Deals on vacations and trips to Roosevelt Roads

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Roosevelt Roads flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
CIQALA Luxury Suites

CIQALA Luxury Suites

4 out of 5
Santurce
Save 100% on your flight
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Newark (EWR) to San Juan (SJU)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the a rooftop terrace and free perks like cooked-to-order breakfast and free self parking.
Lofts At San Agustin

Lofts At San Agustin

3 out of 5
San Juan Antiguo
Save 100% on your flight
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip flight included
Newark (EWR) to San Juan (SJU)
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. Express check-in, express check-out, and luggage storage are also on offer.
Parador Palmas de Lucía

Parador Palmas de Lucía

2 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip flight included
Newark (EWR) to San Juan (SJU)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A terrace, a garden, and luggage storage are also on offer.
Casa Pelayo

Casa Pelayo

2 out of 5
San Juan Antiguo
Save 100% on your flight
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to San Juan (SJU)
This aparthotel includes express check-in and laundry facilities. Take advantage of the free self parking.
Old San Juan Rentals

Old San Juan Rentals

3.5 out of 5
Old San Juan
Save 100% on your flight
per person
Jul 25 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to San Juan (SJU)
This apartment includes free WiFi in public areas and a virtual front desk.

Top Roosevelt Roads hotels deals

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
200 Coco Beach Blvd. Highway 955-I, Río Grande
Free Cancellation
Reserve now, pay when you stay
The price is $246 per night
$246
per night
Jun 30 - Jul 1
This smoke-free resort features a golf course, a full-service spa, and 4 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the 3 outdoor pools and perks like free WiFi.
Pool
Hot Tub
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5 out of 5
6000 Rio Mar Boulevard, Río Grande
Free Cancellation
Reserve now, pay when you stay
The price is $339 per night
$339
per night
Jul 14 - Jul 15
This smoke-free resort features a golf course, a casino, and a full-service spa. Relax with beach cabanas and sun loungers, and enjoy a drink at one of the 2 beachside bars. There's fun for all ages with a children's pool and a waterslide.
Pool
Hot Tub
El Conquistador Resort

El Conquistador Resort

4 out of 5
1000 Conquistador Avenue, Fajardo
Free Cancellation
Reserve now, pay when you stay
The price is $307 per night
$307
per night
Jun 19 - Jun 20
This Mediterranean hotel features a private beach, a golf course, and free water park access. Enjoy beachfront dining and relax with free beach cabanas and sun loungers. Bring the family and enjoy the lazy river, children's pool, and waterslide.
On private beach
Pool
Wyndham Palmas Beach and Golf Boutique Resort

Wyndham Palmas Beach and Golf Boutique Resort

4 out of 5
170 Candelero Drive, Palmas del Mar, Humacao, Puerto Rico
The price is $219 per night
$219
per night
Jul 14 - Jul 15
This smoke-free resort features a golf course, a marina, and 5 restaurants. There's fun for all ages with a children's pool and a playground, and families will appreciate the picnic area. Enjoy the 2 outdoor pools and perks like free WiFi.
Pool
Hot Tub
Fairfield by Marriott Luquillo Beach

Fairfield by Marriott Luquillo Beach

2 out of 5
3KM 36.0 MATA DE PLATANO, Luquillo
Free Cancellation
Reserve now, pay when you stay
The price is $178 per night
$178
per night
Jun 30 - Jul 1
A casino, a 24-hour gym, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the outdoor pool and free full breakfast each morning.
Pool
Breakfast included
The St. Regis Bahia Beach Resort, Puerto Rico

The St. Regis Bahia Beach Resort, Puerto Rico

5 out of 5
State Road 187 Kilometer 4.2, Río Grande
Free Cancellation
Reserve now, pay when you stay
The price is $719 per night
$719
per night
Jun 18 - Jun 19
This luxury resort features a golf course, a full-service spa, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 4 outdoor tennis courts and perks like free WiFi.
Pool
Spa
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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.

Popular places to visit

Image for El Yunque National Forest

El Yunque National Forest

4.5/5(1,177 reviews)

Explore the great outdoors with a trip to El Yunque National Forest, a popular green space in Mameyes II. Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.

El Yunque National Forest
Image for Luquillo Beach

Luquillo Beach

4.5/5(1,031 reviews)

Nothing says vacation like spending a lazy day at Luquillo Beach, a popular beach in Luquillo. Stroll along the seaside in this family-friendly area, or seek out the surfing spots.

Luquillo Beach
Image for Vieques Ferry Terminal

Vieques Ferry Terminal

4/5(138 reviews)

Explore the waterfront in Puerto Diablo with a trip to Vieques Ferry Terminal. Wander the beautiful beaches and seaside in this romantic area.

Vieques Ferry Terminal

Photos of local treasures

Browse Roosevelt Roads vacation photos for more inspiration

Photo by Shannon Willitts
Photo by Shannon Willitts

Frequently asked questions

How much are vacation packages to Roosevelt Roads?
Your vacation fantasies can come to life in Roosevelt Roads for as low as $375. Our affordable package deals include flights and hotels, so you’ll find booking is a piece of cake. The only thing you’ll need to focus on is having an incredible time.
Where can I get the best vacation package deals for Roosevelt Roads?
You can’t beat Travelocity when it comes to putting together your Roosevelt Roads package deal. There are as many as 400 air carriers and 1,000,000 worldwide properties to choose from. Lock in your trip now and get ready to cross another destination off your to-do list.
Why should I purchase my Roosevelt Roads vacation package with Travelocity?
Because life is an amazing journey, and we have everything you need to help get you on your way. With our superb service and Price Match Guarantee, you can organize your trip with confidence. And you can rest easy while you’re away knowing we’re here for you with our 24/7 customer support.
Can I save on my Roosevelt Roads car rental if I combine it with a hotel or flight?
You can with our Roosevelt Roads vacation packages. With one of these, there are tons of ways to stretch your vacation budget further. Combine any two or more car, flight, hotel and tour bookings and watch your savings grow. With your own set of wheels, all the attractions around Roosevelt Roads are a fun road trip away.
What is the best time of year to go to Roosevelt Roads?
If you’re hoping to save your pennies, is the perfect month to explore Roosevelt Roads, whereas is the costliest time of year. February, March and April is high season. If you prefer to avoid big crowds, September, October and December tend to be quieter.