Roosevelt Roads Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Top Roosevelt Roads Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Isla Verde Beachfront Retreat With Parking
Isla Verde
Price was CA $2,073, price is now CA $1,050 per person
CA $1,050
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
10/10 Exceptional! (1 review)
The room was clean and spacious!
Reviewed on Mar 24, 2026
Hotel Puerto Valdes
San Juan Antiguo
Price was CA $2,727, price is now CA $1,715 per person
CA $1,715
per person
Aug 9 - Aug 15
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
8.8/10 Excellent! (678 reviews)
Everything that was within their control was amazing! They were all very helpful with giving us information about possible things to do, where to eat and with issues that we had with the water situation that they are having in Puerto Rico. I would definitely stay there again in a different occasion.
Reviewed on Jun 10, 2026
Numero Uno Beach House
Santurce
Price was CA $1,674, price is now CA $1,110 per person
CA $1,110
per person
Aug 30 - Sep 4
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.4/10 Exceptional! (472 reviews)
The biggest issue — the sheets were incredibly pilly polyester. I can confidently say these were the worst sheets I have ever slept on and made me feel itchy and ick. I went downstairs and was able to get a new set of sheets that didn’t have the fabric disease but I ended up putting the sheets on myself since it was later at night. The location and beach are fabulous. The place seems a little overpriced for the quality of the hotel. I would have been immensely happy paying 150-200.
Reviewed on Jun 22, 2026
Roosevelt Roads Hotel Deals
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
The price is CA $315 per night from Jun 30 to Jul 1
CA $315
CA $405 total
Jun 30 - Jul 1
includes taxes & fees
9/10 Wonderful! (3,007 reviews)
"Went in not knowing what to expect. We were immediately greeted by staff to help us with our bags, the front desk staff were extremely helpful and friendly. The grounds were absolutely beautiful and kept. I have not one single complaint after our 5 day stay. I would 100% go back if we are in PR again. ..."
Reviewed on Jun 23, 2026
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
Fully refundableReserve now, pay when you stay
The price is CA $469 per night from Jul 19 to Jul 20
CA $469
CA $646 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (2,170 reviews)
"I took my 3 kids on vacation here and it was absolutely perfect. Great location, beautiful and safe resort with lots to do and an amazing pool. Food was so good!"
Reviewed on Jun 24, 2026
El Conquistador Resort
1000 Conquistador Avenue Fajardo
The price is CA $457 per night from Jun 29 to Jun 30
CA $457
CA $599 total
Jun 29 - Jun 30
includes taxes & fees
9/10 Wonderful! (3,462 reviews)
"Best hotel ever"
Reviewed on Jun 24, 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.
Explore a world of travel with Expedia
- Cabezas Hotels
- Hotels near Carabali Rainforest Park
- Hotels near Ceiba Ferry Terminal
- Ceiba Hotels
- Duque Hotels
- Hotels near El Yunque National Forest
- All Inclusive Resorts and in Fajardo
- Fajardo Hotels
- Resorts in Fajardo
- Guayacán Hotels
- La Pared Hotels
- Las Croabas Hotels
- Hotels near Las Paylas
- Hotels near Luquillo Beach
- Luquillo Hotels
- Vacation Homes in Luquillo
- Machos Hotels
- Mameyes I Hotels
- Mameyes II Hotels
- Marina Hotels
- Mosquito Hotels
- Naguabo Hotels
- Naranjo Hotels
- Hotels near Palomino Island
- Pitahaya Hotels
- Playa Fortuna Hotels
- Punta Santiago Hotels
- Quebrada Fajardo Hotels
- Rio Mar Cluster 1 Hotels
- Sabana Hotels
- Sardinera Hotels
- Sector Los Ramos Hotels
- Solimar Hotels
- Vilomar Hotels
- Flights to Ceiba
- Flights to Fajardo
- Flights to Luquillo
- Flights from Antonio Rivera Rodriguez
- Flights from Anaa (AAA) to Vieques (VQS)
- Flights from Asheville (AVL) to Vieques (VQS)
- Flights from Aguadilla (BQN) to Vieques (VQS)
- Flights from Culebra (CPX) to Vieques (VQS)
- Flights from Fajardo (FAJ) to Vieques (VQS)
- Flights from Indianapolis (IND) to Vieques (VQS)
- Flights from La Ceiba (LCE) to Vieques (VQS)
- Flights from Panama City (PTY) to Vieques (VQS)
- Flights from San Juan (SIG) to Vieques (VQS)
- Flights from San Juan (SJU) to Vieques (VQS)
- Flights from Toronto (YTO) to Vieques (VQS)
- Flights from Montreal (YUL) to Fajardo (FAJ)
- Flights from Montreal (YUL) to Vieques (VQS)
- Flights from Vancouver (YVR) to Vieques (VQS)
- Flights from Winnipeg (YWG) to Vieques (VQS)
- Flights from Toronto (YYZ) to Fajardo (FAJ)
- Flights from Toronto (YYZ) to Vieques (VQS)
- Azul Beach
- Balneario de Carolina
- Baño Grande & Baño de Oro
- Bioluminescent Bay
- Black Sand Beach
- Caguas Vacations
- Carolina Vacations
- Coco Beach Golf and Country Club
- Condado Vacations
- Culebra Vacations
- El Yunque National Forest
- Esperanza Vacations
- Fajardo Vacations
- Visit Fajardo
- Flamenco Beach
- Florida Vacations
- Guaynabo Vacations
- Hiram Bithorn Stadium
- Isla Verde Vacations
- La Chiva Beach
- Visit Llave
- Luquillo Beach
- Luquillo Vacations
- Visit Luquillo
- Museo de Arte de Puerto Rico
- Palmas del Mar Beach
- Río Grande Vacations
- Visit Solimar
- Visit Vilomar
- Visit Sector Los Ramos
- The Mall of San Juan
- University of Puerto Rico
- Vieques Ferry Terminal
- Vieques Island Vacations
- Vieques Vacations
- Yunke Zipline Adventures
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
