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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.
Villas De Playa 2

Villas De Playa 2

3.5 out of 5
Save 100% on your flight
Price was $668, price is now $428 per person
$428
per person
Oct 26 - Oct 30
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Book a stay at this business-friendly villa in Dorado. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Dorado Beach and Costa Dorado Beach are located nearby.
It was overall a good experience.

Reviewed on Jun 18, 2026

Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Price was $1,338, price is now $598 per person
$598
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Stay at this apartment in Carolina. Enjoy a fitness center. Popular attractions Isla Verde Beach and Jose Miguel Agrelot Coliseum are located nearby.

Casa Ciana

Casa Ciana

3.5 out of 5
Save 100% on your flight
Price was $924, price is now $567 per person
$567
per person
Oct 31 - Nov 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Stay at this guesthouse in San Juan. Enjoy free WiFi, dry cleaning or laundry services, and Netflix. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
The rooms were nice and it was clean.

Reviewed on Aug 8, 2026

Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $814, price is now $507 per person
$507
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby.
Lovely stay and close to old town

Reviewed on Aug 22, 2026

Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Save 100% on your flight
Price was $3,710, price is now $2,323 per person
$2,323
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Book a stay at this luxury aparthotel in Río Grande. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Popular attractions Luquillo Beach and Wyndham Rio Mar Golf Course are located nearby.
Everything is 10 times more expensive compare to any other place I visites

Reviewed on Aug 8, 2026

PAZ by DW

PAZ by DW

4.5 out of 5
Save 100% on your flight
Price was $1,024, price is now $652 per person
$652
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Book a stay at this luxury apartment in San Juan. Enjoy free WiFi, onsite spa services, and dry cleaning or laundry services. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
Rooms were clean, amenities were great. Walking distance from food, drink, and beach. Location was beautiful

Reviewed on Aug 21, 2026

Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $700, price is now $447 per person
$447
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Book a stay at this family-friendly resort in Rincon. Enjoy free WiFi, daily housekeeping, and a garden. Our guests praise the pool and the restaurant in our reviews. Popular attractions Sandy Beach and Playa Pools are located nearby.
Lugar muy tranquilo, limpio y servicio del personal excelente

Reviewed on Aug 21, 2026

APT by DW

APT by DW

4.5 out of 5
Save 100% on your flight
Price was $1,036, price is now $665 per person
$665
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Book a stay at this luxury apartment in San Juan. Enjoy free WiFi, onsite spa services, and dry cleaning or laundry services. Popular attractions Casino del Mar at La Concha Resort and Jose Miguel Agrelot Coliseum are located nearby.

Roosevelt Roads Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Casa Ciana

Casa Ciana

3.5 out of 5
Santurce
Save 100% on your flight
Price was $542, price is now $330 per person
$330
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Isla Verde
Price was $1,360, price is now $587 per person
$587
per person
Nov 12 - Nov 16
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Puerta de Tierra
Save 100% on your flight
Price was $814, price is now $507 per person
$507
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Mameyes II
Save 100% on your flight
Price was $3,710, price is now $2,323 per person
$2,323
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip 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.
Casa Ciana

Casa Ciana

3.5 out of 5
Santurce
Save 100% on your flight
Price was $924, price is now $567 per person
$567
per person
Oct 31 - Nov 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Isla Verde
Price was $1,604, price is now $660 per person
$660
per person
Oct 3 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Puerta de Tierra
Save 100% on your flight
Price was $1,191, price is now $667 per person
$667
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $1,151, price is now $659 per person
$659
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)

Top Flight Deals

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

Frontier Airlines
Thu, Oct 8 - Mon, Oct 26
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Oct 8 from Fort Lauderdale - Hollywood Intl. to Luis Munoz Marin Intl., returning Mon, Oct 26, priced at $100 found 1 day ago
Frontier Airlines
Sun, Oct 11 - Mon, Oct 19
MIA
Miami Intl.
SJU
Luis Munoz Marin Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Oct 11 from Miami Intl. to Luis Munoz Marin Intl., returning Mon, Oct 19, priced at $100 found 1 day ago
Frontier Airlines
Thu, Sep 17 - Wed, Sep 23
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$122 Roundtrip, just found
$122
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Sep 17 from Orlando Intl. to Luis Munoz Marin Intl., returning Wed, Sep 23, priced at $122 just found
Frontier Airlines
Wed, Sep 16 - Wed, Sep 23
PHL
Philadelphia Intl.
SJU
Luis Munoz Marin Intl.
$128 Roundtrip, found 1 hour ago
$128
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Sep 16 from Philadelphia Intl. to Luis Munoz Marin Intl., returning Wed, Sep 23, priced at $128 found 1 hour ago