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

Romeo Gay Hotel
Puerta de Tierra
Price was ¥1,731,787, price is now ¥1,664,114 per person
¥1,664,114
per person
Apr 13 - Apr 18
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Juan (SJU)
8.8/10 Excellent! (181 reviews)
This was a really great, relaxing place to stay. We stayed here for 4 days and the property was really clean, the room was really cool + modern. The pool and cabana area was a very chill and enjoyable. The staff were friendly. There is an awesome beach walking distance from here that we loved.
We loved it here and would definitely come back. This place is a very good value for your money.
Reviewed on Mar 3, 2026

Hotel Puerto Valdes
Puerta de Tierra
Price was ¥1,794,996, price is now ¥1,687,234 per person
¥1,687,234
per person
Apr 13 - Apr 18
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Juan (SJU)
8.8/10 Excellent! (582 reviews)
Excellent service, clean room and great area
Reviewed on Mar 4, 2026

Don Rafa Boutique Hotel & Residences
Santurce
Price was ¥1,798,787, price is now ¥1,731,921 per person
¥1,731,921
per person
Apr 13 - Apr 18
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Juan (SJU)
9.4/10 Exceptional! (410 reviews)
Great staff, bar and lounge are great
Rooms amazing
Reviewed on Mar 7, 2026

Las Casitas Village at El Conquistador
Cabezas
Price was ¥1,908,004, price is now ¥1,846,366 per person
¥1,846,366
per person
Apr 13 - Apr 18
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Juan (SJU)
9.2/10 Wonderful! (157 reviews)
It was a wonderful experience. The staff provided exceptional service.
Reviewed on Feb 28, 2026

HiBird- Apartment and Suites Hotel
Condado
Price was ¥1,736,422, price is now ¥1,701,716 per person
¥1,701,716
per person
Apr 13 - Apr 18
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Juan (SJU)
9.2/10 Wonderful! (404 reviews)
Me and my significant other had the room with the private hotub/balcony. It was nice, but the room had one ac unit against the window, and the doors and windows did not seal great so it was hard to get the room cold. Other than that, the shop/restaurant downstairs was convenient. The hotel itself is in such a good area, 10-15 min from old San Juan’s restaurants, shops, and night life. Highly recommend if you’re a sushi person or anyone trying to find local food, tayzan and ropa vieja grill. Lastly, the hotel was very on top of giving us recommendations for food, excursions, and bars.
Reviewed on Mar 7, 2026
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View all trips5* Luxury 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 ¥343,614, price is now ¥343,614 per person
¥343,614
per person
May 17 - May 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
8.6/10 Excellent! (2,224 reviews)
I booked a king and was told only 2 queen bedroom available when I got there
Reviewed on Mar 6, 2026
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View all trips4 Night Luxury vacations in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.


El Conquistador Resort
Cabezas
Price was ¥371,104, price is now ¥339,627 per person
¥339,627
per person
May 17 - May 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
9/10 Wonderful! (3,246 reviews)
It was beautiful but a lot of kids would definitely stay again
Reviewed on Mar 7, 2026

La Playita
Isla Verde
Price was ¥338,734, price is now ¥310,970 per person
¥310,970
per person
May 17 - May 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
8.6/10 Excellent! (1,006 reviews)
I am so happy I chose this hotel! It was perfect!! You are literally steps away from the beach! I mean steps! They set you up with free breakfast every morning ! There are 2 dogs on property soo friendly and cute and well taken care of. Many restaurants walking distance. Powerful AC I loved. They give you beach towels, there’s a community basket of sunscreen and bug spray. You can hear the frogs at night. I am definitely staying here again!
Reviewed on Mar 6, 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.
