Puerto Rico Romantic Vacations

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Flight and Romantic hotel deals in Puerto Rico

Price found within the past 48 hours. Click for updated prices.
The Condado Plaza Hotel
Fairmont El San Juan Hotel
Condado Vanderbilt Hotel
The Royal Sonesta San Juan
Caribe Hilton
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5* Romantic holidays in Puerto Rico

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Fairmont El San Juan Hotel
Condado Vanderbilt Hotel
Four Seasons Resort and Residences Puerto Rico
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3 Night Romantic holidays in Puerto Rico

Price found within the past 48 hours. Click for updated prices.
The Condado Plaza Hotel
Fairmont El San Juan Hotel
Aire de O:live
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4 Night Romantic holidays in Puerto Rico

Price found within the past 48 hours. Click for updated prices.
The Condado Plaza Hotel
Fairmont El San Juan Hotel
Condado Vanderbilt Hotel
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See all available trips from Columbus to Puerto Rico
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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 $957 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?

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

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5 out of 5
6000 Rio Mar Boulevard Río Grande
  • 56 min drive from Port of San Juan
The price is CA $463 per night from Jul 26 to Jul 27
CA $463
CA $637 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this luxury resort in Río Grande. Enjoy 5 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,144 reviews)
"Omg this was the best resort ever!!! From the beach to the pool it was certainly worth every single penny! The staff was so nice from the guest services to the door man who brought up our luggage to the people who were cleaning our rooms! Everyone is amazing we will definitely be back in the ..."

Reviewed on Jun 24, 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
  • 6 min drive from Port of San Juan
The price is CA $525 per night from Jul 1 to Jul 2
CA $525
CA $700 total
Jul 1 - Jul 2
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 ...
9.4/10 Exceptional! (1,721 reviews)
"I enjoyed the four outdoor pools which included the adults only pool near the hot tub which was also near a tanning area that included water to cool off your feet, the main pool (family friendly) and the infinity pool. Although the room was smaller, it was nice and the bathroom was decently sized ..."

Reviewed on Jun 24, 2026

Condado Vanderbilt Hotel
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

4 out of 5
Aguadilla St. #55 Condado San Juan
  • 6 min drive from Port of San Juan
The price is CA $365 per night from Jun 28 to Jun 29
CA $365
CA $474 total
Jun 28 - Jun 29
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 ...
9/10 Wonderful! (671 reviews)
"Great"

Reviewed on May 24, 2026

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.