Puerto Rico Romantic Holidays

Book a Romantic Hotel + Flight or Car together to unlock savings

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    Save up to £335 when you book a flight and hotel together*
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    Packages with flights are ATOL protected

Top flight + Romantic hotel deals in Puerto Rico

Price found within the past 48 hours. Click for updated prices.
El Conquistador Resort
Aire de O:live
Hyatt Regency Grand Reserve Puerto Rico
The Condado Plaza Hotel
Caribe Hilton
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See all available trips from Detroit to Puerto Rico
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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
Fairmont El San Juan Hotel
Condado Vanderbilt Hotel
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See all available trips from London to Puerto Rico
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3 Night Romantic holidays in Puerto Rico

Price found within the past 48 hours. Click for updated prices.
El Conquistador Resort
Aire de O:live
Hyatt Regency Grand Reserve Puerto Rico
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See all available trips from London to Puerto Rico
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4 Night Romantic holidays in Puerto Rico

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta San Juan
Aire de O:live
Hyatt Regency Grand Reserve Puerto Rico
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See all available trips from Indianapolis to Puerto Rico
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The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.

How to find a romantic Puerto Rico holiday

How can I find the best Puerto Rico vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Puerto Rico. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Puerto Rico romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Puerto Rico that start from £742. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Puerto Rico romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Puerto Rico?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Puerto Rico?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Puerto Rico that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to Puerto Rico with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Puerto Rico romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

Top Romantic Puerto Rico Hotels

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 £548 per night from 15 Mar to 16 Mar
£548
15 Mar - 16 Mar
includes taxes & fees
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 in their ...
8.6/10 Excellent! (2,218 reviews)

Couples like: full-service spa, couples spa treatments, on the beach, couples dining

Travellers say...
Nothing much to do there or around the resort prices were very high for what you got wasn’t too impressed will not be returning

Reviewed on 25 Feb 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 £487 per night from 4 Mar to 5 Mar
£487
4 Mar - 5 Mar
includes taxes & fees
Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...
9.4/10 Exceptional! (1,712 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining, Hot tub

Travellers say...
This is my second time at the Vanderbilt after 12 years. I came because I remember the excellent service and beautiful hotel common areas. Service this time did not disappoint - impecable. Every employee you interact with actively engages, looks at you in the eye, and offers help above and beyond. ...

Reviewed on 26 Feb 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 £298 per night from 3 Mar to 4 Mar
£298
3 Mar - 4 Mar
includes taxes & fees
Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff in their reviews. Popular ...
9/10 Wonderful! (660 reviews)

Couples like: adults-only property, bar, couples dining, picnics

Travellers say...
Room is well-appointed. Staff friendly, short of training, so simple services are even challenging. Olive dining was at sister property -- very poor set-up.

Reviewed on 25 Feb 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. Flight-inclusive packages are ATOL protected.