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Roosevelt Roads Vacation Packages

Build your package with 2 more options

Roosevelt Roads Flight + Hotel Packages

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

Casa Ciana

3.5 out of 5
Save 100% on your flight
Price was $848, price is now $521 per person
$521
per person
Nov 9 - Nov 14
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

Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Price was $1,368, price is now $618 per person
$618
per person
Oct 13 - Oct 17
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.

Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $1,189, price is now $732 per person
$732
per person
Nov 1 - Nov 6
found 2 days 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.
No washcloths and told with attitude that hotel is just out and I can get some when available. Never brought any on my 4 day stay just some big ass hand towels. No shuttle Hot water takes forever

Reviewed on Aug 18, 2026

Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Save 100% on your flight
Price was $4,184, price is now $2,668 per person
$2,668
per person
Nov 13 - Nov 15
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

Fairmont El San Juan Villa Experience

Fairmont El San Juan Villa Experience

5 out of 5
Save 100% on your flight
Price was $2,368, price is now $1,542 per person
$1,542
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Book a stay at this luxury hotel in Carolina. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Isla Verde Beach and Casino del Mar at La Concha Resort are located nearby.
Exceeded our expectations in cleanliness, staff was courteous went out of their way to make sure our stay was memorable.

Reviewed on Aug 14, 2026

Villas De Playa 2

Villas De Playa 2

3.5 out of 5
Save 100% on your flight
Price was $1,012, price is now $672 per person
$672
per person
Sep 23 - Sep 30
found 1 day 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

DUNA by DW

DUNA by DW

3.5 out of 5
Save 100% on your flight
Price was $1,245, price is now $844 per person
$844
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Stay at this apartment in San Juan. Enjoy free WiFi, onsite spa services, and a garden. Popular attractions Casino del Mar at La Concha Resort and Isla Verde Beach are located nearby.

Roosevelt Roads Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $695, price is now $426 per person
$426
per person
Nov 5 - Nov 9
found 24 hours 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 $1,368, price is now $618 per person
$618
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
Casa Ciana

Casa Ciana

3.5 out of 5
Santurce
Save 100% on your flight
Price was $1,111, price is now $676 per person
$676
per person
Nov 11 - Nov 15
found 22 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 $1,274, price is now $785 per person
$785
per person
Oct 28 - Nov 1
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 $848, price is now $521 per person
$521
per person
Nov 9 - Nov 14
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 $1,682, price is now $737 per person
$737
per person
Oct 9 - Oct 14
found 2 hours 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 $954, price is now $578 per person
$578
per person
Nov 8 - Nov 14
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 $1,189, price is now $732 per person
$732
per person
Nov 1 - Nov 6
found 2 days 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.

Frontier Airlines
Tue, Oct 13 - Wed, Oct 28
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$118 Roundtrip, found 1 hour ago
$118
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Oct 13 from Fort Lauderdale - Hollywood Intl. to Luis Munoz Marin Intl., returning Wed, Oct 28, priced at $118 found 1 hour ago
Frontier Airlines
Sun, Oct 11 - Mon, Oct 19
MIA
Miami Intl.
SJU
Luis Munoz Marin Intl.
$120 Roundtrip, found 1 hour ago
$120
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Oct 11 from Miami Intl. to Luis Munoz Marin Intl., returning Mon, Oct 19, priced at $120 found 1 hour ago
Frontier Airlines
Wed, Sep 16 - Wed, Sep 16
PHL
Philadelphia Intl.
SJU
Luis Munoz Marin Intl.
$138 Roundtrip, found 3 hours ago
$138
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Sep 16 from Philadelphia Intl. to Luis Munoz Marin Intl., returning Wed, Sep 16, priced at $138 found 3 hours ago
Frontier Airlines
Thu, Sep 17 - Wed, Sep 23
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$147 Roundtrip, found 3 hours ago
$147
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Sep 17 from Orlando Intl. to Luis Munoz Marin Intl., returning Wed, Sep 23, priced at $147 found 3 hours ago