Roosevelt Roads Vacations from $645
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The Latest Roosevelt Roads vacation packages
Price found within the past 48 hours. Click for updated prices.
The Tryst Beachfront Hotel
Condado
Save 100% on your flight
Price was $1,164, price is now $645 per person
$645
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.2/10 Very Good! (754 reviews)
Very stuffy,very basic like an inn,bar and Beachfront excellent
Reviewed on May 13, 2026
Lazy Parrot Inn
Save 100% on your flight
Price was $1,490, price is now $810 per person
$810
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (1,003 reviews)
The property was beautiful. Very quiet, clean easy to get around the area. Staff here was wonderful. The grounds here were so lush with greenery, The room had a beautiful Mountain View.
Reviewed on May 7, 2026
Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was $1,443, price is now $787 per person
$787
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.8/10 Excellent! (655 reviews)
Absolutely incredible staff, food and atmosphere!
Reviewed on May 12, 2026
El Oasis Hotel
Save 100% on your flight
Price was $1,367, price is now $775 per person
$775
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.4/10 Exceptional! (200 reviews)
Un hermoso lugar muy acogedor limpio y en armonía con la naturaleza.
Muy amable servicio del personal. Me gustó todo.
Reviewed on May 11, 2026
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Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
$347 nightly
The price is $378 total per night from May 26 to May 27
$378 total
May 26 - May 27
Total with taxes and fees
9/10 Wonderful! (2,953 reviews)
Looking forward to visiting again.
Reviewed on May 13, 2026
El Conquistador Resort
1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
$384 nightly
The price is $419 total per night from Jun 1 to Jun 2
$419 total
Jun 1 - Jun 2
Total with taxes and fees
9/10 Wonderful! (3,395 reviews)
Like the property and why it provides guests, however the check out process is not convenient for guests, take longer than needed and staff are not there to help when we need them
Reviewed on May 14, 2026
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
Fully refundableReserve now, pay when you stay
$411 nightly
The price is $456 total per night from Jun 10 to Jun 11
$456 total
Jun 10 - Jun 11
Total with taxes and fees
8.6/10 Excellent! (2,207 reviews)
Amazing environment
Reviewed on May 13, 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.
