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

310Guest-House LaVida
Old San Juan
Price was ¥367,496, price is now ¥340,174 per person
¥340,174
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Osaka (OSA) to San Juan (SJU)
9/10 Wonderful! (46 reviews)
Spacious and central, right in the middle of the action in San Juan. The place is large, with a little kitchenette equipped with a fridge, a toaster, a microwave, a kettle and a few other bits but no hobs. The place was quite clean but not fully. The balcony is huge and a nice touch.
There are a few things that made the stay uncomfortable. The elevator was broken, so I had to carry my suitcase up alone around 4-5 flights of stairs. I don't recommend the stairs for everyone, as they are quite steep. I didn't mind the exercise but with a suitcase it was really uncomfortable, especially when there is no A/C (there is A/C in the rooms though).
The bathroom has quite a precarious step right outside of it, which one could easily trip over. As others have mentioned, the lights in the bathroom turn off something like every 30 seconds. I thought I wouldn't mind this when showering but the sensor is not very sensitive in picking up on movement so it's quite annoying.
The host seemed very nice when I spoke to her (my key was in the wrong lock box when I arrived) but she answered straight away. She doesn't speak English, just as a consideration. I didn't hear anything else over 3 days except a request for a review, but I think she would have helped if anything was wrong.
Overall it was OK. Pros were that it felt secure, the A/C worked, it was huge + it was in a perfect location. The cons were the broken elevator, that it wasn't super clean/a bit run down and some illogical design.
Reviewed on May 20, 2026


Hotel Puerto Valdes
San Juan Antiguo
Price was ¥404,454, price is now ¥347,478 per person
¥347,478
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Osaka (OSA) to San Juan (SJU)
8.8/10 Excellent! (678 reviews)
Everything that was within their control was amazing! They were all very helpful with giving us information about possible things to do, where to eat and with issues that we had with the water situation that they are having in Puerto Rico. I would definitely stay there again in a different occasion.
Reviewed on Jun 10, 2026

OLV Fifty Five - Adults Only
Condado
Price was ¥444,235, price is now ¥389,428 per person
¥389,428
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Osaka (OSA) to San Juan (SJU)
8.8/10 Excellent! (682 reviews)
Beautiful property excellent staff super & accommodating will definitely come back again
Reviewed on Jun 7, 2026

Ola Boutique Hotel
Condado
Price was ¥405,224, price is now ¥366,682 per person
¥366,682
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Osaka (OSA) to San Juan (SJU)
9/10 Wonderful! (847 reviews)
Great place to stay, well accommodation. Breakfast was perfect. You will feel like home.
Reviewed on Jun 21, 2026
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View all trips5* Adventure vacations in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.

Hugo's Rental
Old San Juan
Price was ¥356,940, price is now ¥346,147 per person
¥346,147
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Osaka (OSA) to San Juan (SJU)
9.2/10 Wonderful! (337 reviews)
Even though self check in, just was very responsive and accommodating!
Reviewed on Jun 2, 2026


Four Seasons Resort and Residences Puerto Rico
Herreras
Price was ¥512,688, price is now ¥500,368 per person
¥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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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
