Roosevelt Roads Holidays

Photo by Shannon Willitts

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Roosevelt Roads

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
Fully refundableReserve now, pay when you stay
The price is S$428 per night from 10 Sept to 11 Sept
S$428
10 Sept - 11 Sept
includes taxes & fees
8.8/10 Excellent! (2,523 reviews)
"I absolutely loved my stay at this resort! I’ll definitely be booking with them again. The staff is so friendly and attentive, and there are so many fun things to do! Plus, the resort is really huge, which makes exploring it a great adventure!"

Reviewed on 23 Aug, 2025

Hyatt Regency Grand Reserve Puerto Rico
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
The price is S$521 per night from 29 Aug to 30 Aug
S$521
29 Aug - 30 Aug
includes taxes & fees
8.4/10 Very Good! (2,143 reviews)
"The most beautiful place to stay especially if you plan on doing activities in the rainforest! 10/10 experience!"

Reviewed on 23 Aug, 2025

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
El Conquistador Resort

El Conquistador Resort

4 out of 5
1000 Conquistador Avenue, Fajardo
9/10 Wonderful! (3,170 reviews)
"Highly recommended"

Reviewed on 25 Aug, 2025

Get rates
El Conquistador Resort
See all 2,082 properties in Roosevelt Roads
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

Ceiba Ferry Terminal

2/5(2 reviews)

Explore the waterfront in Machos with a trip to Ceiba Ferry Terminal.

Ceiba Ferry Terminal

Frequently asked questions

How much does a Roosevelt Roads holiday package cost?
Be ready to book, because a getaway to Roosevelt Roads starts from an affordable . When you bundle your flights, hotels and car rentals into a package, you'll pick up the biggest bargains.
How do I get a cheap travel package to Roosevelt Roads?
Imagine all the wonderful things you could do in Roosevelt Roads with a wad of extra cash in your wallet. Watch your savings stack up when you combine your flights and hotel into a Roosevelt Roads holiday package. You have loads of choice when it comes to booking with Expedia too. In fact, you can pick from over 550 airlines and 1,000,000 hotel options throughout the world. Whether you're taking a holiday with the whole family or travelling with someone special, organising a trip to Roosevelt Roads is better with a package.
What are the top hotels in Roosevelt Roads?
People travelling to Roosevelt Roads often book Vistaazulpenthouse or Cbrava Apartment With Ocean View/ Pool. You'll find them in Machos. Another interesting neighbourhood is Guayacán. Exclusive Villas, Hidden Paradise Near Beaches and Escape Half The World are well-liked options in this part of town.
How far in advance should I book my Roosevelt Roads holiday?
Savvy travellers often book early. You can generally compare international airfares on Expedia up to a year before your intended flight. If you're late to book, there's no need to worry. Discounted prices occasionally occur just weeks before departure.
What does an Expedia Roosevelt Roads travel package include?
It all comes down to what type of trip you're thinking about. Roosevelt Roads holiday deals can include hotels, car rentals and flights. You can mix and match to find the travel package that suits you. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Roosevelt Roads travel package?
Locking in all the parts of your holiday together is a simple way to save. Combine your airfares, rental cars and hotels into a tidy little package. But hotels aren't your only option. Expedia has all kinds of properties, including holiday rentals like oceanfront condos and short-term homes. You've got loads of choices!
Can I choose my airline with a Roosevelt Roads Expedia holiday package?
Yes, so take your pick! Expedia has access to more than 550 airlines throughout the world, so you can customize your Roosevelt Roads adventure according to your needs and budget.
If I'm not able to travel, can I cancel my Roosevelt Roads holiday package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can change or cancel your Roosevelt Roads holiday package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.