Puerto Rico Romantic Vacations 2026

Plan, book, travel with confidence
Better together
Save up to $2,000 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

Escape to paradise with a romantic getaway in Puerto Rico

Puerto Rico offers a diverse range of attractions for a romantic vacation. With its stunning beaches and crystal-clear seas, it provides the perfect backdrop for relaxation and romance. The vibrant dining scene offers a mix of local and international flavors, while live music and dancing create a lively atmosphere. Exploring the lush rainforests and nearby islands provides opportunities for adventure and exploration. The friendly people and vibrant art scene add to the charm of this Caribbean paradise. Puerto Rico truly has something for every couple seeking a memorable and romantic getaway.

Top Romantic vacation packages in Puerto Rico

Price found within the past 48 hours. Click for updated prices.

Hyatt Regency Grand Reserve Puerto Rico

Zarzal

$480

per person

Sep 8 - Sep 10

found 2 hours ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

9/10 Wonderful! (3,176 reviews)

El Conquistador Resort

Cabezas

$541

per person

Oct 9 - Oct 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

9/10 Wonderful! (3,551 reviews)

Conquistador is our favorite hotel in Puerto Rico, and we have returned several times because we truly enjoy the property and the experience. However, during our most recent stay, we spent two nights in the Marina area and noticed a few issues that I believe the hotel should address. First, the door to our room was not working properly. It would constantly remain open, and we had to use considerable force to close it properly. Even housekeeping left the door open after changing the towels, which was concerning from a security perspective. Also, housekeeping only changed the towels but did not service the room. I’m not sure if this was a new policy or an oversight, but considering the premium price of the hotel, we expect a higher level of service and attention to detail. Finally, the waiting time for the boat to and from Palomino was excessive. I understand that there is currently only one boat operating, but the hotel should reconsider the logistics and find a way to make this process more efficient. The long waits significantly affect the overall experience. We still love El Conquistador and consider it our favorite hotel in Puerto Rico, which is why we hope management takes these comments as constructive feedback. With some improvements in these areas, the experience could once again meet the high standards we have come to expect from the property

Reviewed on Aug 9, 2026

Aire de O:live

Isla Verde

$511

per person

Sep 8 - Sep 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

9.2/10 Wonderful! (725 reviews)

What an amazing experience my wife and I had, from beginning to end. The service was impeccable and made our vacation that much sweeter. The front desk was welcoming from the very start, especially Diane. She made sure we were well accommodated. Every time she saw us she checked in with us to ensure our stay was going well. The location was ideal as it was across from the beach and in the center of the city. There were many restaurants around as well which were walking distance. There was also a Walgreens which was ideal to get essentials. Overall, the experience was over the top and I would absolutely recommend staying at Aire de Olive. We will def be going back especially to see Diane. Thanks for making our experience so sweet Diane!!

Reviewed on Aug 9, 2026

Fairmont El San Juan Hotel

Isla Verde

$498

per person

Sep 8 - Sep 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

8.6/10 Excellent! (2,152 reviews)

Pretty good place to stay if it’ll be your first time in Puerto rico… still close to some places but also far enough to feel exclusive.

Reviewed on Aug 9, 2026

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

Condado

$679

per person

Oct 9 - Oct 12

found 18 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to San Juan (SJU)

9/10 Wonderful! (680 reviews)

Don't see what you're looking for?

See all available trips from Chicago to Puerto Rico

View all trips

5* Romantic vacations in Puerto Rico

Price found within the past 48 hours. Click for updated prices.

Fairmont El San Juan Hotel

Isla Verde

$498

per person

Sep 8 - Sep 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

8.6/10 Excellent! (2,152 reviews)

Pretty good place to stay if it’ll be your first time in Puerto rico… still close to some places but also far enough to feel exclusive.

Reviewed on Aug 9, 2026

Four Seasons Resort and Residences Puerto Rico

Herreras

$720

per person

Sep 8 - Sep 10

found 13 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to San Juan (SJU)

9.6/10 Exceptional! (28 reviews)

Beautiful landscaping, beach, pool, food. Everything was five stars.

Reviewed on Aug 9, 2026

Condado Vanderbilt Hotel

Condado

$618

per person

Sep 8 - Sep 10

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to San Juan (SJU)

9.4/10 Exceptional! (1,795 reviews)

Don't see what you're looking for?

