
Roosevelt Roads Trip
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Top Roosevelt Roads Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.

The Tryst Beachfront Hotel
Condado
Price was ₹133,423, price is now ₹107,964 per person
₹107,964
per person
14 Feb - 17 Feb
found 3 hours ago
Return direct flight included
Toronto (YYZ) to San Juan (SJU)
8.2/10 Very Good! (581 reviews)
Staff, and location were great! Really enjoyed our time there. That said the bathroom seemed dated and not well kept and the room cleaning was hit or miss.
Reviewed on 7 Jan 2026

Aire de O:live
Isla Verde
Save 100% on your flight
Price was ₹230,063, price is now ₹157,319 per person
₹157,319
per person
14 Feb - 17 Feb
found 3 hours ago
Return direct flight included
Toronto (YYZ) to San Juan (SJU)
9/10 Wonderful! (328 reviews)
There was an issue with my room for the first couple nights, but they remedied it and also gave me something that was really thoughtful in the new room. In addition to switching my room they also offered me a free breakfast while they try to fix the problem the first day that I stayed. I didn’t get to go to the second restaurant, but I did have food from there on the beach, which was a nice touch. Overall, I think I would come back and I would suggest this property to friends, family, and loved ones.
Reviewed on 7 Jan 2026


Las Casitas Village at El Conquistador
Cabezas
Price was ₹200,573, price is now ₹153,423 per person
₹153,423
per person
14 Feb - 17 Feb
found 3 hours ago
Return direct flight included
Toronto (YYZ) to San Juan (SJU)
9.2/10 Wonderful! (126 reviews)
clean room, scenic balcony, infinity outdoor pool awesome,
Reviewed on 6 Jan 2026

The Condado Plaza Hotel
Condado
Price was ₹138,695, price is now ₹109,727 per person
₹109,727
per person
14 Feb - 17 Feb
found 3 hours ago
Return direct flight included
Toronto (YYZ) to San Juan (SJU)
8/10 Very Good! (1,814 reviews)
Great amenities. Basic hotel room but beautiful view(had ocean view). Great customer service.
One strange thing is the coffee maker is stationed in the bathroom
Reviewed on 5 Jan 2026
Top hotels in Roosevelt Roads

Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
The price is ₹39,820 per night from 28 Jan to 29 Jan
₹39,820
per night
28 Jan - 29 Jan
8.8/10 Excellent! (2,847 reviews)
The property is a beautiful location for rest and relaxation; the staff was friendly and helpful.
Reviewed on 31 Dec 2025

El Conquistador Resort
1000 Conquistador Avenue Fajardo
9/10 Wonderful! (3,215 reviews)
Amazing property with beautiful views. Food was better than expected and staff was extremely courteous and friendly. Our stay was memorable and one we would love to repeat. If I was to make suggestions I would say: have an adult pool, or a more quiet area; gym is too small, you could add a studio ...
Reviewed on 2 Jan 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
Fully refundableReserve now, pay when you stay
The price is ₹62,920 per night from 5 Feb to 6 Feb
₹62,920
per night
5 Feb - 6 Feb
8.4/10 Very Good! (2,267 reviews)
Fully renovated property with beautiful beachfront.
Reviewed on 3 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
