San Juan Vacations

Book a Hotel + Flight together to unlock savings

Photo by Coby McNaughton
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    Better together

    Save up to AED 148 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

Find the Best San Juan Vacation Packages

San Juan Hotel Deals

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 AED 218 per night from Jul 18 to Jul 19
AED 218
AED 246 total
18 Jul - 19 Jul
includes taxes & fees
8.8/10 Excellent! (1,629 reviews)
"My fiancé and I have stayed at this hotel several times and have never been disappointed, we recommend this hotel to anyone traveling to Costa Rica"

Reviewed on 9 July 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 AED 417 per night from Aug 5 to Aug 6
AED 417
AED 471 total
5 Aug - 6 Aug
includes taxes & fees
9/10 Wonderful! (2,271 reviews)
"Good for rental car return as it is immediately adjacent to them. Nothing to do nearby though."

Reviewed on 8 July 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 AED 320 per night from Jul 12 to Jul 13
AED 320
AED 361 total
12 Jul - 13 Jul
includes taxes & fees
8.4/10 Very Good! (2,517 reviews)
"Homelessness"

Reviewed on 7 July 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.

Discover the most popular places to visit in San Juan

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 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.