Roosevelt Roads Vacations from $420
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The Latest Roosevelt Roads vacation packages
Price found within the past 48 hours. Click for updated prices.
San Agustin Apartments
San Juan Antiguo
Save 100% on your flight
Price was $927, price is now $475 per person
$475
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (420 reviews)
Room was spacious and clean , also they had a laundry room available for guests
Reviewed on Oct 27, 2025
Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was $862, price is now $455 per person
$455
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (489 reviews)
Staff was courteous. Basically had no amenities. No toilet tissue in room , tv didn't work in bedroom , no bath cloths,fire alarm kept going off. Just a very run down place.
Reviewed on Oct 28, 2025
OLV Fifty Five - Adults Only
Condado
Price was $1,943, price is now $1,048 per person
$1,048
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (563 reviews)
Amazing location , helpful attentive kind staff , unique vibes definitely would recommend
Reviewed on Oct 30, 2025
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Ceiba Ferry Terminal
Explore the waterfront in Machos with a trip to Ceiba Ferry Terminal.
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
$307 nightly
The price is $334 total per night from Nov 2 to Nov 3
$334 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (2,745 reviews)
The whole experience was beautiful
Reviewed on Oct 28, 2025
El Conquistador Resort
1000 Conquistador Avenue, Fajardo
Fully refundableReserve now, pay when you stay
$404 nightly
The price is $440 total per night from Dec 1 to Dec 2
$440 total
Dec 1 - Dec 2
Total with taxes and fees
9/10 Wonderful! (3,204 reviews)
Greatest and best kept golf course in the island. The green monster will break your legs, back and your score card too. The well kept colonial theme is just a great scape. The different pools allow you to choose your ambience. Great for honeymoons and couples getaways. Can't wait to go back
Reviewed on Oct 28, 2025
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard, Río Grande
Fully refundableReserve now, pay when you stay
$450 nightly
The price is $500 total per night from Dec 1 to Dec 2
$500 total
Dec 1 - Dec 2
Total with taxes and fees
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.