Title: Romantic Vacations in Puerto Rico Island 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6081901/8f009f0c-95fe-497a-af95-a905bc2ad31d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Puerto Rico Island 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 Island 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 $1,468 per person Feb 18 - Feb 22 found 1 day ago Roundtrip non-stop flight included Charlotte (CLT) to San Juan (SJU) 8/10 Very Good! (1,814 reviews) The room we booked was ocean view and it was exactly that. It was breathtaking. But the room itself needed some attention. The couch in our room had water stains and sand. Our ac was leaking on the floor. The only spot to hang your clothes was in the bathroom, the fridge was also in the bathroom. Our balcony had a dirty handrail with a rusty door knob.Coffee maker was dirty and unusable. They made the bed daily but didn’t change the sheets. The staff at the front desk didn’t give us the warmest greeting. He did not mention where anything was located or what activity’s were around, pool times, restaurants etc. he just asked for my id and pointed to the elevator that will take me to my room. Oh and also only 1 elevator was working so we had to take the stairs most of the trip. Besides the negative news the staff at the restaurant and coffee shop were pleasant and attentive.The concierge was also friendly and started to greet us on our second day.The pool area was clean and the staff gave us fresh towels. The best part of the hotel was the view from our room. Personally this place didn’t meet my expectations but maybe it does for others. Reviewed on Dec 15, 2025 ![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 $1,603 per person Jan 25 - Jan 30 found 6 hours ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9/10 Wonderful! (645 reviews) Tatiana was a great host who helped us out tremendously. Reviewed on Nov 30, 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 CA $1,610 per person Feb 18 - Feb 22 found 1 day ago Roundtrip non-stop flight included Charlotte (CLT) 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 Dec 17, 2025 ![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 $1,974 per person Jan 19 - Jan 24 found 2 hours ago Roundtrip non-stop flight included Montreal (YMQ) to San Juan (SJU) 9/10 Wonderful! (2,764 reviews) Great resort with amazing staff. Pool and beach are well kept. Limited restaurants but overall a great family resort Reviewed on Dec 18, 2025 ![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 $1,785 per person Jan 18 - Jan 23 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 9.2/10 Wonderful! (1,616 reviews) The stay was excellent. The staff was attentive, friendly and prompt. Reviewed on Dec 19, 2025 Don't see what you're looking for? See all available trips from Columbus to Puerto Rico Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic holidays in Puerto Rico Island 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 CA $1,785 per person Jan 18 - Jan 23 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 9.2/10 Wonderful! (1,616 reviews) The stay was excellent. The staff was attentive, friendly and prompt. Reviewed on Dec 19, 2025 ![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 $2,639 per person Jan 18 - Jan 23 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 8.4/10 Very Good! (2,051 reviews) Bar excellent, room no to the standard of price. Reviewed on Dec 19, 2025 ![The St. Regis Bahia Beach Resort, Puerto Rico](https://images.trvl-media.com/lodging/4000000/3810000/3800200/3800119/f088cdb4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The St. Regis Bahia Beach Resort, Puerto Rico Herreras CA $8,602 per person Feb 21 - Feb 28 found 1 day ago Roundtrip flight included Hamilton (YHM) to San Juan (SJU) 9.4/10 Exceptional! (450 reviews) Beautiful resort. We loved every minute. Reviewed on Oct 25, 2025 Don't see what you're looking for? See all available trips from Columbus to Puerto Rico Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic holidays in Puerto Rico Island 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 $930 per person Mar 9 - Mar 12 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 8/10 Very Good! (1,814 reviews) The room we booked was ocean view and it was exactly that. It was breathtaking. But the room itself needed some attention. The couch in our room had water stains and sand. Our ac was leaking on the floor. The only spot to hang your clothes was in the bathroom, the fridge was also in the bathroom. Our balcony had a dirty handrail with a rusty door knob.Coffee maker was dirty and unusable. They made the bed daily but didn’t change the sheets. The staff at the front desk didn’t give us the warmest greeting. He did not mention where anything was located or what activity’s were around, pool times, restaurants etc. he just asked for my id and pointed to the elevator that will take me to my room. Oh and also only 1 elevator was working so we had to take the stairs most of the trip. Besides the negative news the staff at the restaurant and coffee shop were pleasant and attentive.The concierge was also friendly and started to greet us on our second day.The pool area was clean and the staff gave us fresh towels. The best part of the hotel was the view from our room. Personally this place didn’t meet my expectations but maybe it does for others. Reviewed on Dec 15, 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 CA $1,067 per person Mar 9 - Mar 12 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) 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 Dec 17, 2025 ![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 $1,172 per person Mar 9 - Mar 12 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 9/10 Wonderful! (2,764 reviews) Great resort with amazing staff. Pool and beach are well kept. Limited restaurants but overall a great family resort