Puerto Rico Vacations from $1,239
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The Latest Puerto Rico Vacation Packages
- Hotel Santander Plaza
Dec 31 - Jan 5Hotel Santander Plaza + Flight
Neiva4 nights3.0 star property4.6/10 - (8 reviews)Roundtrip • Chicago (ORD) - Neiva (NVA)ORD - NVA • 1 stop NVA - ORD • 1 stop$1,300$1,239found 14 hours agoper traveler - Ayenda Mar Azul Neiva
Dec 31 - Jan 5Ayenda Mar Azul Neiva + Flight
Neiva4 nights3.5 star property5.4/10 - (6 reviews)Roundtrip • Chicago (ORD) - Neiva (NVA)ORD - NVA • 1 stop NVA - ORD • 1 stop$2,224$1,934found 14 hours agoper traveler - Hotel Chicala S.A.S
Dec 31 - Jan 5Hotel Chicala S.A.S + Flight
Neiva4 nights4.5 star propertyRoundtrip • Chicago (ORD) - Neiva (NVA)ORD - NVA • 1 stop NVA - ORD • 1 stop$1,425$1,340found 14 hours agoper traveler - Hotel Guadalupe
Dec 31 - Jan 5Hotel Guadalupe + Flight
Neiva4 nights2.5 star property6.4/10 - (5 reviews)"Me digeron que la reserva estaba cancelada y no fue asi. Me negaron la entrads"Reviewed October 5, 2026Roundtrip • Chicago (ORD) - Neiva (NVA)ORD - NVA • 1 stop NVA - ORD • 1 stop$1,325$1,253found 14 hours agoper traveler - CABAÑA VILLA PAOLA
Dec 31 - Jan 5CABAÑA VILLA PAOLA + Flight
Rivera4 nights2.5 star propertyRoundtrip • Chicago (ORD) - Neiva (NVA)ORD - NVA • 1 stop NVA - ORD • 1 stop$1,613$1,524found 14 hours agoper traveler
Where to stay near Puerto Rico
San Vicente del Caguán
Discover San Vicente del Caguán, a vibrant destination perfect for adventure and eco-tourism enthusiasts who will appreciate its rich cultural experiences and wellness opportunities. Visitors can indulge in rejuvenating body treatments while exploring the nearby hot springs and scenic water features. With its welcoming atmosphere, San Vicente del Caguán is a smart choice for travelers seeking relaxation or an active getaway. Located about 24 miles from Puerto Rico, it provides an ideal base for your Colombian adventure.
El Doncello
Experience the charm of El Doncello, an excellent hub for cultural, adventure, and eco-tourist travelers eager to explore local attractions like Santander Park, Catedral Nuestra Señora de Lourdes, and San Francisco Park. With a steady flow of visitors year-round, El Doncello offers a vibrant atmosphere, especially bustling from October to December. Located about 17 miles from Puerto Rico, it provides easy access to the area's rich experiences, making El Doncello a smart choice for your stay.
El Paujil
Adventure seekers and culture enthusiasts will love El Paujil, known for its vibrant atmosphere and rich experiences. Explore the serene landscapes of Santander Park and San Francisco Park, or admire the stunning architecture of Catedral Nuestra Señora de Lourdes. This city is about 25 miles from Puerto Rico, making it an accessible getaway for travelers. With its unique blend of nature and culture, El Paujil is a smart choice for your stay.
Puerto Rico Hotel Deals
"Beautiful place to visit Love the nature and people only thing that we don’t like it was that is nobody to stay at the hotel as a security guard if you are the only one in the hotel is nobody else with you You are on your own 👀"
"Un gran sitio que te sirve de punto estratègico para visitar todos los sitios turisticos del area. Excelente servicio, incluyendo maridaje de sus vinos producidos. Un ambiente tranquilo, comida deliciosa con su personal muy orientado al servicio y para que se sienta exclusivo."
Frequently Asked Questions
How much does a Puerto Rico vacation package cost?
You'll find cheap prices from $1,239 on Expedia for your Puerto Rico escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Puerto Rico costs.
What are the cheapest months to go to Puerto Rico?
February, September and December are great times to search for cheap Puerto Rico vacation packages. Choosing to travel in less busy periods means you can generally find lower prices on flights and accommodations.
How many days is enough for Puerto Rico?
With a well-organized schedule, you can easily visit the most popular Puerto Rico sights in a few days. But if you'd like to venture off the beaten track or go on day tours, consider booking your Puerto Rico vacation for longer.
How to find the best Puerto Rico package deals?
Use Expedia's filter tool to find some fabulous Puerto Rico package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Puerto Rico package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Puerto Rico vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can tailor your Puerto Rico escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Puerto Rico?
If you're considering a spur-of-the-moment Puerto Rico adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Puerto Rico vacation packages?
If you're like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Puerto Rico trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you see them.