
Roosevelt Roads Mountain Vacations
Book a Mountain Hotel + Flight or Car together to unlock savings
Photo by Shannon Willitts
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Mountain 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 7 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
8.8/10 Excellent! (647 reviews)
Hector at the front desk provided exceptional service. He was friendly, outgoing, conversational, and very attentive to guests needs. The hotel is well‑located, with easy walking access to restaurants, the bus stop, the beach, Walgreens, and the port. I would gladly stay here again.
Reviewed on May 10, 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 7 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.2/10 Wonderful! (547 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 7 hours 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 7 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (2,949 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 7 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (2,353 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
Don't see what you're looking for?
See all available trips from New York to Roosevelt Roads
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 ₩1,844,720, price is now ₩1,486,790 per person
₩1,486,790
per person
Jul 4 - Jul 8
found 7 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.4/10 Exceptional! (1,685 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 7 hours 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

Don't see what you're looking for?
See all available trips from New York to Roosevelt Roads
View all trips4 Night Mountain 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 7 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
8.8/10 Excellent! (647 reviews)
Hector at the front desk provided exceptional service. He was friendly, outgoing, conversational, and very attentive to guests needs. The hotel is well‑located, with easy walking access to restaurants, the bus stop, the beach, Walgreens, and the port. I would gladly stay here again.
Reviewed on May 10, 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 7 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.2/10 Wonderful! (547 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 7 hours 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
Don't see what you're looking for?
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.
