San Juan Vacations

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Find the Best San Juan Vacation Packages

San Juan Hotel Deals

Radisson San Jose-Costa Rica
Radisson San Jose-Costa Rica
4 out of 5
Calle Central y Tercera Av. 15, Calle Blancos, San Francisco, San Jose
Fully refundableReserve now, pay when you stay
The price is AED 432 per night from Apr 20 to Apr 21
AED 432
AED 488 total
includes taxes & fees
20 Apr - 21 Apr
8.6/10 Excellent! (1,003 reviews)
Great time & awesome included breakfast!
"We had a wonderful time at the raddison. The included breakfast was delicious. The location was convenient to downtown, about a 15 min walk to the main area. The beds and room were very comfortable and so was our stay. The pools were very cool"

Reviewed on 20 March 2025

Radisson San Jose-Costa Rica
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 340 per night from Apr 1 to Apr 2
AED 340
AED 385 total
includes taxes & fees
1 Apr - 2 Apr
8.4/10 Very Good! (2,193 reviews)
"Close to the airport and ample parking. The breakfast was so-so"

Reviewed on 18 March 2025

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Wyndham San Jose Herradura Hotel & Convention Center
Wyndham San Jose Herradura Hotel & Convention Center
4 out of 5
Autopista General Canas, 3 Miles South of Intl Airport, La Asunción, Heredia
Fully refundableReserve now, pay when you stay
The price is AED 364 per night from Apr 3 to Apr 4
AED 364
AED 412 total
includes taxes & fees
3 Apr - 4 Apr
7.4/10 Good! (1,627 reviews)
"I loved staying at this hotel. The grounds and plantings are gorgeous, the pools feel totally luxurious and all the public spaces feel spacious, clean and elegant. They offer free airport transfers and one can pick up and drop off a rental car right at the hotel, how convenient is that.!!! My room ..."

Reviewed on 20 March 2025

Wyndham San Jose Herradura Hotel & Convention Center
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

How much does a San Juan vacation package cost?
You’ll find cheap prices on Expedia for your San Juan escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to San Juan costs.
What are the cheapest months to go to San Juan?
If you’re looking to score a cheap San Juan vacation package, consider visiting in September, October and November. You’ll usually find lower prices on accommodations and flights during these quieter months — perfect for a budget-friendly break.
How to find the best San Juan package deals?
Finding a cheap San Juan package deal is easy with Expedia. Once you’ve entered your trip dates and destination under our “Packages” tab, set your budget range, apply a couple of filters and browse what’s available. You can personalize your search by “Amenities,” “Property type,” “Popular locations” and more. Order the results by “Price: low to high” to discover the most pocket-friendly San Juan package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a San Juan vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels individually. Better still, you can customize your San Juan getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to San Juan?
If you’ve got your San Juan vacation dates locked in, book early to bag some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to San Juan?

  1. Choose when to get away: Check your schedule and get packing. Your favorite season and the type of activities on offer will also help you decide when to escape to San Juan.
  2. Set a budget: Factor in costs such as flights, food and transportation when calculating how much to put aside for your trip to San Juan. Then, choose a hotel that works with your budget, whether that’s an affordable option or a high-end getaway.
  3. Decide how long to go for: Now that you know more about San Juan, you can work out the ideal length of your vacation. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that’s left is to find a San Juan vacation package that brings all your bookings together.

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