Roosevelt Roads Vacations from $545
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The Latest Roosevelt Roads vacation packages
Price found within the past 48 hours. Click for updated prices.
Urbana Hotel
San Juan Antiguo
Save 100% on your flight
Price was $1,236, price is now $606 per person
$606
per person
Apr 3 - Apr 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (389 reviews)
Staff was very helpful and quick to respond with any questions. The room was perfect for a quick one night stay as it was comfy and cozy. Would definitely stay again!
Reviewed on Feb 22, 2026
Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was $1,611, price is now $855 per person
$855
per person
May 17 - May 23
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (500 reviews)
First, we had no towels no hot water for two days. Entry door would not close unless you slammed it. And the walls were way too thin. You could hear noise from upstairs and surrounding rooms.
Reviewed on Feb 26, 2026
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Ceiba Ferry Terminal
3.5/5(109 reviews)
Explore the waterfront in Machos with a trip to Ceiba Ferry Terminal.
Roosevelt Roads Hotel Deals
El Conquistador Resort
1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
$434 nightly
The price is $473 total per night from Mar 3 to Mar 4
$473 total
Mar 3 - Mar 4
Total with taxes and fees
9/10 Wonderful! (3,239 reviews)
This resort functions like a nightclub 24/7. There is music blasting at the pool, the waterpark, the beach, the lounge and every restaurant all the time—there is no escape from oppressive noise! Our room was in the marina area between the line for the boat to the island, the Ballyhoo restaurant, ...
Reviewed on Feb 26, 2026
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
$632 nightly
The price is $689 total per night from Mar 4 to Mar 5
$689 total
Mar 4 - Mar 5
Total with taxes and fees
9/10 Wonderful! (2,956 reviews)
The room was amazing! The staff was exceptional!
Reviewed on Feb 26, 2026
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
Fully refundableReserve now, pay when you stay
$670 nightly
The price is $743 total per night from Mar 15 to Mar 16
$743 total
Mar 15 - Mar 16
Total with taxes and fees
8.6/10 Excellent! (2,218 reviews)
Nothing much to do there or around the resort prices were very high for what you got wasn’t too impressed will not be returning
Reviewed on Feb 25, 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.
Find the Best Roosevelt Roads Vacation Packages
Roosevelt Roads Essential Information
Language | Spanish |
|---|---|
Currency | U.S dollars |
Local Welcome | ¡Hola! |
Local Goodbye | Adiós |
Closest Airport | Luis Munoz Marin Intl. Airport (SJU) |
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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.
