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 $1,444
per person
Nov 21 - Nov 28
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
Volcano Lodge Hotel & Thermal Experience
CA $2,309
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to San José (SJO)
9.4/10 Exceptional! (1,000 reviews)
Nice grounds with great pools. Staff was friendly and helpful.
Reviewed on Oct 8, 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 $144
CA $163 total
Nov 3 - Nov 4
includes taxes & fees
9.4/10 Exceptional! (1,235 reviews)
"Clean and great proximity to airport"
Reviewed on Oct 13, 2026
Hilton Garden Inn San Jose Airport City Mall
Francisco J. Orlich Road Alajuela Alajuela
Fully refundableReserve now, pay when you stay
CA $163
CA $184 total
Oct 31 - Nov 1
includes taxes & fees
Courtyard by Marriott San Jose Airport Alajuela
Plaza Los Mangos Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
CA $180
CA $203 total
Oct 29 - Oct 30
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Todo muy bien! Gracias por la gentileza y atenciones."
Reviewed on Oct 13, 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?
Offering great value package deals from CA $1,444 on Expedia, you'll be surprised at how little a vacation to San Juan costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to San Juan?
Travel in the off-peak season and you're likely to get cheap San Juan vacation packages. Keep in mind that public holidays and major festivals and events can impact prices, so do some research before you go.
How many days is enough for San Juan?
We'd suggest booking a San Juan vacation for at least 3 days. This will give you plenty of time to tick off top sights such as San Ramon Nonato Church and Iglesia de San Ramón, as well as explore neighbourhoods like Palmares and Zaragoza. You could even fit in a day trip beyond San Juan.
How to find the best San Juan package deals?
Use Expedia's filters to find some great 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 adventure for midweek, or browse for San Juan package deals in the off-peak season. Play around with your travel dates and you may land even bigger 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 give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still have the freedom to create a tailored San Juan vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to San Juan?
If you've got your San Juan vacation dates locked in, book early to snap up some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to San Juan?
- Choose when to get away: Check your schedule and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to escape to San Juan.
- Set your budget: Consider expenses such as flights, meals and transportation when working out how much to put aside for your trip to San Juan. Then, pick a property that fits your budget, whether that's a low-cost option or a high-end getaway.
- Decide how long to go away for: Now that you're more familiar with San Juan, you can figure out the perfect length of your vacation. Pull together a draft plan and give yourself enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized San Juan vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
