San Juan Vacation Packages

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Top San Juan Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Palo Alto Glamping Hotel

Palo Alto Glamping Hotel

4.5 out of 5
per person
Sep 6 - Sep 13
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San José (SJO)
9.2/10 Wonderful! (44 reviews)
Located in the heart of mountains, very well maintained property and staff went above and beyond to provide services. Very peaceful and quiet place to enjoy the nature

Reviewed on Apr. 23, 2025

Vista Suites at Parador

Vista Suites at Parador

2.5 out of 5
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San José (SJO)
No reviews
The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San José (SJO)
9.8/10 Exceptional! (1,007 reviews)
This hotel is a one of a kind. It is absolutely a marvel how such a hotel exists in the middle of the jungle/rainforest. It is simply gorgeous, and the staff is top notch! The property is amazing with hot springs everywhere - which are stunning and well maintained. The views of the volcano are stunning. So much to do here - You can even whitewater Kayak on site! There too many things to name to do a review any real Justice. What an amazing place!

Reviewed on Jul. 18, 2025

EVIA Life Resort

EVIA Life Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San José (SJO)
No reviews
Si Como No Resort, Spa and Wildlife Refuge

Si Como No Resort, Spa and Wildlife Refuge

3.5 out of 5
Save 100% on your flight
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San José (SJO)
9.4/10 Exceptional! (700 reviews)
Beautiful property, great views and close to many activities. The staff were fantastic and very helpful and friendly

Reviewed on Jul. 17, 2025

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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 CA $155 per night from Aug 19 to Aug 20
CA $155
CA $175 total
Aug 19 - Aug 20
includes taxes & fees
9/10 Wonderful! (2,264 reviews)
"Quick and smooth check in..nice spacious clean rooms..quiet and relaxing..very good free breakfast included"

Reviewed on Jul. 18, 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
The price is CA $111 per night from Aug 19 to Aug 20
CA $111
CA $126 total
Aug 19 - Aug 20
includes taxes & fees
8.4/10 Very Good! (2,544 reviews)
"The staff were exceptional in customer service. Kevin at the front desk was amazing and courteous. The room was clean every day by housekeeping. I felt very safe and comfortable staying at the hotel."

Reviewed on Jul. 18, 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 CA $148 per night from Aug 1 to Aug 2
CA $148
CA $168 total
Aug 1 - Aug 2
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"We love the breakfast buffet and the eating options close to the hotel. They also upgraded our room this time, which was much appreciated."

Reviewed on Jul. 17, 2025

DoubleTree by Hilton Cariari - San Jose Costa Rica
See all 862 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.

All Inclusive Vacations

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Frequently asked questions

How much does a San Juan vacation package cost?
You'll find cheap prices from CA $1,149 on Expedia for your San Juan escape. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to San Juan costs.
What are the cheapest months to go to San Juan?
You can typically find lower rates and greater availability in September, October and November. Browse our cheap San Juan vacation packages and you could get some great off-season discounts.
How many days is enough for San Juan?
Usually, a handful of days is enough to tick off the main attractions during your San Juan vacation. But if you'd like to have more time to kick back or go on day trips, consider extending your itinerary.
How to find the best San Juan package deals?
Use Expedia's filter tool to help you find some of the best San Juan package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for San Juan package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a San Juan vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized San Juan vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to San Juan?
If you have your San Juan travel dates confirmed, book as early as you can to snap up some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are great for travelling on a whim.
How to plan a trip to San Juan?

  1. Pick the right 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. Plan your budget wisely: In addition to the cost of your hotel, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected costs that may come up during your trip to San Juan.
  3. Decide how many days away: Start by listing all the activities and sights you'd like to experience in San Juan. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your flights and hotel: Awesome 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.

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