San Juan Vacations from $675
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The Latest San Juan vacation packages
Price found within the past 48 hours. Click for updated prices.
Ronny's Flat Manuel Antonio
Manuel Antonio
$753
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
New York (JFK) to San José (SJO)
10/10 Exceptional! (12 reviews)
Ronny and his staff were so kind and accommodating and made this stay absolutely worth it. We were welcomed with a cocktail and had a custom ordered tasty breakfast every morning. The room itself is small (and no door to the bathroom) but it is all you really need. The secluded rooftop patio was our favorite place to be during sunsets. The restaurant is bustling but the noise dies down early in the night. The property is on top of a hill (car required) and is about a 10 minute drive to everything. Thank you for hosting us!
Reviewed on Mar 13, 2026
Pacuare Lodge by Böëna
$2,883
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San José (SJO)
10/10 Exceptional! (17 reviews)
If you want ultimate rainforest luxury and top level service you should stay here. Not to be missed. Raft in and out via the Pacuare river and be completely enveloped by the forest and river in the middle of nowhere while having high level meals breakfast, lunch and dinner, incredible adventure programs like zip lining through the canopy and repelling down little waterfall. Seriously. 1000% The food was top tier. The service was thoughtful and personal. The staff is amazing. And they have great wifi. In the middle of nowhere. Deep jungle. The rafting is world class. I had a Linda vista villa and it was an absurd amount of space and privacy with a personal plunge pool. Come back from dinner and your lights are on, fan going and curtains drawn. Seriously, stay here. I'm coming back again someday.
Reviewed on May 27, 2026
The Springs Resort and Spa at Arenal
$1,670
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to San José (SJO)
9.8/10 Exceptional! (1,004 reviews)
Staff was super friendly and the amenities were fantastic. Such a beautiful resort. We will be returning!
Reviewed on Aug 15, 2026
What to do in San Juan
San Jose: Central Market Bites and Sights Walking Tour
$30
per adult
98% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
$63
per adult
92% of travellers recommend
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
$87 nightly
$98 total
Sep 16 - Sep 17
Total with taxes and fees
DoubleTree by Hilton Cariari - San Jose Costa Rica
Autopista Grl. Canas, Cruce San Antonio La Asunción
Fully refundableReserve now, pay when you stay
$99 nightly
$112 total
Sep 4 - Sep 5
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
"Very clean. Helpful and friendly staff. They even called the doctor at 4:00AM when my son suddenly got sick. Nice amenities. But the paid breakfast was not worth it."
Reviewed on Aug 15, 2026
Homewood Suites By Hilton Cariari San Jose
Pan American Highway La Asunción Heredia
Fully refundableReserve now, pay when you stay
$103 nightly
$117 total
Sep 4 - Sep 5
Total with taxes and fees
9.6/10 Exceptional! (593 reviews)
"Great"
Reviewed on Aug 16, 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.
Find the Best San Juan Vacation Packages
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Frequently asked questions
How to find the best San Juan package deals?
Use Expedia's handy filters to find some terrific San Juan package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for San Juan package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
When to book a vacation package to San Juan?
If you have your San Juan vacation dates finalized, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to San Juan?
- Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the activities available will also help you decide when to visit San Juan.
- Budget wisely: As well as the price of your stay, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that could arise during your trip to San Juan.
- Use Expedia's trip planning tool to discover San Juan: Research every aspect of your trip to San Juan with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings.
- Work out your trip length: Consider how much time you want to spend exploring San Juan. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a San Juan vacation package that brings all your bookings together.
- Book activities and experiences ahead of time: Whether it's entrance to a major attraction or a day trip, you won't have to worry about missing out on San Juan's best offerings. Find all the incredible things to do in San Juan with our dedicated activity guide.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
