
Roosevelt Roads Romantic Vacations
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Top Romantic vacation packages in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.

Romeo Gay Hotel
San Juan Antiguo
Price was ¥384,813, price is now ¥309,656 per person
¥309,656
per person
May 6 - May 12
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
9/10 Wonderful! (121 reviews)
The rooms were amazing and the staff was so friendly
Reviewed on Feb 8, 2026

Aire de O:live
Isla Verde
Price was ¥502,644, price is now ¥362,823 per person
¥362,823
per person
May 6 - May 12
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
9/10 Wonderful! (328 reviews)
The entire staff was welcoming and friendly. Throughout the common areas they had soothing aroma therapy. The room was large and well decorated, lighting was very adjustable, bed was incredibly comfortable and the rainfall shower was fantastic. The 2nd floor heated pool near the bar is a nice plus, as are the chairs, towels, and drink service at the beach. We also visited the rooftop restaurant which was a bit pricy but had a good vibe and tasty food. Did I mention it's also right on the beach? Definitely would visit again.
Reviewed on Feb 11, 2026

OLV Fifty Five - Adults Only
Condado
Price was ¥496,428, price is now ¥359,924 per person
¥359,924
per person
May 6 - May 12
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
8.6/10 Excellent! (577 reviews)
The room is very clean, and the staff is amazing and helpful enjoy staying there
Reviewed on Feb 12, 2026

Hotel Puerto Valdes
San Juan Antiguo
Price was ¥425,824, price is now ¥319,281 per person
¥319,281
per person
May 6 - May 12
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
9/10 Wonderful! (500 reviews)
Everything was great the staff was friendly the rooftop was beautiful the bar/restaurant amazing i would definitely stay there again
Reviewed on Feb 15, 2026

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View all trips5* Romantic vacations in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was ¥356,410, price is now ¥356,410 per person
¥356,410
per person
May 6 - May 12
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
8.6/10 Excellent! (2,206 reviews)
Great staff, very clean, and all around beautiful resort!
Reviewed on Feb 11, 2026

Fairmont El San Juan Hotel
Isla Verde
Price was ¥462,947, price is now ¥381,636 per person
¥381,636
per person
May 6 - May 12
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
8.4/10 Very Good! (2,051 reviews)
We have a good stay. The staff at all ends of the hotel have always been excellent; this isn't our first time staying here. The hotel does need some updating as it is getting a bit "old". Also, we were not happy with the resort fees and taxes that could have been better explained by Expedia to be honest. Expedia could also do a better job with the airline reservations because we incurred a lot of additional fees for things that we were not aware of with the airline booking. Again, this is a nice hotel, but it is time to give it a facelift. Another restaurant or two wouldnt be a bad idea either.
Reviewed on Feb 13, 2026

Condado Vanderbilt Hotel
Condado
Price was ¥487,164, price is now ¥423,522 per person
¥423,522
per person
May 6 - May 12
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
9.2/10 Wonderful! (1,616 reviews)
Stayed for four nights. Room was beautiful and spotless. Staff was friendly and courteous. Food was great. My wife and I really enjoyed our stay.
Reviewed on Feb 14, 2026
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