San Juan Holidays

Photo by Coby McNaughton
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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

San Juan Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Milan Costa Rica
Apartamentos Cityzen
Hotel Martino Spa and Resort
Studio Hotel Boutique
Xandari Resort And Spa

Top hotels in San Juan

Barceló San José
Barceló San José
4 out of 5
Autopista General Canas 3km, El Robledal - La Uruca, San José, San Jose
Fully refundableReserve now, pay when you stay
The price is S$101 per night from 13 Jul to 14 Jul
S$101
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (1,611 reviews)
"Ice views"

Reviewed on 27 Jun, 2025

Barceló San José
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 S$182 per night from 29 Jul to 30 Jul
S$182
29 Jul - 30 Jul
includes taxes & fees
9/10 Wonderful! (2,301 reviews)
"Great place for travel early in the morning"

Reviewed on 25 Jun, 2025

Hampton by Hilton San Jose Airport
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
3.5 out of 5
Sobre Autopista General Cañas, Ulloa, Heredia
Fully refundableReserve now, pay when you stay
The price is S$126 per night from 30 Jun to 1 Jul
S$126
30 Jun - 1 Jul
includes taxes & fees
8.4/10 Very Good! (2,488 reviews)
"Ubicación muy conveniente para asistir al Centro de Convenciones"

Reviewed on 24 Jun, 2025

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
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 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?

  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 personalised San Juan holiday package.

Popular places to visit

What to do in San Juan

* 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.