San Juan Vacations from $592
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The Latest San Juan vacation packages
Price found within the past 48 hours. Click for updated prices.
Way to Heaven Luxury Glamping
$1,228
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
9.6/10 Exceptional! (11 reviews)
10000/10 Javier was a wonderful host, would highly recommend. He was very accommodating, very helpful with local suggestions. We had issues finding the location, he even went to go find us. Absolutely wonderful experience. The dome was one of the coolest experiences we’ve had yet.
Reviewed on Aug 20, 2026
What to do in San Juan
San Jose: Central Market Bites and Sights Walking Tour
$28
per adult
98% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
$79
per adult
92% of travellers recommend
San Juan Hotel Deals
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Sobre Autopista General Cañas Ulloa Heredia
Fully refundableReserve now, pay when you stay
$85 nightly
$96 total
Oct 16 - Oct 17
Total with taxes and fees
Costa Rica Marriott Hotel Hacienda Belen
700 meters West from Bridgestone/Firest La Asunción Heredia
Fully refundableReserve now, pay when you stay
$153 nightly
$173 total
Oct 17 - Oct 18
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
"The Property is in a fantastic location in the great community Belen. It is close to the city but still far enough away to feel like the country. The People are the most amazing part of this property. Love the kindness and generous nature to help. Great Job Marriot Hacienda!"
Reviewed on Oct 4, 2026
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
$101 nightly
$114 total
Nov 3 - Nov 4
Total with taxes and fees
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.
Find the Best San Juan Vacation Packages
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Frequently asked questions
How to find the best San Juan package deals?
Landing a cheap San Juan package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most pocket-friendly San Juan package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
When to book a vacation package to San Juan?
Score fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment San Juan getaway.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
