San Juan Vacation Packages
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Top San Juan Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Springs Resort and Spa at Arenal
CA $2,796
per person
Oct 16 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
9.8/10 Exceptional! (1,008 reviews)
Had a great time with the family inc young kids. Lots of pool time and beautiful views of the volcano. It rained a lot, as expected, but that didn't stop us from enjoying ourselves at all. We kept most of the activities to the AM and hung around the property in the PM.
Reviewed on Aug 30, 2026
Si Como No Resort, Spa and Wildlife Refuge
Manuel Antonio
CA $1,979
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
9.4/10 Exceptional! (826 reviews)
Very warm and personal service, amazing views, nice spacious rooms and good restaurants. Lots of activities in the hotel.
Reviewed on Aug 29, 2026
Noah's Hideaway by Tifakara
CA $1,970
per person
Oct 25 - Oct 30
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
10/10 Exceptional! (2 reviews)
Probably the best vacation we have ever had largely because of this location, quality of the room, and the exceptional service. Restaurant was amazing.
Reviewed on Aug 23, 2026
Tifakara by the Waterfall
CA $1,621
per person
Oct 16 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
9.4/10 Exceptional! (601 reviews)
We had the absolute best time the second we arrived! We arrived after a 3 hour drive from San Jose and immediately greeted by reception with 3 refreshing welcome drinks that were delicious! We were then shown a toucan with a telescope by the pool which was such a nice way to begin the trip. We ate lunch at the Bosque restaurant until our room was ready and enjoyed our lunch, drinks and desert! Once we checked into our room we were all in awe as this was by far the top 3 room/properties we have vacationed in. We enjoyed the heated pool and jacuzzi and after jumped into our amazing shower! The property offers nightly nature walks at 6:30pm to see all the reptiles and animals who are immersed around the property. We enjoyed breakfast on property every day as this was also included in our stay. Overall this was an amazing place to be, we highly recommend, we also have a lot of inspiration for design to bring back into our homes. Lastly, I was able to enjoy a relaxing 90 minute massage and facial mask which was again an amazing experience, especially as you can hear the nature and rain in addition to spa music. 100/10 would recommend, we did stay in the jungle luxe tent for reference.
Reviewed on Aug 30, 2026
Ready to book your vacation to San Juan?
San Juan Hotel Deals
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
CA $129
CA $146 total
Sep 16 - Sep 17
includes taxes & fees
9.4/10 Exceptional! (1,176 reviews)
"The rooms were clean. I asked the front desk to call me a taxi the wrong taxi came and he watch me get in the taxi and the driver robbed me I reported it to the police still waiting on the hotel to get back to me with the reports"
Reviewed on Aug 31, 2026
DoubleTree by Hilton Cariari - San Jose Costa Rica
Autopista Grl. Canas, Cruce San Antonio La Asunción
Fully refundableReserve now, pay when you stay
CA $138
CA $156 total
Sep 6 - Sep 7
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
"Great place, close to the airport. Clean, full bar and restaurant. Very pretty."
Reviewed on Aug 31, 2026
Homewood Suites By Hilton Cariari San Jose
Pan American Highway La Asunción Heredia
Fully refundableReserve now, pay when you stay
CA $151
CA $170 total
Sep 6 - Sep 7
includes taxes & fees
9.6/10 Exceptional! (629 reviews)
"Muy buena ubicación y el personal atento y servicial."
Reviewed on Aug 31, 2026
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 from CA $1,406 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?
- 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.
- 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.
- 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.
- 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.
