Title: Honeymoon Vacations in Roosevelt Roads 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6360451/3441fe46-31f2-46bc-b307-613f9edf876d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Roosevelt Roads Honeymoon Vacations ## Book a 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 CA $1,096 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 Plan, book, and manage your trip all in one place ## Flight and Honeymoon 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 CA $1,566 per person Dec 9 - Dec 16 found 12 hours ago Roundtrip flight included Edmonton (YEG) to San Juan (SJU) 9/10 Wonderful! (100 reviews) The property is perfect to couples and relaxing days Reviewed on Oct 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-09/2025-12-16/?FromAirport=YEG&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104571256&paandie=true&HotelClass=40&dealMarker=7SM23YLmP5JjH2I2IB00sIR_KowUrChE70I4itmW-LCkp4kRrr8psrej4-6cKMaF) ![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 CA $1,628 per person Dec 9 - Dec 16 found 1 day ago Roundtrip flight included Edmonton (YEG) to San Juan (SJU) 9/10 Wonderful! (489 reviews) Hotel was good staff amazing and steakhouse wonderful Reviewed on Oct 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-09/2025-12-16/?FromAirport=YEG&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=69371387&paandie=true&HotelClass=40&dealMarker=Y9ZffLeOhba8m2hvseXO_KvH-XWUXsQ8GwXaSMYDju7PtFnGewThPpgoJrEmxJSJ) ![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 CA $2,164 per person Dec 9 - Dec 16 found 1 day ago Roundtrip flight included Edmonton (YEG) 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 Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-09/2025-12-16/?FromAirport=YEG&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23155605&paandie=true&HotelClass=40&dealMarker=QpDs-_aRbezECwDzDVyTyz-RQ7m6oy38C7jtCcKahN2ul0nr519EGmRRK9xTcKCO) ![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 CA $1,823 per person Dec 9 - Dec 16 found 1 day ago Roundtrip flight included Edmonton (YEG) to San Juan (SJU) 9/10 Wonderful! (290 reviews) The BEST staff!!! I will be back again!!! Reviewed on Oct 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-09/2025-12-16/?FromAirport=YEG&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&HotelClass=40&dealMarker=QpDs-_aRbezECwDzDVyTyz553pwnKfExOfx3nOwFUKqheg6Udak0_41vZX2ZQAHE) ![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 CA $2,590 per person Dec 2 - Dec 9 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9/10 Wonderful! (643 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 Sep 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-02/2025-12-09/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5196263&paandie=true&HotelClass=40&dealMarker=8_hqS4n4lhQ1UuRbmL0bZcGk4tDSExTcunsZOXPfR_l-zmScOTcNC0Zk9KHIT9Pv) Don't see what you're looking for? See all available trips from Columbus to Roosevelt Roads [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-25/2025-12-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&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 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 CA $1,672 per person Jan 12 - Jan 16 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 8.4/10 Very Good! (2,018 reviews) Property was beautiful! However, front desk staff was very rude & not friendly at all when Checking-In & Checking-Out! Front desk personnel should be fired! They were not “people friendly” & should not be working in the hospitality industry!!! Reviewed on Oct 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-12/2026-01-16/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1592&paandie=true&HotelClass=50&dealMarker=71sRc_TxbrnUpbqska67x4-OR_76yA_mCO-VHL7oX1YZOBVS79ZUViCRg9KqIwU2) ![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 CA $1,858 per person Dec 9 - Dec 16 found 1 day ago Roundtrip flight included Edmonton (YEG) to San Juan (SJU) 9.2/10 Wonderful! (1,602 reviews) Very friendly staff, clean room and great location. Reviewed on Oct 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-09/2025-12-16/?FromAirport=YEG&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9105241&paandie=true&HotelClass=50&dealMarker=bkH0l4y7-5nJUzO4f_M6K0fpDsKuBtKJS2z9XCNiCR3AZgxPC2Y_w1HQ8VtyTxUe) ![Wyndham Grand Rio Mar Rainforest Beach and Golf Resort](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/dbe15866_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyndham Grand Rio Mar Rainforest Beach and Golf Resort Mameyes II CA $1,714 per person Dec 9 - Dec 16 found 1 day ago