See all available trips from Chicago to Puerto Rico

View all trips

3 Night Romantic vacations in Puerto Rico

Price found within the past 48 hours. Click for updated prices.

Ciqala Suites Hotel

Santurce

$466

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

8.2/10 Very Good! (1,014 reviews)

The included breakfast portions were small. It was unique that we had to put in orders every evening for the following day but were not enough always. Nevertheless, our major issue was the shower. There was no tub but rather a shower. The shower curtain covered half way of it and therefore water was always splashing in the bathroom even when we had towers on the ground. They should at least made the curtain to go across the shower. Overall experience we'll give 4.5 stars for everything else except for the bathroom which gets 2 stars

Reviewed on Aug 9, 2026

Aire de O:live

Isla Verde

Save 100% on your flight

$696

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

9.2/10 Wonderful! (725 reviews)

Reviewed on Aug 9, 2026

Fairmont El San Juan Hotel

Isla Verde

$923

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Augusta (AGS) to San Juan (SJU)

8.6/10 Excellent! (2,152 reviews)

Pretty good place to stay if it’ll be your first time in Puerto rico… still close to some places but also far enough to feel exclusive.

Reviewed on Aug 9, 2026

Don't see what you're looking for?

See all available trips from Chicago to Puerto Rico

View all trips

4 Night Romantic vacations in Puerto Rico

Price found within the past 48 hours. Click for updated prices.

Hyatt Regency Grand Reserve Puerto Rico

Zarzal

Save 100% on your flight

$632

per person

Sep 8 - Sep 12

found 4 hours ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

9/10 Wonderful! (3,176 reviews)

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Mameyes II

Save 100% on your flight

$648

per person

Sep 8 - Sep 12

found 4 hours ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

8.6/10 Excellent! (2,188 reviews)

The Royal Sonesta San Juan

Isla Verde

Save 100% on your flight

$675

per person

Sep 8 - Sep 12

found 4 hours ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

9/10 Wonderful! (2,611 reviews)

My stay here was amazing! Although it was pricey, it was well worth it. I highly recommend anyone visiting Puerto Rico to stay at the Sonesta.

Reviewed on Aug 9, 2026

Don't see what you're looking for?

See all available trips from Chicago to Puerto Rico

View all trips

Stunning Beaches: Puerto Rico offers breathtaking beaches with crystal-clear seas, perfect for a romantic getaway.
Vibrant Dining Scene: Experience a mix of local and international flavors at charming restaurants, adding to the romantic atmosphere.
Live Music and Dancing: Enjoy lively music and dance the night away, immersing yourself in the vibrant art scene.
Lush Rainforests and Nearby Islands: Explore the lush rainforests and take exciting excursions to nearby islands, creating opportunities for adventure and exploration.
Friendly People and Vibrant Art Scene: The friendly locals and vibrant art scene add to the charm of this Caribbean paradise, enhancing the romantic ambiance.

A travel package combines flights with hotels or car rental, allowing you to conveniently book everything in one place. It saves you time and money, and with customizable options, you can tailor the package to suit your preferences and budget. Expedia's price and theme filters ensure you find the perfect deal for your romantic vacation in Puerto Rico.

Looking for the perfect romantic vacation? Puerto Rico offers a combination of gorgeous beaches, delicious dining, exciting excursions, live music, lush rainforests, scenic islands, friendly people, vibrant art, and lively dancing. Booking a package in Puerto Rico ensures an unforgettable and hassle-free experience for your romantic getaway.

Take advantage of Expedia's OneKey program to collect points and save money on your bookings.
Consider using public transportation like buses or trains instead of taxis to save money on local transport.
Look for discounted activities and sightseeing packages on Expedia's website to save money on your romantic vacation.
Book accommodations in less touristy areas to find more affordable options and experience the local culture.
Try local street food and small eateries instead of expensive restaurants to save money on dining.
Opt for free or low-cost attractions such as exploring the beautiful beaches or hiking in the El Yunque Rainforest.
Consider booking flights and accommodations during the off-peak season to take advantage of lower prices.
Plan and research in advance to compare prices and find the best deals for your romantic getaway.

