Roosevelt Roads Vacations from $515
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The Latest Roosevelt Roads vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was $913, price is now $515 per person
$515
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (485 reviews)
Staff was amazing and attentive. My girls and I enjoyed our stay
Reviewed on Oct 5, 2025
Ola Boutique Hotel
Condado
Price was $2,483, price is now $1,092 per person
$1,092
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (498 reviews)
I enjoyed the cleanliness of the room, and the staff was wonderful. They really made me feel at home.
Reviewed on Oct 8, 2025
Fairmont El San Juan Hotel
Isla Verde
Save 100% on your flight
Price was $2,303, price is now $1,261 per person
$1,261
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.4/10 Very Good! (1,958 reviews)
Great staff- Rooms are very clean and comfortable.
Reviewed on Oct 6, 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
$306 nightly
The price is $333 total per night from Oct 9 to Oct 10
$333 total
Oct 9 - Oct 10
Total with taxes and fees
8.8/10 Excellent! (2,673 reviews)
"Ocean view was beautiful. Only thing we ran out of water for 3 hours but other than that it was pleasant staying there."
Reviewed on Oct 2, 2025
El Conquistador Resort
1000 Conquistador Avenue, Fajardo
$384 nightly
The price is $419 total per night from Oct 12 to Oct 13
$419 total
Oct 12 - Oct 13
Total with taxes and fees
9/10 Wonderful! (3,185 reviews)
"This is hands down the most beautiful and spectacular hotel in all of Puerto"
Reviewed on Sep 30, 2025
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard, Río Grande
Fully refundableReserve now, pay when you stay
$504 nightly
The price is $559 total per night from Oct 13 to Oct 14
$559 total
Oct 13 - Oct 14
Total with taxes and fees
8.4/10 Very Good! (2,193 reviews)
"Friendly staff. Hotel is under reno so the spa and the casino were closed. Not walkable to venues off of the property and some restaurants were closed. Food was good at Roots on the Go, 5 o'clock somewhere and the Seabreeze."
Reviewed on Oct 8, 2025
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.
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.