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Top Romantic vacation packages in Puerto Rico Island

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

Ciqala Suites Hotel

Santurce

￥330,712

per person

Aug 26 - Aug 30

found 1 day ago

Roundtrip flight included

Osaka (OSA) to San Juan (SJU)

8/10 Very Good! (1,007 reviews)

Enjoyable stay, it was above average.

Reviewed on Jun 21, 2026

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

Condado

￥396,398

per person

Aug 26 - Aug 30

found 1 day ago

Roundtrip flight included

Osaka (OSA) to San Juan (SJU)

9/10 Wonderful! (671 reviews)

Phenomenal place, the ambiance, the decor, the TEAM...THE TEAM is phenomenal, the walkability of the location! I was so inspired by the decor that I have decided to jump into my own house projects. The walls are a little...thinner than I'd like, a couple was...enjoying themselves VERYYYYY loudly and it was pretty uncomfortable. The first half of the week is quiet, but Thursday-weekend its pretty loud due to the GORGEOUS club upstairs. Overall GREAT stay for our 10th wedding anniversary.

Reviewed on May 21, 2026

Four Seasons Resort and Residences Puerto Rico

Herreras

￥500,368

per person

Aug 26 - Aug 30

found 1 day ago

Roundtrip flight included

Osaka (OSA) to San Juan (SJU)

9.6/10 Exceptional! (17 reviews)

Do the nature tour and ride the bikes all around the property.

Reviewed on May 28, 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Mameyes II

￥357,782

per person

Aug 26 - Aug 30

found 1 day ago

Roundtrip flight included

Osaka (OSA) to San Juan (SJU)

8.6/10 Excellent! (2,222 reviews)

Second time staying at this property. The resort was upgraded since the first time. The rooms are much nicer and more modern now. Beach is still there.

Reviewed on Jun 20, 2026

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5* Romantic vacations in Puerto Rico Island

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

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Mameyes II

￥357,782

per person

Aug 26 - Aug 30

found 1 day ago

Roundtrip flight included

Osaka (OSA) to San Juan (SJU)

8.6/10 Excellent! (2,222 reviews)

Second time staying at this property. The resort was upgraded since the first time. The rooms are much nicer and more modern now. Beach is still there.

Reviewed on Jun 20, 2026

Four Seasons Resort and Residences Puerto Rico

Herreras

￥500,368

per person

Aug 26 - Aug 30

found 1 day ago

Roundtrip flight included

Osaka (OSA) to San Juan (SJU)

9.6/10 Exceptional! (17 reviews)

Do the nature tour and ride the bikes all around the property.

Reviewed on May 28, 2026

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See all available trips from Osaka to Puerto Rico Island

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Top Romantic Puerto Rico Island Hotels

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

6000 Rio Mar Boulevard Río Grande

17 min drive from El Yunque National Forest

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 ...

8.6/10 Excellent! (2,164 reviews)

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

Travelers say...

"Beautiful resort"

Reviewed on Jun 21, 2026

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

50 min drive from El Yunque National Forest

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, ...

9.4/10 Exceptional! (1,717 reviews)

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

Travelers say...

"Esperas de más de 40 minutos en dos ocasiones por un minibar. Todo lo demás estuvo excelente, pero quedé bastante decepcionado con el servicio a la habitación, ya que el tiempo de espera fue excesivo y, en mi opinión, absurdo. La situación se limitó a una disculpa y a indicarme que se lo informarían ..."

Reviewed on Jun 21, 2026

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

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

9/10 Wonderful! (671 reviews)

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

Travelers say...

"Great"

Reviewed on May 24, 2026

See all 7,762 properties in Puerto Rico Island

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.