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
€98
14 Sept - 15 Sept
includes taxes & fees
9.4/10 Exceptional! (1,182 reviews)
"Staff very nice Food delicious Room clean Only thing is the fridge in the room not working so well."
Reviewed on 4 Sept 2026
Barceló San José
Autopista General Canas 3km San José San Jose
Fully refundableReserve now, pay when you stay
€93
6 Sept - 7 Sept
includes taxes & fees
Homewood Suites By Hilton Cariari San Jose
Pan American Highway La Asunción Heredia
Fully refundableReserve now, pay when you stay
€109
13 Sept - 14 Sept
includes taxes & fees
9.6/10 Exceptional! (645 reviews)
"I had no issues at all. Very enjoyable stay."
Reviewed on 4 Sept 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
Catamaran Ocean King Manuel Antonio
€74
per adult
90% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
€55
per adult
92% of travellers recommend
Frequently asked questions
What are the cheapest months to go to San Juan?
To score cheap San Juan holiday packages, organise 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 holiday 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 travelling on a weekday, when prices are generally lower.
When to book a holiday 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?
- Pick your dates: What you want to do in San Juan and your favourite season will help you decide when to go.
- 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.
- 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.
- Combine your airfare and accommodation: Once you've nailed down your dates and duration, book the right San Juan holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