Roundtrip flight included Edmonton (YEG) to San Juan (SJU) 8.6/10 Excellent! (2,201 reviews) Overall good experience Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-09/2025-12-16/?FromAirport=YEG&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=41642&paandie=true&HotelClass=50&dealMarker=ZOcFWjIdjzq8jI8JpIijDFF3YYN_XwuaFmlbNfQaHCfKMhjFqzI6WX5F-wjZ_86u) Don't see what you're looking for? See all available trips from Columbus to Roosevelt Roads [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-25/2025-12-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&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. ![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 CA $1,021 per person Dec 16 - Dec 19 found 10 hours ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9.2/10 Wonderful! (542 reviews) Clean room, helpful and friendly staff Reviewed on Oct 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-16/2025-12-19/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104217135&paandie=true&HotelClass=40&dealMarker=l-09JP4y2SstQM_eltz6VuXo1iOvHXCDYRhOI7pmryyajQyr7OR02rqiO1bWfK2i) ![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 CA $1,051 per person Jan 13 - Jan 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 9/10 Wonderful! (290 reviews) The BEST staff!!! I will be back again!!! Reviewed on Oct 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-13/2026-01-16/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&HotelClass=40&dealMarker=Xo0JhbY9uCDArxz_s4jPfHGL322rdUtGSJOIGD4HkotzcAms7Z3Szyw_X8-eIcbs) ![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 CA $1,056 per person Jan 13 - Jan 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) 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 Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-13/2026-01-16/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23155605&paandie=true&HotelClass=40&dealMarker=Xo0JhbY9uCDArxz_s4jPfHGL322rdUtGSJOIGD4HkovS8u4vO35LQJ8zgIH645Xl) Don't see what you're looking for? See all available trips from Columbus to Roosevelt Roads [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-25/2025-12-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Honeymoon holidays 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 CA $939 per person Dec 2 - Dec 6 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9/10 Wonderful! (100 reviews) The property is perfect to couples and relaxing days Reviewed on Oct 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-02/2025-12-06/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104571256&paandie=true&dealMarker=NWZAPLqXn3fv7_JchFY8H__GRCndWwCC6jiv47uzvWmM2gvI62wHoQRNDu0_x7Gw) ![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 CA $1,751 per person Dec 9 - Dec 13 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) 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 Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-09/2025-12-13/?FromAirport=YUL&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23155605&paandie=true&dealMarker=q1ZHan5DLLB94fcYxsgQKxJ87EJGDTc-Eg2Jyck1VkGgE5W6J3Gdb3Og4ii8bAB7) ![WALD HAUS by DW](https://images.trvl-media.com/lodging/77000000/76320000/76319300/76319249/ee96ef1f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### WALD HAUS by DW CA $5,918 per person Dec 31 - Jan 4 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 10/10 Exceptional! (8 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2025-12-31/2026-01-04/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=76319249&paandie=true&dealMarker=0p6sGrw5olidlM6SESwnYHU0XCYYvJ7HRx-alyv8JDZRHQErI7V7_I7EDk75krjp) Don't see what you're looking for? See all available trips from Columbus to Roosevelt Roads [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-25/2025-12-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations 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 Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Roosevelt Roads](https://expedia.ca/Cheap-Flights-To-Roosevelt-Roads.d6360451.Travel-Guide-Flights)[Roosevelt Roads Hotels](https://expedia.ca/Roosevelt-Roads-Hotels.d6360451.Travel-Guide-Hotels)[Roosevelt Roads Vacation Rentals](https://expedia.ca/Roosevelt-Roads-Vacation-Rentals.d6360451.Travel-Guide-VacationRentals)[Roosevelt Roads Car Rentals](https://expedia.ca/Car-Rentals-In-Roosevelt-Roads.d6360451.Car-Rental-Guide)[Roosevelt Roads Vacations](https://expedia.ca/Roosevelt-Roads.d6360451.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on 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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)