San Juan Vacations

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  • Better together

    Save up to AEDĀ 5,000 when you book a flight and hotel together*

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Find the Best San Juan Vacation Packages

San Juan Hotel Deals

Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd Rio Segundo
Fully refundableReserve now, pay when you stay
The price is AEDĀ 449 per night from Aug 3 to Aug 4
AEDĀ 449
AEDĀ 507 total
3 Aug - 4 Aug
includes taxes & fees
Hampton by Hilton San Jose Airport
Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

3.5 out of 5
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
The price is AEDĀ 400 per night from Jul 27 to Jul 28
AEDĀ 400
AEDĀ 452 total
27 Jul - 28 Jul
includes taxes & fees
Fairfield by Marriott San Jose Airport Alajuela
DoubleTree by Hilton Cariari - San Jose Costa Rica

DoubleTree by Hilton Cariari - San Jose Costa Rica

5 out of 5
Autopista Grl. Canas, Cruce San Antonio La AsunciĆ³n
Fully refundableReserve now, pay when you stay
The price is AEDĀ 422 per night from Aug 1 to Aug 2
AEDĀ 422
AEDĀ 476 total
1 Aug - 2 Aug
includes taxes & fees
DoubleTree by Hilton Cariari - San Jose Costa Rica
See all 1,439 properties in San Juan
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.

Stay near popular San Juan attractions

Saprissa Stadium

Known as La Cueva del Monstruo, this vibrant stadium pulses with the passionate energy of Deportivo Saprissa's purple-clad fans. Experience Costa Rican football culture at its most electric during evening matches.
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Frequently asked questions

How much does a San Juan vacation package cost?
You can grab a vacation package to this popular destination on Expedia. However, how much your vacation to San Juan costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to San Juan?
September, October and November are great times to search for cheap San Juan vacation packages. Choosing to travel in less busy periods means you can generally find better prices on accommodations and flights.
How to find the best San Juan package deals?
Use Expedia's handy filters to help you find some fabulous San Juan package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for San Juan package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a San Juan vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking stays and flights separately. Better still, you can customize your San Juan escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to San Juan?
If you've got your San Juan travel dates confirmed, book as early as you can to score some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to San Juan?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to San Juan.
  2. Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to experiences and flights. Your hotel will likely be the largest expense during your trip to San Juan.
  3. Decide how long to go away for: Now that you know more about San Juan, you can figure out the ideal length of your break. Pull together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored San Juan vacation package.