Reviewed on Dec 18, 2025 Don't see what you're looking for? See all available trips from Columbus to Puerto Rico Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic holidays in Puerto Rico Island 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 $1,044 per person Feb 8 - Feb 12 found 20 hours ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 8/10 Very Good! (1,814 reviews) The room we booked was ocean view and it was exactly that. It was breathtaking. But the room itself needed some attention. The couch in our room had water stains and sand. Our ac was leaking on the floor. The only spot to hang your clothes was in the bathroom, the fridge was also in the bathroom. Our balcony had a dirty handrail with a rusty door knob.Coffee maker was dirty and unusable. They made the bed daily but didn’t change the sheets. The staff at the front desk didn’t give us the warmest greeting. He did not mention where anything was located or what activity’s were around, pool times, restaurants etc. he just asked for my id and pointed to the elevator that will take me to my room. Oh and also only 1 elevator was working so we had to take the stairs most of the trip. Besides the negative news the staff at the restaurant and coffee shop were pleasant and attentive.The concierge was also friendly and started to greet us on our second day.The pool area was clean and the staff gave us fresh towels. The best part of the hotel was the view from our room. Personally this place didn’t meet my expectations but maybe it does for others. Reviewed on Dec 15, 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 CA $1,610 per person Feb 18 - Feb 22 found 1 day ago Roundtrip non-stop flight included Charlotte (CLT) 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 Dec 17, 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 CA $1,417 per person Feb 18 - Feb 22 found 1 day ago Roundtrip non-stop flight included Charlotte (CLT) to San Juan (SJU) 9/10 Wonderful! (3,205 reviews) Most of the staff was very friendly. Checking out was not friendly. Reviewed on Dec 15, 2025 Don't see what you're looking for? See all available trips from Columbus to Puerto Rico Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan unforgettable romantic Puerto Rico Island vacations #### What are some of the benefits of booking a romantic Puerto Rico Island vacation? When booking a romantic Puerto Rico Island 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 Puerto Rico. #### 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 Island 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 Island? Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $930 and can enjoy savings of up to 28 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 Island? 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 Island 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 Island. #### Can I book a romantic Puerto Rico Island 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 Island search. #### Can I book a romantic trip to Puerto Rico Island that is fully refundable? Several romantic Puerto Rico Island 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. ## 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) ### Top Romantic Vacation Destinations > - [Romantic vacations in Toronto ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178314/Toronto) > - [Romantic vacations in Nova Scotia ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11173/Nova-Scotia) > - [Romantic vacations in Montreal ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178288/Montreal) > - [Romantic vacations in Vancouver ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178315/Vancouver) > - [Romantic vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180017/Quebec) > - [Romantic vacations in the Niagara Falls ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/602721/Niagara-Falls) > - [Romantic vacations in Alberta ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11111/Alberta) > - [Romantic vacations in Victoria ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/1418/Victoria) > - [Romantic vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/8028/Jasper) > - [Romantic vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4332/Banff) > - [Romantic vacations in Ottawa ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178296/Ottawa) > - [Romantic vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/55374/Mont-Tremblant) > - [Romantic vacations in Kingston ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180034/Kingston) > - [Romantic vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4115/Whistler) > - [Romantic vacations in Winnipeg ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6141041/Winnipeg) > - [Romantic vacations in Muskoka ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6343146/Muskoka-District) > - [Romantic vacations in Collingwood ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11938/Collingwood) > - [Romantic vacations in Calgary ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178245/Calgary) > - [Romantic vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/31/Canada) ## More Vacations Ideas [Flights to Puerto Rico Island ](https://expedia.ca/Cheap-Flights-To-Puerto-Rico-Island.d180021.Travel-Guide-Flights)[ Puerto Rico Island Hotels ](https://expedia.ca/Puerto-Rico-Island-Hotels.d180021.Travel-Guide-Hotels)[ Puerto Rico Island Vacation Rentals ](https://expedia.ca/Puerto-Rico-Island-Vacation-Rentals.d180021.Travel-Guide-VacationRentals)[ Puerto Rico Island Car Rentals ](https://expedia.ca/Car-Rentals-In-Puerto-Rico-Island.d180021.Car-Rental-Guide)[ Puerto Rico Island Vacations ](https://expedia.ca/Puerto-Rico-Island.d180021.Destination-Travel-Guides)[ Things to do in Puerto Rico Island ](https://expedia.ca/Things-To-Do-In-Puerto-Rico-Island.d180021.Travel-Guide-Activities) \* 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