San Juan Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 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 hotels in San Juan
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
€85
16 Sept - 17 Sept
includes taxes & fees
DoubleTree by Hilton Cariari - San Jose Costa Rica
Autopista Grl. Canas, Cruce San Antonio La Asunción
Fully refundableReserve now, pay when you stay
€97
4 Sept - 5 Sept
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Very clean. Helpful and friendly staff. They even called the doctor at 4:00AM when my son suddenly got sick. Nice amenities. But the paid breakfast was not worth it."
Reviewed on 15 Aug 2026
Homewood Suites By Hilton Cariari San Jose
Pan American Highway La Asunción Heredia
Fully refundableReserve now, pay when you stay
€101
4 Sept - 5 Sept
includes taxes & fees
9.6/10 Exceptional! (593 reviews)
"Great"
Reviewed on 16 Aug 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.
What to do in San Juan
San Jose by Night: Small Group Food and Culture Tour with Dinner
€55
per adult
92% of travellers recommend
Arenal Volcano Experience Full-Day Tour from San Jose
€144
per adult
94% of travellers recommend
Frequently asked questions
What are the cheapest months to go to San Juan?
To pick up cheap San Juan holiday packages, organise 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 holiday 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 holiday package as early as possible.
When to book a holiday package to San Juan?
If you have your San Juan holiday 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?
- 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.
- 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.
- 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.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalised San Juan holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
