San Juan Vacations from ￥71,064

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The Latest San Juan Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Milan Costa Rica

Hotel Milan Costa Rica

3.5 out of 5
Merced
per person
Aug 19 - Aug 22
found 20 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to San José (SJO)
8/10 Very Good! (263 reviews)
The staff was wonderful, very friendly and accommodating. The rooms are small, but we enjoyed the food. Special thanks to the restaurant and front desk for helping arrange transportation!

Reviewed on Jun 5, 2025

Xandari Resort And Spa

Xandari Resort And Spa

4 out of 5
per person
Aug 19 - Aug 22
found 20 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to San José (SJO)
9.6/10 Exceptional! (1,001 reviews)
This has been our go to place whenever we are in CR. Absolutely Amazing, we love it!

Reviewed on Jul 14, 2025

Studio Hotel Boutique

Studio Hotel Boutique

4 out of 5
per person
Aug 19 - Aug 22
found 20 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to San José (SJO)
9.4/10 Exceptional! (1,002 reviews)
The property is beautiful and modern. The art around the property is amazing!! Staff was pleasant. The listing for the king indicates washer and dryer which is not the case. They charge to use coffee maker in room. They offer a non alcoholic welcome drink if interested. No ice on floor must go down to hotel. Overall an ok stay

Reviewed on Jun 26, 2025

Radisson San Jose-Costa Rica

Radisson San Jose-Costa Rica

4 out of 5
per person
Aug 19 - Aug 22
found 20 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to San José (SJO)
8.6/10 Excellent! (1,005 reviews)
Concrete hotelbuilding and bit noisy

Reviewed on Jul 11, 2025

Hilton San Jose La Sabana

Hilton San Jose La Sabana

4.5 out of 5
La Sabana
per person
Aug 19 - Aug 22
found 20 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to San José (SJO)
9/10 Wonderful! (432 reviews)
Beautiful room. Wasn’t expecting it to be like that. Very nice staff and great location. Will definitely come back if I go to Costa Rica again

Reviewed on Jul 11, 2025

Find the Best San Juan Vacation Packages

San Juan Hotel Deals

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 ￥16,294 per night from Aug 12 to Aug 13
￥16,294
￥18,412 total
Aug 12 - Aug 13
includes taxes & fees
9/10 Wonderful! (2,285 reviews)
"Great Free Breakfast!"

Reviewed on Jul 12, 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 ￥12,834 per night from Jul 17 to Jul 18
￥12,834
￥14,502 total
Jul 17 - Jul 18
includes taxes & fees
8.4/10 Very Good! (2,538 reviews)
"The staff is very helpful and the property is beautiful."

Reviewed on Jul 14, 2025

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
DoubleTree by Hilton Cariari - San Jose Costa Rica
DoubleTree by Hilton Cariari - San Jose Costa Rica
4 out of 5
Autopista Grl. Canas, Cruce San Antonio, San Antonio Belen Intersection, La Asunción
Fully refundableReserve now, pay when you stay
The price is ￥15,843 per night from Aug 1 to Aug 2
￥15,843
￥17,903 total
Aug 1 - Aug 2
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Loved our time here. The staff was super sweet and helpful. The service was above and beyond. Our favorite part was breakfast, delicious buffet style dining."

Reviewed on Jul 14, 2025

DoubleTree by Hilton Cariari - San Jose Costa Rica
See all 858 properties in San Juan
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?
September, October and November are the best times to look for cheap San Juan vacation packages. Traveling in less busy periods means you'll typically find better prices on accommodations and flights.
How many days is enough for San Juan?
The ideal length for your San Juan vacation depends on what you'd like to see. Typically, a handful of days to a week will give you time to visit all the top attractions and explore some hidden gems along the way.
How to find the best San Juan package deals?
Start your search for a San Juan package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect San Juan package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your San Juan getaway off to a flying start.
When to book a vacation package to San Juan?
If you've got your San Juan vacation dates confirmed, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for traveling on a whim.
How to plan a trip to San Juan?

  1. Choose your dates: The things you want to do in San Juan and your favorite season will help you decide when to travel.
  2. Budget wisely: In addition to the cost of your stay, you should factor in other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that could crop up during your trip to San Juan.
  3. Decide how long to go away for: Now that you're up to speed on San Juan, you can figure out the right length of your break. Put together a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized San Juan vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.