San Juan Vacations

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Find the Best San Juan Vacation Packages

San Juan Hotel Deals

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 ₩175,870 per night from Aug 13 to Aug 14
₩175,870
₩198,733 total
Aug 13 - Aug 14
includes taxes & fees
Fairfield by Marriott San Jose Airport Alajuela
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 ₩180,570 per night from Aug 22 to Aug 23
₩180,570
₩204,044 total
Aug 22 - Aug 23
includes taxes & fees
9.2/10 Wonderful! (2,610 reviews)
"The staff was friendly and checking was easy. The room was clean and the bed was comfortable I would stay there again."

Reviewed on Jul 23, 2026

Hampton by Hilton San Jose Airport
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 Asunción
Fully refundableReserve now, pay when you stay
The price is ₩164,815 per night from Aug 22 to Aug 23
₩164,815
₩186,241 total
Aug 22 - Aug 23
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Felt like a quiet oasis in the city! Beautiful pool, rooms, grounds and lobby! There were some loud travelers around 3 AM but is didn't last long."

Reviewed on Jul 22, 2026

DoubleTree by Hilton Cariari - San Jose Costa Rica
See all 1,504 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.

Frequently asked questions

What are the cheapest months to go to San Juan?
To score cheap San Juan vacation packages, organize your trip outside of peak times like public holidays and major festivals. You'll typically find lower prices and better availability in the off-season or when it's less busy.
How many days is enough for San Juan?
The ideal duration for your San Juan vacation depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to tick off all the leading sights and discover some hidden gems along the way.
How to find the best San Juan package deals?
Landing a cheap San Juan package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most pocket-friendly San Juan package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
When to book a vacation package to San Juan?
Score fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment San Juan getaway.
How to plan a trip to San Juan?

  1. Pick your dates: What you want to do in San Juan and your favorite season will help you decide when to go.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to flights and activities. Your hotel will likely be the biggest expense during your trip to San Juan.
  3. Determine how many days away: Start by making a list of all the attractions you want to get to in San Juan. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your airfare and accommodations: Once you've nailed down your dates and duration, book the right San Juan vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.