San Juan Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top San Juan Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Tifakara by the Waterfall
CA $1,401
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
9.4/10 Exceptional! (598 reviews)
Room was clean with beautiful views. Very helpful and friendly staff. They had good recommendations on stuff to do and where to go. Pool area was clean. Breakfast was delicious and they have a good variety of stuff to try. Would definitely recommend this as a place to stay!
Reviewed on Jul 29, 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 $132
CA $150 total
Sep 2 - Sep 3
includes taxes & fees
9.4/10 Exceptional! (1,160 reviews)
"The property was clean and the staff was friendly. They have an extremely convenient shuttle service that runs quite frequently. However, this particular property doesn’t have a pool, but the sister -site next door does and you can access it with proof of stay."
Reviewed on Aug 9, 2026
DoubleTree by Hilton Cariari - San Jose Costa Rica
Autopista Grl. Canas, Cruce San Antonio La Asunción
Fully refundableReserve now, pay when you stay
CA $155
CA $176 total
Aug 21 - Aug 22
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"The staff there are rude. They spy and harassed my daughter on a daily basis. they charge different prices different day and the food was disgusting."
Reviewed on Aug 6, 2026
Homewood Suites By Hilton Cariari San Jose
Pan American Highway La Asunción Heredia
Fully refundableReserve now, pay when you stay
CA $163
CA $185 total
Aug 17 - Aug 18
includes taxes & fees
9.6/10 Exceptional! (576 reviews)
"The service was friendly, the environment was clean, and the atmosphere was relaxed; it's worth going again."
Reviewed on Aug 8, 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 can snap up a vacation package to this popular destination from CA $1,355 on Expedia. However, how much your vacation to San Juan costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to San Juan?
The off-season is the best time to travel to San Juan if you're on a budget. Another tip for scoring cheap San Juan vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for San Juan?
With around 2 days, you'll have plenty of time to enjoy popular neighbourhoods such as Rio Segundo and Cacique during your San Juan vacation. Remember to also add Plaza Real Cariari and Terrazas Lindora Shopping Centre to your sightseeing itinerary. Up for some more adventures? Consider venturing outside of San Juan on tours and day trips.
How to find the best San Juan package deals?
Bagging a cheap San Juan package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add a few filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly San Juan package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a San Juan vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays separately. Better still, you can tailor your San Juan getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to San Juan?
Secure amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu San Juan break.
How to plan a trip to San Juan?
- Choose when to get away: Check your schedule and pack your bags. Your preferred time of year and the activities available will also help you decide when to escape to San Juan.
- Plan your budget wisely: In addition to the price of your stay, you'll need to consider other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that could arise during your trip to San Juan.
- Determine how many days away: Start by compiling a list of the attractions and activities you want to experience in San Juan. Then, estimate how long you'll need at each, including any travel time.
- Combine your accommodations and airfare: After you've settled on your trip dates and duration, lock in the ideal 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.
