Roosevelt Roads Vacation Packages
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Top Roosevelt Roads Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Fortaleza Suites
Old San Juan
Price was CA $1,829, price is now CA $1,204 per person
CA $1,204
per person
Jul 1 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (1,300 reviews)
The staff was great, and the hotel is in a great location. I arrived at 4:30 PM, went out to buy some stuff, and then went to eat. When I came back around 9 PM, there was no power, and I had to pay more money for another hotel. I only used the room for an hour. There is no refund if the power goes out, even if you didn’t use the room. Hotels should be prepared for power outages with a generator or backup power system.
Reviewed on May 27, 2026
Hotel Puerto Valdes
San Juan Antiguo
Price was CA $2,652, price is now CA $1,454 per person
CA $1,454
per person
Jul 1 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (666 reviews)
Nice hotel about 20 mins walking from all the old San Juan. The staff were nice too. The room was spacious and cold. It was on the second floor and we had a small outdoor patio with chairs I think that was neat. The room has a small kitchen area if your going to stay longer and a couch and a queen bed.
Reviewed on May 25, 2026
Isla Verde Beachfront Retreat With Parking
Isla Verde
Price was CA $2,531, price is now CA $1,622 per person
CA $1,622
per person
Jul 29 - Aug 2
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
10/10 Exceptional! (1 review)
The room was clean and spacious!
Reviewed on Mar 24, 2026
Roosevelt Roads Hotel Deals
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 CA $358 per night from May 31 to Jun 1
CA $358
CA $461 total
May 31 - Jun 1
includes taxes & fees
9/10 Wonderful! (2,974 reviews)
"Awesome family vacation experience"
Reviewed on May 28, 2026
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
The price is CA $498 per night from Jun 18 to Jun 19
CA $498
CA $686 total
Jun 18 - Jun 19
includes taxes & fees
8.6/10 Excellent! (2,177 reviews)
"This hotel is excellent for stay including the amenities from proximity to the beach, pools, dining etc. Very clean and spacious rooms. Though the hotel is a bit away from the city center it is absolutely gorgeous in its setting where the rainforest meets the ocean!"
Reviewed on May 28, 2026
El Conquistador Resort
1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
The price is CA $397 per night from Jun 24 to Jun 25
CA $397
CA $530 total
Jun 24 - Jun 25
includes taxes & fees
9/10 Wonderful! (3,412 reviews)
"Amazing stay."
Reviewed on May 28, 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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- Azul Beach
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- Bioluminescent Bay
- Black Sand Beach
- Caguas Vacations
- Carolina Vacations
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- Condado Vacations
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- El Yunque National Forest
- Esperanza Vacations
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- Visit Fajardo
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- Florida Vacations
- Guaynabo Vacations
- Hiram Bithorn Stadium
- Isla Verde Vacations
- La Chiva Beach
- Visit Llave
- Luquillo Beach
- Luquillo Vacations
- Visit Luquillo
- Museo de Arte de Puerto Rico
- Palmas del Mar Beach
- Río Grande Vacations
- Visit Solimar
- Visit Vilomar
- Visit Sector Los Ramos
- The Mall of San Juan
- University of Puerto Rico
- Vieques Ferry Terminal
- Vieques Island Vacations
- Vieques Vacations
- Yunke Zipline Adventures
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
