San Juan Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Coby McNaughton

  • Plan, book, travel with confidence

  • Better together

    Save up to NT$25,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 NT$3,859 per night from Aug 13 to Aug 14
NT$3,859
NT$4,360 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 NT$4,445 per night from Jul 30 to Jul 31
NT$4,445
NT$5,023 total
Jul 30 - Jul 31
includes taxes & fees
9.2/10 Wonderful! (2,611 reviews)
"Muy bueno el cuarto y camas el comedor le Doy un 200% muy amables y mucha atención ya lo estrato"

Reviewed on 2026/7/23

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 NT$3,968 per night from Aug 7 to Aug 8
NT$3,968
NT$4,484 total
Aug 7 - Aug 8
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 2026/7/22

DoubleTree by Hilton Cariari - San Jose Costa Rica
See all 1,651 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 pick up cheap San Juan vacation packages, organize your getaway outside of peak times such as school holidays. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for San Juan?
The ideal duration of your San Juan vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best San Juan package deals?
Use Expedia's handy filters to find some terrific San Juan package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip 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 typically best to lock in your vacation package as early as possible.
When to book a vacation package to San Juan?
If you have your San Juan vacation dates finalized, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to San Juan?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to San Juan.
  2. Set your budget: Factor in expenses such as flights, transportation and food when calculating how much to set aside for your trip to San Juan. Then, choose a property that fits your budget, whether that's a wallet-friendly option or a more luxurious getaway.
  3. Decide how long to go for: Now that you know more about San Juan, you can work out the right length of your break. Pull together a rough plan and allocate 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 personalized San Juan vacation package.

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