Roosevelt Roads Vacation Packages 2026 from $593

Roosevelt Roads flight + hotel vacation packages

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

El Oasis Hotel

$593

per person

Aug 23 - Aug 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and luggage storage are also on offer.

Signature Collection at Rio Mar

Mameyes II

Save 100% on your flight

$1,943

per person

Aug 20 - Aug 23

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

This smoke-free aparthotel features a golf course, free water park access, and a casino. Relax with beach cabanas and sun loungers, and enjoy a drink at one of the 3 beachside bars. There's fun for all ages with a waterslide and a playground, and families will appreciate the onsite laundry facilities.

Lazy Parrot Inn

Save 100% on your flight

$745

per person

Aug 23 - Aug 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

This resort features a restaurant, an outdoor pool, and a poolside bar. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and perks like free WiFi.

Hotel Puerto Valdes

San Juan Antiguo

Save 100% on your flight

$1,204

per person

Jul 29 - Aug 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.

SELVA by DW

Pitahaya

Save 100% on your flight

$1,598

per person

Aug 17 - Aug 20

found 4 hours ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. Enjoy the outdoor pool and conveniences like a terrace and barbecue grills.

Top Roosevelt Roads hotels deals

Hyatt Regency Grand Reserve Puerto Rico

200 Coco Beach Blvd. Highway 955-I Río Grande

Free Cancellation

Reserve now, pay when you stay

$245 nightly

$267 total

Jun 28 - Jun 29

Total with taxes and fees

This Mediterranean 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

Spa

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

6000 Rio Mar Boulevard Río Grande

Free Cancellation

Reserve now, pay when you stay

$446 nightly

$496 total

Jun 29 - Jun 30

Total with taxes and fees

This smoke-free resort features a golf course, free water park access, and a casino. Relax with beach cabanas and sun loungers, and enjoy a drink at one of the 3 beachside bars. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.

Pool

Hot Tub

El Conquistador Resort

1000 Conquistador Avenue Fajardo

$384 nightly

$419 total

Jun 18 - Jun 19

Total with taxes and fees

This Mediterranean hotel features a private beach, a golf course, and free water park access. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Bring the family and enjoy the lazy river, children's pool, and waterslide.

On private beach

Pool

Las Casitas Village at El Conquistador

1000 Avenida El Conquistador Fajardo

Free Cancellation

Reserve now, pay when you stay

$421 nightly

$459 total

Jun 18 - Jun 19

Total with taxes and fees

This smoke-free hotel features a golf course, free water park access, and a marina. There's fun for all ages with a lazy river and a waterslide, and families will appreciate the convenience store. Enjoy a meal in one of the 10 restaurants and perks like free WiFi.

Pool

Spa

Four Seasons Resort and Residences Puerto Rico

State Road 187 Kilometer 4.2 Río Grande

$739 nightly

$806 total

Jul 6 - Jul 7

Total with taxes and fees

This smoke-free resort features a golf course, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a free kid's club and a playground, and barbecue grills are available on site.

Pool

Spa

Trade Winds Restaurant & Guesthouse

107 Calle Flamboyan Esperanza Vieques Puerto Rico

$77 nightly

$84 total

Jun 26 - Jun 27

Total with taxes and fees

A restaurant and a bar/lounge are featured at this guesthouse. Guests will appreciate free perks like free self parking and WiFi in public areas. Luggage storage is also provided.

Parking included

Free WiFi

Don't see what you're looking for?

See all available properties in Roosevelt Roads

View all properties

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

Playa Blanca

Why not spend a lazy afternoon at Playa Blanca during your trip to Guayacán?

Frequently asked questions

How much are vacation packages to Roosevelt Roads?

With Travelocity vacation packages, you can live the high life in Roosevelt Roads for a mere $593. Hotels, adventures and flights — we've got it all. You're bound to save loads just by combining your bookings together. With all of that taken care of before you set off, you won't have to worry about a thing.

Where can I get the best vacation package deals for Roosevelt Roads?

You'll find a terrific selection of Roosevelt Roads package deals on Travelocity. With no less than 400 air carriers and 1,000,000 worldwide properties, putting together your ideal getaway will be a breeze.

Why should I book my Roosevelt Roads vacation package with Travelocity?

We offer destinations for every kind of traveler, superb service and customer support available 24/7. And the icing on the cake is we'll match any lower price you come across with our Price Match Guarantee.

Can I save money on my Roosevelt Roads car rental if I bundle it with my hotel or flight?

Combining your bookings into a Roosevelt Roads vacation package will save you a tidy sum. You can book a flight and car; a flight, car and hotel; or a car and hotel. There's no better way to discover the greater Roosevelt Roads area than from the comfort of your own rental car. You can also add activities and experiences to your Travelocity package.