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 $1,751
per person
Nov 7 - Nov 14
found 1 day 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
Hotel Three Sixty - Adults Only
CA $3,693
per person
Dec 18 - Dec 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
10/10 Exceptional! (95 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
Ready to book your vacation to San Juan?
San Juan Hotel Deals
Costa Rica Marriott Hotel Hacienda Belen
700 meters West from Bridgestone/Firest La Asunción Heredia
Fully refundableReserve now, pay when you stay
CA $218
CA $246 total
Oct 17 - Oct 18
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 $144
CA $163 total
Nov 1 - Nov 2
includes taxes & fees
9.4/10 Exceptional! (1,221 reviews)
"This hotel was really convenient from the airport. The room were really nice and the bed was extremely comfortable."
Reviewed on Oct 4, 2026
Barceló San José
Autopista General Canas 3km San José San Jose
Fully refundableReserve now, pay when you stay
CA $118
CA $133 total
Nov 4 - Nov 5
includes taxes & fees
9/10 Wonderful! (2,158 reviews)
"Buen desayuno, premium muy bueno"
Reviewed on Oct 4, 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 $39
per adult
98% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
CA $111
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 $1,645 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.
