Roosevelt Roads Vacations from $750
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Roosevelt Roads vacation packages
Price found within the past 48 hours. Click for updated prices.
Lazy Parrot Inn
Save 100% on your flight
Price was $1,408, price is now $750 per person
$750
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (1,003 reviews)
We truly enjoyed our stay with the beautiful surroundings and being close to local attractions. Would have appreciated the full details of all the flights of stairs and no handicap options to get to our room. We would stay again if it weren't for the stairs.
Reviewed on Apr 12, 2026
Aire de O:live
Isla Verde
Save 100% on your flight
Price was $1,493, price is now $884 per person
$884
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (498 reviews)
Small hotel which is lovely for privacy and personable staff. Right on the beach with attendants at both the beach and the pool. Everything you need is right at the hotel or within walking distance. Surrounding area is okay with some spots for dinner and only a 20 minute drive to Old San Juan.
Reviewed on Apr 12, 2026
Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was $1,657, price is now $1,018 per person
$1,018
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.8/10 Excellent! (623 reviews)
Very comfortable apartment-style rooms. Water in the refrigerator was a nice touch! Staff excellent and friendly. Should have asked for more than 1 towel as floor got wet after showering. Loved rooftop space and restaurant!
Reviewed on Apr 12, 2026
Don't see what you're looking for?
See all available trips from Columbus to Roosevelt Roads
View all tripsDiscover the most popular places to visit in Roosevelt Roads
Ceiba Ferry Terminal
3.5/5(109 reviews)
Explore the waterfront in Machos with a trip to Ceiba Ferry Terminal.
Roosevelt Roads Hotel Deals
El Conquistador Resort
1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
$424 nightly
The price is $462 total per night from May 10 to May 11
$462 total
May 10 - May 11
Total with taxes and fees
9/10 Wonderful! (3,376 reviews)
The property and the views were beautiful!!!
Reviewed on Apr 13, 2026
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
$306 nightly
The price is $333 total per night from May 4 to May 5
$333 total
May 4 - May 5
Total with taxes and fees
9/10 Wonderful! (2,962 reviews)
Our Villa was clean and ready when we arrived. Check in was easy and staff were very friendly and helpful. We were driven by golf cart to our room and bags were brought up to us. The entire stay was amazing. Very polite and respectful to all of us. Would highly recommend and would love to ...
Reviewed on Apr 12, 2026
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
Fully refundableReserve now, pay when you stay
$422 nightly
The price is $468 total per night from May 5 to May 6
$468 total
May 5 - May 6
Total with taxes and fees
8.6/10 Excellent! (2,224 reviews)
A very clean and pretty hotel. It was a very busy week but not over crowded. They could use a better breakfast set up, even for a coffee and muffin there was a line.
Reviewed on Apr 13, 2026
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.
Find the Best Roosevelt Roads Vacation Packages
Roosevelt Roads Essential Information
Language | Spanish |
|---|---|
Currency | U.S dollars |
Local Welcome | ¡Hola! |
Local Goodbye | Adiós |
Closest Airport | Luis Munoz Marin Intl. Airport (SJU) |
More vacations you might like
Explore a world of travel with Expedia
- All-Inclusive Resorts in Puerto Rico
- Condo Rentals in Aguas Claras
- Ceiba Hotels
- Guest Houses in Ceiba
- Condo Rentals in Ceiba
- Hostels in Ceiba
- Apartments in Ceiba
- Hilton Hotels in Ceiba
- Beach Hotels in Ceiba
- B&B in Ceiba
- Villas in Ceiba
- Cheap Hotels in Ceiba
- Resorts in Ceiba
- Cottages in Ceiba
- Luxury Hotels in Ceiba
- Hotels with a Pool in Ceiba
- Hotels with Free Breakfast in Ceiba
- 4 Star Hotels in Ceiba
- Vacation Homes in Ceiba
- Hotels with Restaurants in Ceiba
- Romantic Hotels in Ceiba
- Hotels near Ceiba Ferry Terminal
- Hotels near Splash Tattoo
- Apartments in Daguao
- Daguao Hotels
- Hotels near Diego Jimenez Torres
- Fajardo Hotels
- Naguabo Hotels
- Flights to Puerto Rico Island
- Flights to Aguas Claras
- Flights to Ceiba
- Flights from Ceiba
- Flights from San Juan (SJU) to Fajardo (FAJ)
- Flights from Diego Jimenez Torres
- Flights from New York (NYC) to Fajardo (FAJ)
- Flights from Culebra (CPX) to Fajardo (FAJ)
- Flights from New York (JFK) to Fajardo (FAJ)
- Flights from Boston (BOS) to Fajardo (FAJ)
- Flights from Philadelphia (PHL) to Fajardo (FAJ)
- Flights from St. Thomas (STT) to Fajardo (FAJ)
- Flights from Miami (MIA) to Fajardo (FAJ)
- Flights from Orlando (MCO) to Fajardo (FAJ)
- Flights from Tampa (TPA) to Fajardo (FAJ)
- Flights from Chicago (CHI) to Fajardo (FAJ)
- Flights from Los Angeles (LAX) to Fajardo (FAJ)
- Flights from Washington (DCA) to Fajardo (FAJ)
- Flights from Houston (HOU) to Fajardo (FAJ)
- Flights from Atlanta (ATL) to Fajardo (FAJ)
- Flights from Hartford (BDL) to Fajardo (FAJ)
- Flights from Denver (DEN) to Fajardo (FAJ)
- Flights from Fort Lauderdale (FLL) to Fajardo (FAJ)
- Flights from Raleigh (RDU) to Fajardo (FAJ)
- Flights from Vieques (VQS) to Fajardo (FAJ)
- Flights from San Francisco (SFO) to Fajardo (FAJ)
- Flights from Pittsburgh (PIT) to Fajardo (FAJ)
- Flights from Charlotte (CLT) to Fajardo (FAJ)
- Flights from Columbus (CMH) to Fajardo (FAJ)
- Flights from Norfolk (ORF) to Fajardo (FAJ)
- Flights from Las Vegas (LAS) to Fajardo (FAJ)
- Flights from London (LON) to Fajardo (FAJ)
- Flights from Richmond (RIC) to Fajardo (FAJ)
- Flights from San Antonio (SAT) to Fajardo (FAJ)
- Flights from Detroit (DTW) to Fajardo (FAJ)
- Flights from Mayagüez (MAZ) to Fajardo (FAJ)
- Flights from San Juan (SIG) to Fajardo (FAJ)
- Flights from Seattle (SEA) to Fajardo (FAJ)
- Flights from Dallas (DFW) to Fajardo (FAJ)
- Flights to Naguabo
- Car rentals near Aguas Claras
- Car rentals near Ceiba
- Car rentals near Ceiba Ferry Terminal
- Enterprise Rental Cars in Ceiba
- Avis Rental Cars in Ceiba
- Hertz Rental Cars in Ceiba
- Thrifty Car Rental Rental Cars in Ceiba
- Alamo Rent A Car Rental Cars in Ceiba
- Budget Rental Cars in Ceiba
- Payless Rental Cars in Ceiba
- Priceless Car Rental Rental Cars in Ceiba
- Car rentals near Saco
- Car rental San Juan Airport (FAJ)
- Car rentals near Naguabo
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