When it comes to planning a romantic vacation in Puerto Rico, you'll be delighted with the diverse neighborhoods and areas to explore. From the lively city of San Juan with its historic charm and vibrant nightlife, to the tranquil beaches of Rincon and the breathtaking beauty of El Yunque rainforest, there's something for every couple to enjoy.

Río Grande: Immerse yourself in the beauty of the rainforest, relax on the stunning beaches, and explore the lush jungles and forests. Indulge in delicious dining experiences and enjoy romantic moments surrounded by nature's wonders.
Ponce: Discover the rich history and culture through its museums and architectural gems. Stroll through charming cafes, bask in the sun on beautiful beaches, and immerse yourself in the vibrant festivals and live music scene, creating a truly romantic atmosphere.
Dorado: Experience the breathtaking beaches and enjoy the tranquility of nature. Dine in romantic settings, witness stunning sunsets, and shop for souvenirs. Relax, unwind, and embrace the romantic ambiance with your loved one, amidst the beautiful sea and blooming flowers.

Puerto Rico is the ideal destination for a romantic vacation vacation. With its stunning beaches, crystal-clear seas, and breathtaking rainforests, the local atmosphere offers a perfect backdrop for romance. Enjoy romantic dinners at charming restaurants, dance the night away to live music, and explore the vibrant art scene. Take exciting excursions to nearby islands and immerse yourself in the friendly local culture. Puerto Rico promises an unforgettable experience for couples seeking a romantic getaway.

Gozalandia Waterfall: This picturesque waterfall in San Sebastian offers a unique experience with its stunning natural beauty. You can enjoy activities like beach lounging, surfing, and paddleboarding. Immerse yourself in the tropical surroundings and take in the breathtaking sunsets. If you're looking for some fun, there's an ice skating rink, waterpark, and bowling alley nearby.
Mercado de Rio Piedras: Located in San Juan, this vibrant public market is a must-visit. Experience the lively atmosphere while exploring the stalls offering local art, dining options, and tropical fruits. Take a stroll by the sea and enjoy the friendly people. You can also join excursions to nearby islands and learn about the historical significance of this urban gem.
Museo de Arte de Puerto Rico: Situated in San Juan, this art museum showcases a diverse collection of exhibits. Immerse yourself in the beauty of art while enjoying the beach views. The museum offers urban excursions and a tropical ambiance, making it a favorite among art enthusiasts. Experience the friendly people and dine at the on-site restaurant for a complete cultural experience.

Best months to visit Puerto Rico

Puerto Rico boasts a year-around average temperature of 79.8°F, peaking at 82.4°F in August, its warmest month, and dipping to an average low of 76.6°F in January, the coolest. Rainfall averages at 154.8mm annually, with November seeing the heaviest showers and March being the driest month.

Month	Temperature (Fahrenheit)	Rainfall (mm)
January	76.6	110.2
February	76.8	77.0
March	77.5	64.0
April	79.0	140.7
May	80.6	204.5
June	82.0	136.1
July	82.2	158.5
August	82.4	148.6
September	82.2	228.1
October	81.5	204.5
November	79.5	233.2
December	77.7	151.6

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

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Puerto Rico romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Puerto Rico?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Puerto Rico?

Put a price on love with stunning deals for duos starting at just $466. Prices and availability are subject to change. Additional terms may apply.

Can I book Puerto Rico spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Puerto Rico?

To book a loved-up break in Puerto Rico, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

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

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

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

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Puerto Rico Hotels

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

6000 Rio Mar Boulevard Río Grande

56 min drive from Port of San Juan

$372 nightly

$413 total

Aug 10 - Aug 11

Total with taxes and fees

Fall in love again at this upscale resort. You and your special someone are sure to love the spa, garden, and 5 restaurants. You'll also appreciate the champagne ...

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

6 min drive from Port of San Juan

$351 nightly

$390 total

Aug 23 - Aug 24

Total with taxes and fees

A spa, ocean-view dining, and a garden await couples looking for a romantic getaway at this upscale hotel. The property also offers a hot tub, beach cabanas, ...

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

$232 nightly

$253 total

Sep 8 - Sep 9

Total with taxes and fees

Hydromassage showers, champagne service, and luxurious surroundings await visiting couples at this adults-only hotel. The property also offers romance packages, ...

See all 8,878 properties in Puerto Rico

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.