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Roosevelt Roads Vacation Packages

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Roosevelt Roads Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
San Agustin Apartments

San Agustin Apartments

3 out of 5
Save 100% on your flight
Price was $1,066, price is now $572 per person
$572
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Juan (SJU)
Stay at this 3-star business-friendly apartment in San Juan. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Pan American Pier and Port of San Juan are located nearby.
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Price was $2,137, price is now $781 per person
$781
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Juan (SJU)
Stay at this 3.5-star beach villa in Dorado. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Dorado Beach and Dorado Del Mar Golf Course are located nearby.
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $2,005, price is now $928 per person
$928
per person
Dec 13 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Stay at this 3-star hotel in San Juan. Enjoy free WiFi, a 24-hour front desk, and premium bedding. Popular attractions Pan American Pier and Port of San Juan are located nearby.
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Save 100% on your flight
Price was $1,706, price is now $958 per person
$958
per person
Dec 13 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Stay at this 4-star aparthotel in San Juan. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Pan American Pier and Port of San Juan are located nearby.
Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
Save 100% on your flight
Price was $1,157, price is now $683 per person
$683
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Juan (SJU)
Book a stay at this beach resort in Carolina. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.
Hotel El Convento

Hotel El Convento

4.5 out of 5
Save 100% on your flight
Price was $1,643, price is now $1,007 per person
$1,007
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Juan (SJU)
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.
N1 Condos

N1 Condos

4.5 out of 5
Save 100% on your flight
Price was $3,800, price is now $2,449 per person
$2,449
per person
Dec 9 - Dec 16
found 8 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Stay at this 4.5-star luxury apartment in San Juan. Enjoy free WiFi, in-room massages, and laundry facilities. Popular attractions Condado Beach and Pan American Pier are located nearby.
The Emerald

The Emerald

2.5 out of 5
Save 100% on your flight
Price was $1,034, price is now $668 per person
$668
per person
Dec 11 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Stay at this guesthouse in San Juan. Enjoy free WiFi, free parking, and a garden. Popular attractions Condado Beach and Pan American Pier are located nearby.

Roosevelt Roads Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $871, price is now $569 per person
$569
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Higuillar
Price was $2,137, price is now $781 per person
$781
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Juan (SJU)
San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,066, price is now $572 per person
$572
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Juan (SJU)
Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
Isla Verde
Save 100% on your flight
Price was $1,157, price is now $683 per person
$683
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Juan (SJU)

Roosevelt Roads Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,043, price is now $508 per person
$508
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Higuillar
Price was $3,427, price is now $1,081 per person
$1,081
per person
Nov 9 - Nov 16
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Save 100% on your flight
Price was $2,192, price is now $1,184 per person
$1,184
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,371, price is now $753 per person
$753
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Mon, Oct 20 - Fri, Oct 24
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
$128 Roundtrip, found 16 hours ago
$128
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, Oct 24, priced at $128 found 16 hours ago
Frontier Airlines
Wed, Oct 22 - Wed, Oct 29
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$142 Roundtrip, found 9 hours ago
$142
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Wed, Oct 22 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Wed, Oct 29, priced at $142 found 9 hours ago
Frontier Airlines
Thu, Oct 30 - Fri, Nov 7
MIA
Miami Intl.
SJU
Luis Munoz Marin Intl.
$144 Roundtrip, found 3 days ago
$144
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Oct 30 from Miami Intl. to Luis Munoz Marin Intl., returning Fri, Nov 7, priced at $144 found 3 days ago
JetBlue Airways
Sat, Oct 11 - Sun, Oct 12
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$147 Roundtrip, found 4 hours ago
$147
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Sat, Oct 11 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Sun, Oct 12, priced at $147 found 4 hours ago