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.
Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was ₩1,959,364, price is now ₩1,228,336 per person
₩1,228,336
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
8.8/10 Excellent! (655 reviews)
Absolutely incredible staff, food and atmosphere!
Reviewed on May 12, 2026
Aire de O:live
Isla Verde
Save 100% on your flight
Price was ₩2,340,502, price is now ₩1,562,736 per person
₩1,562,736
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.2/10 Wonderful! (555 reviews)
Everything was wonderful! We will be returning for a THIRD time very soon!
Reviewed on May 9, 2026
OLV Fifty Five - Adults Only
Condado
Save 100% on your flight
Price was ₩2,566,748, price is now ₩1,798,602 per person
₩1,798,602
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (658 reviews)
The room was very clean, super nice, all of the staff were accommodating and friendly. The food was top notch.
Reviewed on May 7, 2026
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Save 100% on your flight
Price was ₩2,916,872, price is now ₩2,078,948 per person
₩2,078,948
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (2,945 reviews)
Beautiful location and clean facilities.
Reviewed on May 10, 2026
The Royal Sonesta San Juan
Isla Verde
Price was ₩1,901,334, price is now ₩1,463,478 per person
₩1,463,478
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (2,358 reviews)
The property was very clean, the staff was very attentive. The resort was beautiful. We definitely would go back and stay here.
Reviewed on May 11, 2026
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View all trips5* Luxury vacations in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Condado Vanderbilt Hotel
Condado
Price was ₩1,844,720, price is now ₩1,486,790 per person
₩1,486,790
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.4/10 Exceptional! (1,681 reviews)
Pool side seating was comfy. Great restaurants within walking distance.
Reviewed on Apr 30, 2026
Four Seasons Resort and Residence Puerto Rico
Herreras
Price was ₩2,987,764, price is now ₩2,765,386 per person
₩2,765,386
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
10/10 Exceptional! (12 reviews)
Service. It’s clear everyone got the memo. David greeted us at the bell stand as we arrived and was ready to be helpful whenever we needed anything. Housekeeping was awesome, Jesus made the best Negronis at the Casa Grande bar. Breakfast staff, particularly Noel, were super friendly and helpful with local tips and suggestions - always a great way to start each day
Reviewed on Mar 1, 2026
Fairmont El San Juan Hotel
Isla Verde
Price was ₩1,696,772, price is now ₩1,583,734 per person
₩1,583,734
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (2,082 reviews)
Took my wife there for our five year anniversary. Hotel was great. Staff was great. Food was great. The island was great. We had a beautiful time.
Reviewed on May 12, 2026
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See all available trips from New York to Roosevelt Roads
View all trips4 Night Luxury vacations in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was ₩1,959,364, price is now ₩1,228,336 per person
₩1,228,336
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
8.8/10 Excellent! (655 reviews)
Absolutely incredible staff, food and atmosphere!
Reviewed on May 12, 2026
Aire de O:live
Isla Verde
Save 100% on your flight
Price was ₩2,340,502, price is now ₩1,562,736 per person
₩1,562,736
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.2/10 Wonderful! (555 reviews)
Everything was wonderful! We will be returning for a THIRD time very soon!
Reviewed on May 9, 2026
OLV Fifty Five - Adults Only
Condado
Save 100% on your flight
Price was ₩2,566,748, price is now ₩1,798,602 per person
₩1,798,602
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (658 reviews)
The room was very clean, super nice, all of the staff were accommodating and friendly. The food was top notch.
Reviewed on May 7, 2026
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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.
