San Juan Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
Barceló San José
Autopista General Canas 3km San José San Jose
Fully refundableReserve now, pay when you stay
S$128
6 Oct - 7 Oct
includes taxes & fees
9/10 Wonderful! (2,156 reviews)
"I liked the pool. I don’t like the room it has a smell. I complaint and they move us to different room but still smell. I booked for a superior room but the room is like a standard basic and smelly"
Reviewed on 3 Oct, 2026
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
S$146
1 Nov - 2 Nov
includes taxes & fees
9.4/10 Exceptional! (1,218 reviews)
"Clean, comfortable, friendly staff, convenient location close to the airport, convenient free airport shuttle, fantastic free breakfast."
Reviewed on 3 Oct, 2026
DoubleTree by Hilton Cariari - San Jose Costa Rica
Autopista Grl. Canas, Cruce San Antonio La Asunción
Fully refundableReserve now, pay when you stay
S$160
17 Oct - 18 Oct
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"It was an airport hotel... The staff were friendly and it served its purpose for the one night we stayed there. Overall it was pretty dated, but it was clean and pretty cheap."
Reviewed on 3 Oct, 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: Central Market Bites and Sights Walking Tour
S$36
per adult
98% of travellers recommend
Catamaran Ocean King Manuel Antonio
S$110
per adult
90% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
S$101
per adult
92% 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
