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

Hotel Puerto Valdes
San Juan Antiguo
Price was ¥141,469, price is now ¥105,599 per person
¥105,599
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
9/10 Wonderful! (500 reviews)
There were no hand towels or wash clothes provided for the bathroom and kitchenette. There was also no coffee maker but the front desk clerk did bring one up promtply upon request.
Aparently all water heating is done with solar so the water never did get hot, and in the morning there was not even warm water; makes for a miserable shower.
Reviewed on Dec 5, 2025

OLV Fifty Five - Adults Only
Condado
Save 100% on your flight
Price was ¥207,300, price is now ¥143,632 per person
¥143,632
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
8.6/10 Excellent! (577 reviews)
Very beautiful place . Classy and sexy environment . I LOVED the room with the barn door I felt rich or something and don’t get me started on the shower in there. I could not get my man out of there he loves the amenities so much LOL. Def in a good location close to shopping areas and the strip . I would def book again.
Reviewed on Dec 6, 2025

Aire de O:live
Isla Verde
Save 100% on your flight
Price was ¥206,629, price is now ¥146,830 per person
¥146,830
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
9/10 Wonderful! (328 reviews)
Spotless! Great location! Very nice and helpful staff!
Reviewed on Dec 6, 2025

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Condado
Save 100% on your flight
Price was ¥186,940, price is now ¥138,300 per person
¥138,300
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
9/10 Wonderful! (645 reviews)
Tatiana was a great host who helped us out tremendously.
Reviewed on Nov 30, 2025

Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was ¥187,200, price is now ¥139,324 per person
¥139,324
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
9/10 Wonderful! (2,764 reviews)
To far from other resources so hotel takes that to make more money $36 for breakfast that’s straight high way robbery and after 930 pm no more room service that sucks , it was raining cats and dogs so I was stuck in room starving . Room was never cleaned my whole stay . Check I I did not get what I paid for no balcony I hated that because I ask for balcony . Not a bad place but I would never stay again or recommend
Reviewed on Dec 6, 2025
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View all trips5* Mountain vacations in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.

Condado Vanderbilt Hotel
Condado
Price was ¥200,161, price is now ¥171,320 per person
¥171,320
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
9.2/10 Wonderful! (1,616 reviews)
Located in a tourist part of San Juan, close to delicious food and entertainment bars. 10 minutes from La Placita and Viejo Old San Juan.
Hotel was very luxurious, and everyone who we encountered (like everyone on the island) was extremely friendly. Food was a little pricey, but that is to expect for a high end hotel. Rooms were good temperature and clean! Room service went above and beyond!
Highly recommend staying here! Has pools, hot tub, spa, dining options and a beautiful view. I appreciated the private beach area for guests and the adults only area with pool and hot tub.
Be aware: While it is beautiful and luxurious, at the end of your stay, you will be charged a hotel tariff (charged daily). We were not informed of this when we checked in, which I think the concierge should have been more honest about.
Reviewed on Dec 6, 2025

Fairmont El San Juan Villa Experience
Isla Verde
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Price was ¥251,686, price is now ¥211,564 per person
¥211,564
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
7.6/10 Good! (128 reviews)
Bianca and Melanie at the front desk were both very helpful and accommodating.
Reviewed on Sep 28, 2025

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was ¥210,646, price is now ¥180,397 per person
¥180,397
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
8.6/10 Excellent! (2,206 reviews)
We stayed for 7 days and by the end we didn't want to check out. The service was incredible, the amenities were abundant and the staff was so welcoming and friendly! We enjoyed our stay and can't wait to be back.
Reviewed on Dec 6, 2025
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View all trips3 Night Mountain vacations in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Condado
Save 100% on your flight
Price was ¥186,940, price is now ¥138,300 per person
¥138,300
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
9/10 Wonderful! (645 reviews)
Tatiana was a great host who helped us out tremendously.
Reviewed on Nov 30, 2025

OLV Fifty Five - Adults Only
Condado
Save 100% on your flight
Price was ¥207,300, price is now ¥143,632 per person
¥143,632
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
8.6/10 Excellent! (577 reviews)
Very beautiful place . Classy and sexy environment . I LOVED the room with the barn door I felt rich or something and don’t get me started on the shower in there. I could not get my man out of there he loves the amenities so much LOL. Def in a good location close to shopping areas and the strip . I would def book again.
Reviewed on Dec 6, 2025

Aire de O:live
Isla Verde
Save 100% on your flight
Price was ¥206,629, price is now ¥146,830 per person
¥146,830
per person
Feb 24 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
9/10 Wonderful! (328 reviews)
Spotless! Great location! Very nice and helpful staff!
Reviewed on Dec 6, 2025
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See all available trips from New York to Roosevelt Roads
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
