San Juan Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top San Juan Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Way to Heaven Luxury Glamping
CA $2,085
per person
Dec 5 - Dec 11
found 22 hours ago
Roundtrip flight included
Toronto (YTO) 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
Xandari Resort And Spa
CA $2,674
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
9.6/10 Exceptional! (1,001 reviews)
The best medicine in the world to relax your mind if you are a businessman or either you just wanna run away from the children with your wife it’s the only place in the world that’s on vacation and I didn’t need to use my phone. I didn’t care about the phone..
Reviewed on Oct 18, 2026
Hotel Three Sixty - Adults Only
CA $2,436
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
10/10 Exceptional! (96 reviews)
Another wonderful stay! The property was as lovely as ever and staff is superb! I love returning here each time. We had 90-minute massages that were incredible, I was so relaxed that I actually fell asleep.
Can’t wait to be back there again!
Reviewed on Oct 4, 2026
Vista Suites at Parador
Manuel Antonio
CA $4,108
per person
Jan 10 - Jan 17
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
9.6/10 Exceptional! (10 reviews)
Site magnifique - nous avons tout aimé, seul désavantage -impossible d’accéder à des restos ou activités extérieurs à l’hôtel sans voiture.
Reviewed on Apr 2, 2026
Ready to book your vacation to San Juan?
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
CA $115
CA $130 total
Nov 3 - Nov 4
includes taxes & fees
Costa Rica Marriott Hotel Hacienda Belen
700 meters West from Bridgestone/Firest La Asunción Heredia
Fully refundableReserve now, pay when you stay
CA $209
CA $236 total
Nov 23 - Nov 24
includes taxes & fees
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
CA $141
CA $160 total
Nov 7 - Nov 8
includes taxes & fees
9.4/10 Exceptional! (1,240 reviews)
"Clean room. Good breakfast and staff."
Reviewed on Oct 23, 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.
What to do in San Juan
San Jose: Central Market Bites and Sights Walking Tour
CA $42
per adult
98% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
CA $89
per adult
92% of travellers recommend
Frequently asked questions
How much does a San Juan vacation package cost?
You'll find cheap prices from CA $2,085 on Expedia for your San Juan escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to San Juan costs.
What are the cheapest months to go to San Juan?
The off-season is the best time to visit San Juan if you're trying to save. Another tip for scoring cheap San Juan vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for San Juan?
Typically, a handful of days is great for a San Juan vacation. With a well-organized schedule, you can see all the top attractions including Corso Lechería, as well as explore some hidden treasures along the way.
How to find the best San Juan package deals?
Begin your search for a San Juan package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal San Juan package deal straight away, simply change your dates and search again. Bear 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.
Is it cheaper to book a San Juan vacation as a package?
You can enjoy significant savings on your next San Juan getaway by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to San Juan?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment San Juan escape.
How to plan a trip to San Juan?
- Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit San Juan.
- Set your budget: Factor in expenses like flights, transportation and food when working out how much to save for your trip to San Juan. Then, pick a property that fits your budget, whether that's an affordable stay or a deluxe getaway.
- Decide how long to go away for: Now that you know more about San Juan, you can figure out the ideal length of your break. Create a draft plan and give yourself enough time to cover everything you want to see.
- Bundle your airfare and accommodations: Once you've nailed down your travel dates and duration, book the perfect San Juan vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
