&paandie=true&HotelClass=40&dealMarker=2gnwmK9iUzFWqdajB3tkSYyAc1sBMHvsdLF-EeYqxjx-trG0tS6iZh6Mce180q-B) ![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 £988 per person 15 Jan - 18 Jan found 4 hours ago Return direct flight included New York (NYC) to San Juan (SJU) 9/10 Wonderful! (290 reviews) The BEST staff!!! I will be back again!!! Reviewed on 24 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-15/2026-01-18/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&HotelClass=40&dealMarker=2gnwmK9iUzFWqdajB3tkSYyAc1sBMHvsdLF-EeYqxjxnkgFmI37GNi9ha3b6xfW7) ![SELVA by DW](https://images.trvl-media.com/lodging/79000000/78740000/78739600/78739568/61294254_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### SELVA by DW Pitahaya Save 100% on your flight £2,159 per person 15 Jan - 18 Jan found 4 hours ago Return direct flight included New York (NYC) to San Juan (SJU) 10/10 Exceptional! (2 reviews) This was our 1st experience in PR. This house was AMAZINGLY beautiful and really show cased the outdoor space!! It was VERY clean, high quality linens. Had a nice cook space. The space it self was STUNNING!! The outdoor space was PERFECTION!!!! We actually booked for the lounge net area, and it did not disappoint!! \*\*Downfalls \[we understand that somethings are out of anyones control so more of a FYI\] -There was nothing "comfy" about the house. It is all cement: bed frame, entire bathroom so alot of sharp edges, the sitting area had maybe 3 inch foam with a canvas topper. When the floor had ANY moisture and you are bare foot YOU WILL FALL! In the master bath between the mirrors have open spaces straight to outside no glass or screen. Which allows natural to come inside the house. Lizards and frogs find there way inside daily. The doors are super heavy, difficult to open but again its a giant piece of glass of course its heavy. At no time did we feel unsafe, with that being said you are literally on top of a mountain alone. And thats scary to think about. Lets talk about the road. I had never been to PR so i was not aware of how tight and tiny the roads are. The drive to the house is TIGHT & STEEP!! Some areas are so steep our tires would slip while going up the incline! Only rent a SUV, our 4 door Nissan HARDLY made it, returned it for a SUV our 2nd day. Roads are unmarked and HARD to see the edge. The cell service on the way comes in an out as you go, dont rely on it. Reviewed on 19 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-15/2026-01-18/?FromAirport=NYC&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=78739568&paandie=true&HotelClass=40&dealMarker=2gnwmK9iUzFWqdajB3tkSYyAc1sBMHvsdLF-EeYqxjzvzgYBiW2WuXt68i-quFoK) Don't see what you're looking for? See all available trips from New York to Roosevelt Roads [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-25/2025-12-02/?FromAirport=NYC&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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)