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

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## Flight and Romantic hotel deals 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 $1,329

per person

Jan 18 - Jan 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to San Juan (SJU)

9.2/10 Wonderful! (1,616 reviews)

Great hotel and location.

Reviewed on Dec 18, 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 $2,366

per person

Feb 17 - Feb 22

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) 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

![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 $2,383

per person

Feb 6 - Feb 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Juan (SJU)

9/10 Wonderful! (645 reviews)

Tatiana was a great host who helped us out tremendously.

Reviewed on Nov 30, 2025

![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 5 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to San Juan (SJU)

8/10 Very Good! (1,877 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

![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 $2,151

per person

Feb 17 - Feb 22

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) 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/2026-01-18/2026-01-25/?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 $1,329

per person

Jan 18 - Jan 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to San Juan (SJU)

9.2/10 Wonderful! (1,616 reviews)

Great hotel and location.

Reviewed on Dec 18, 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 18 hours 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

![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 $2,936

per person

Feb 17 - Feb 22

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Juan (SJU)

8.4/10 Very Good! (2,051 reviews)

FELL IN LOVE! Will be going back. Hotel property, pools, staff, and food is amazing. Truly can't go wrong when you book here.

Reviewed on Dec 16, 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/2026-01-18/2026-01-25/?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 $850

per person

Jan 18 - Jan 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to San Juan (SJU)

8/10 Very Good! (1,877 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 $1,403

per person

Jan 17 - Jan 20

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

![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 $1,204

per person

Mar 9 - Mar 12

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Juan (SJU)

9.2/10 Wonderful! (1,616 reviews)

Great hotel and location.

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/2026-01-18/2026-01-25/?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.

![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 5 hours 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

![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 5 hours 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

![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 5 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to San Juan (SJU)

8/10 Very Good! (1,877 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

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/2026-01-18/2026-01-25/?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 $850 and can enjoy savings of up to 20 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.

## Romantic Hotels in Puerto Rico Island

![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 

- 16 min drive from El Yunque National Forest

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! (2,241 reviews)

While first getting acquainted with hotel was complicated at first because it’s so large, we soon got used to it. The rooms were beautiful, the food excellent, and the pool was fantastic. The kids loved the splash pad and slide. We also loved the beach which was clean and fun for the kids to play ...

Reviewed on Dec 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 

- 50 min drive from El Yunque National Forest

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! (1,655 reviews)

One of the best of San Juan!!!!!

Reviewed on Dec 12, 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 

- 50 min drive from El Yunque National Forest

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 ...

9/10 Wonderful! (650 reviews)

Very nice sty! Thanks

Reviewed on Dec 1, 2025

[](https://expedia.ca/San-Juan-Hotels-Olive-Boutique-Hotel.h5196263.Hotel-Information)

[See all 7,372 properties in Puerto Rico Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=180021)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## 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.

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