
Roosevelt Roads All inclusive Vacations
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Top All inclusive 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 8 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
9/10 Wonderful! (500 reviews)
Very modern and clean. We stayed in the penthouse that is extremely spacious. Attentive staff and welcoming.
Reviewed on Nov 24, 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 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
8.6/10 Excellent! (577 reviews)
The staff was amazing, best hotel stay I’ve had in awhile
Reviewed on Nov 30, 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 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
9/10 Wonderful! (328 reviews)
When it rained, the ceiling of Room 505 was leaking!
Reviewed on Dec 1, 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 7 hours 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 8 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
9/10 Wonderful! (2,764 reviews)
Amazing resort. Views were spectacular and the staff was helpful and knowledgeable. Love the resort and will be back.
Reviewed on Dec 5, 2025
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View all trips5* All inclusive vacations in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.


Fairmont El San Juan Villa Experience
Isla Verde
Save 100% on your flight
Price was ¥251,686, price is now ¥211,564 per person
¥211,564
per person
Feb 24 - Feb 27
found 7 hours 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 8 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
8.6/10 Excellent! (2,206 reviews)
The National Park Rainforest is less than a 5 minute drive away. Excellent resort with lots of amenities. 2 Championship golf courses, tennis and pickle ball courts.
Reviewed on Dec 4, 2025
Don't see what you're looking for?
See all available trips from New York to Roosevelt Roads
View all trips3 Night All inclusive 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 7 hours 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 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
8.6/10 Excellent! (577 reviews)
The staff was amazing, best hotel stay I’ve had in awhile
Reviewed on Nov 30, 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 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
9/10 Wonderful! (328 reviews)
When it rained, the ceiling of Room 505 was leaking!
Reviewed on Dec 1, 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.
