Title: Romantic Vacations in Puerto Rico 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/3179/47a0ef66-6e92-4553-afb1-7846ef2214a1.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Puerto Rico Romantic Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Romantic hotel deals in Puerto Rico Price found within the past 48 hours. Click for updated prices. ![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 CA $1,392 per person Jan 21 - Jan 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 18/10 Exceptional! (2,764 reviews) Everything was great Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-25/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=979694&paandie=true&HotelClass=40&dealMarker=Gy_2RWpJJNvnbL99ea3-SShlpL9HSK6mTGQcu1XmDwZWEtOeUd4WIihnPUFgOhmC) ![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 $1,774 per person Jan 21 - Jan 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 18/10 Exceptional! (328 reviews) Changed rooms 3 times ceiling leaked onto bed 2nd room shower flooded Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-25/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&HotelClass=40&dealMarker=Gy_2RWpJJNvnbL99ea3-SbQLaSeJSX0rXqBJVHSEEsF8ySTCYY_rd0NpNZgOp2Tg) ![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 $1,954 per person Jan 21 - Jan 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 18/10 Exceptional! (645 reviews) Room was very clean. The employees were fabulous--they were very friendly and helpful. They will above and beyond to provide assistance. Reviewed on Nov 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-25/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5196263&paandie=true&HotelClass=40&dealMarker=Gy_2RWpJJNvnbL99ea3-SbQLaSeJSX0rXqBJVHSEEsEZ8UWO5oLkqpbH0_baxAB-) ![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 CA $1,441 per person Jan 21 - Jan 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 18/10 Exceptional! (3,205 reviews) Room spotless, staff super friendly. Everything and more. Reviewed on Nov 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-25/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=447559&paandie=true&HotelClass=40&dealMarker=Gy_2RWpJJNvnbL99ea3-SShlpL9HSK6mTGQcu1XmDwZJtoO2PZig840168GJ5iZJ) ![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 $2,351 per person Jan 21 - Jan 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 16.8/10 Exceptional! (2,051 reviews) Lovely setting, great pools, beach, and quick bar/food service. Lobby bartenders were very attentive. Nice having a Starbucks on site, bc not many other easy/less expensive breakfast options. Good central location to get to OSJ, El Yunque and neighborhoods like Condado & Santurce. The hotel rooms are clean and comfortable but definitely no "extras" and getting a bit dated. We were in an oceanside villa room. First floor really doesn't have an ocean view due to dunes and a half wall, so had I known that I'd have requested second level. We opted to stay in one of these rooms instead of main hotel (which would have been less $) to avoid some of the lobby noise on the weekends but unfortunately the room next to use hosted a large party after hours which was incredibly loud music and people from about 1-3 am (it was a 2 story suite). Had to call lobby and security 3x. So it's for these reasons that it's not quite a 5 star experience. Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-25/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1592&paandie=true&HotelClass=40&dealMarker=Gy_2RWpJJNvnbL99ea3-SUf_6tfJE5ZILoJc0tcrnyLuZrQXxZR4WXb0TH9E06J_) Don't see what you're looking for? See all available trips from Columbus to Puerto Rico [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-12-20/2025-12-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PRI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic holidays in Puerto Rico Price found within the past 48 hours. Click for updated prices. ![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 CA $1,783 per person Jan 21 - Jan 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 17.2/10 Exceptional! (2,206 reviews) Pool excelente y el cuarto super comodo. Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-25/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=41642&paandie=true&HotelClass=50&dealMarker=Gy_2RWpJJNvnbL99ea3-SbQLaSeJSX0rXqBJVHSEEsEcdml55ODtParjGGdC7waC) ![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 $2,351 per person Jan 21 - Jan 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 16.8/10 Exceptional! (2,051 reviews) Lovely setting, great pools, beach, and quick bar/food service. Lobby bartenders were very attentive. Nice having a Starbucks on site, bc not many other easy/less expensive breakfast options. Good central location to get to OSJ, El Yunque and neighborhoods like Condado & Santurce. The hotel rooms are clean and comfortable but definitely no "extras" and getting a bit dated. We were in an oceanside villa room. First floor really doesn't have an ocean view due to dunes and a half wall, so had I known that I'd have requested second level. We opted to stay in one of these rooms instead of main hotel (which would have been less $) to avoid some of the lobby noise on the weekends but unfortunately the room next to use hosted a large party after hours which was incredibly loud music and people from about 1-3 am (it was a 2 story suite). Had to call lobby and security 3x. So it's for these reasons that it's not quite a 5 star experience. Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-25/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1592&paandie=true&HotelClass=50&dealMarker=Gy_2RWpJJNvnbL99ea3-SUf_6tfJE5ZILoJc0tcrnyLuZrQXxZR4WXb0TH9E06J_) ![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 $2,054 per person Jan 21 - Jan 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 18.4/10 Exceptional! (1,616 reviews) Room snacks were a nice treat and the service is excellent. Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-25/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9105241&paandie=true&HotelClass=50&dealMarker=EpTXtkNf5KwK0GUNpIcttiSTN0LE5tj1D44tSVvIrRuR21JVHSOSvbEzXnngbuPr) Don't see what you're looking for? See all available trips from Columbus to Puerto Rico [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-12-20/2025-12-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PRI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic holidays in Puerto Rico Price found within the past 48 hours. Click for updated prices. ![The Condado Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/e18049f2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Condado Plaza Hotel Condado CA $1,512 per person Dec 23 - Dec 26 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 16/10 Exceptional! (1,814 reviews) The whole hotel needs to be remodeled Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-26/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=7143&paandie=true&HotelClass=40&dealMarker=RD1r9_xB6uiwgqDRkIen2-VEIM55qCyat6D6SQmfhrRrOFL4g523-as63TKJWdRu) ![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 $1,798 per person Dec 23 - Dec 26 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 16.8/10 Exceptional! (2,051 reviews) Lovely setting, great pools, beach, and quick bar/food service. Lobby bartenders were very attentive. Nice having a Starbucks on site, bc not many other easy/less expensive breakfast options. Good central location to get to OSJ, El Yunque and neighborhoods like Condado & Santurce. The hotel rooms are clean and comfortable but definitely no "extras" and getting a bit dated. We were in an oceanside villa room. First floor really doesn't have an ocean view due to dunes and a half wall, so had I known that I'd have requested second level. We opted to stay in one of these rooms instead of main hotel (which would have been less $) to avoid some of the lobby noise on the weekends but unfortunately the room next to use hosted a large party after hours which was incredibly loud music and people from about 1-3 am (it was a 2 story suite). Had to call lobby and security 3x. So it's for these reasons that it's not quite a 5 star experience. Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-26/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1592&paandie=true&HotelClass=40&dealMarker=EpTXtkNf5KwK0GUNpIcttg7-3M4CL2M__nBVAH2Jg7lQIdZYNYy0VvknkfSy76YB) ![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 CA $2,173 per person Dec 23 - Dec 26 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 17.2/10 Exceptional! (2,206 reviews) Pool excelente y el cuarto super comodo. Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-26/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=41642&paandie=true&HotelClass=40&dealMarker=EpTXtkNf5KwK0GUNpIcttg7-3M4CL2M__nBVAH2Jg7n684aBnizQ80UiyhZnmXRF) Don't see what you're looking for? See all available trips from Columbus to Puerto Rico [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-12-20/2025-12-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PRI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic holidays in Puerto Rico Price found within the past 48 hours. Click for updated prices. ![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 CA $1,392 per person Jan 21 - Jan 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 18/10 Exceptional! (2,764 reviews) Everything was great Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-25/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=979694&paandie=true&dealMarker=Gy_2RWpJJNvnbL99ea3-SShlpL9HSK6mTGQcu1XmDwZWEtOeUd4WIihnPUFgOhmC) ![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 $1,774 per person Jan 21 - Jan 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 18/10 Exceptional! (328 reviews) Changed rooms 3 times ceiling leaked onto bed 2nd room shower flooded Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-25/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&dealMarker=Gy_2RWpJJNvnbL99ea3-SbQLaSeJSX0rXqBJVHSEEsF8ySTCYY_rd0NpNZgOp2Tg) ![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 $1,954 per person Jan 21 - Jan 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 18/10 Exceptional! (645 reviews) Room was very clean. The employees were fabulous--they were very friendly and helpful. They will above and beyond to provide assistance. Reviewed on Nov 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-25/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5196263&paandie=true&dealMarker=Gy_2RWpJJNvnbL99ea3-SbQLaSeJSX0rXqBJVHSEEsEZ8UWO5oLkqpbH0_baxAB-) Don't see what you're looking for? See all available trips from Columbus to Puerto Rico [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-12-20/2025-12-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PRI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan unforgettable romantic Puerto Rico vacations #### What are some of the benefits of booking a romantic Puerto Rico vacation? When booking a romantic Puerto Rico vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Caribbean. #### How can I find the best vacation packages for couples? If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Puerto Rico destination, and you'll be met with an array of options for you and your partner to enjoy. #### Can I find cheap romantic vacations for 2 in Puerto Rico? Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $1,392 and can enjoy savings of up to 31 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first. #### What do I need to consider when booking a romantic getaway in Puerto Rico? Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Puerto Rico certainly come in handy here. #### What amenities should I look for in a luxury romantic vacation? If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Puerto Rico. #### Can I book a romantic Puerto Rico vacation with a hot tub? Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them. #### How can I find romantic vacation getaways that are all-inclusive? An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Puerto Rico search. #### Can I book a romantic trip to Puerto Rico that is fully refundable? Several romantic Puerto Rico vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements. #### Why should I book a romantic vacation with Expedia? Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage. ## Romantic Hotels in Puerto Rico ![Wyndham Grand Rio Mar Rainforest Beach and Golf Resort](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/0558d37f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wyndham Grand Rio Mar Rainforest Beach and Golf Resort 6000 Rio Mar Boulevard Río Grande - 56 min drive from Port of San Juan CA $475 CA $644 total Dec 13 - Dec 14 includes taxes & fees Book a stay at this luxury resort in Río Grande. Enjoy 4 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff ... 8.4/10 Very Good! (2,206 reviews) Very nice hotel, staff was amazing! Reviewed on Nov 14, 2025 [](https://expedia.ca/San-Juan-Hotels-Wyndham-Grand-Rio-Mar-Puerto-Rico-Golf-Beach-Resort.h41642.Hotel-Information) ![Condado Vanderbilt Hotel](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/2628fada_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Condado Vanderbilt Hotel 1055 Ashford Avenue San Juan - 6 min drive from Port of San Juan CA $502 CA $669 total Nov 30 - Dec 1 includes taxes & fees Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ... 9.2/10 Wonderful! (1,621 reviews) The staff was incredible! The room was beautiful Reviewed on Nov 18, 2025 [](https://expedia.ca/San-Juan-Hotels-Condado-Vanderbilt-Hotel.h9105241.Hotel-Information) ![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=resizecrop&rw=340&ch=150) ### Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only) Aguadilla St. #55 Condado San Juan - 6 min drive from Port of San Juan CA $334 CA $439 total Dec 1 - Dec 2 includes taxes & fees Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular ... 8.8/10 Excellent! (645 reviews) Beautiful hotel, amazing staff Reviewed on Oct 30, 2025 [](https://expedia.ca/San-Juan-Hotels-Olive-Boutique-Hotel.h5196263.Hotel-Information) [See all 8,168 properties in Puerto Rico](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=148) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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