San Juan Vacations from $814
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Your San Juan Vacation
When a fun city getaway is calling, answer it with a vacation package to San Juan. The neighborhood of Amón, which is great for cafes, nightlife and bars and pubs, makes an excellent base for your adventures. If sightseeing is on the to-do list during your trip to San Juan, swing by well-known attractions like National Museum of Costa Rica, National Theater and National Park. Check out Expedia's extensive range of travel options and start planning your ideal vacation to San Juan today.
The Latest San Juan vacation packages
Price found within the past 48 hours. Click for updated prices.
The Springs Resort and Spa at Arenal
$1,820
per person
Nov 29 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (1,008 reviews)
El hotel es espectacular, las área comunes muy bien, pero en los edificios de habitaciones hay aspectos de mantenimiento a mejorar
Reviewed on Sep 13, 2026
Dar Lamia Boutique Hotel
Manuel Antonio
$854
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
8.6/10 Excellent! (40 reviews)
Don’t book if you are looking for a nice place to stay , if you are ok with mid looking spots than go ahead.To me it had potential to be a beautiful place but they didn’t build it correctly from the start. Things look very poorly built floors are cracked and the pool looked dingy.The staff was nice tho but I didn’t want to eat there type of vibe.
Reviewed on Sep 1, 2026
Stay near popular San Juan attractions
Saprissa Stadium
Known as La Cueva del Monstruo, this vibrant stadium pulses with the passionate energy of Deportivo Saprissa's purple-clad fans. Experience Costa Rican football culture at its most electric during evening matches.
Estadio Ricardo Saprissa Ayma
8.0/10 (6 reviews)
Home to Costa Rica's most successful football club, Estadio Ricardo Saprissa offers an electrifying atmosphere with steep stands bringing fans close to the action. Experience "La Ultra Morada" supporters' passion.
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
Barceló San José
Autopista General Canas 3km San José San Jose
Fully refundableReserve now, pay when you stay
$94 nightly
$106 total
Oct 11 - Oct 12
Total with taxes and fees
9/10 Wonderful! (2,156 reviews)
"Como siempre la comida y la limpieza muy buena. La mala experiencia fue con el personal de reservaciones qué no fue nada atento."
Reviewed on Sep 15, 2026
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
$101 nightly
$114 total
Oct 7 - Oct 8
Total with taxes and fees
9.4/10 Exceptional! (1,191 reviews)
"Clean room Very comfortable and quiet Great breakfast Convenient shuttle"
Reviewed on Sep 16, 2026
DoubleTree by Hilton Cariari - San Jose Costa Rica
Autopista Grl. Canas, Cruce San Antonio La Asunción
Fully refundableReserve now, pay when you stay
$106 nightly
$120 total
Sep 25 - Sep 26
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
"The property was an older Villa Style Hotel with an amazing layout and beautifully maintained. Very relaxing and so much better than your typical hotel. The staff was amazing and the pool and restaurant area was beautiful! Will never stay anywhere else when passing through San Jose!"
Reviewed on Sep 15, 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
San Juan Essential Information
Language | Spanish |
|---|---|
Currency | Costa Rican colóns |
Local Welcome | ¡Hola! |
Local Goodbye | Adiós |
Closest Airport | Juan Santamaria Intl. Airport (SJO) |
Population | 26,000 |
Top Sights | National Theater, Museum of Costa Rican Art and San Jose Cathedral |
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Frequently asked questions
How much does a San Juan vacation package cost?
You'll find cheap prices from $814 on Expedia for your San Juan escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to San Juan costs.
What are the cheapest months to go to San Juan?
August, September and December are the best times to look for cheap San Juan vacation packages. Opting to travel in less busy months means you can typically find lower prices on flights and accommodations.
How many days is enough for San Juan?
Typically, a handful of days is enough to explore the top attractions during your San Juan vacation. But if you want to have some time to chill out or take day tours, think about extending your itinerary.
Is it worth booking a vacation package to San Juan?
San Juan has everything you need for an awesome break — bars and pubs, history and shopping are just the start. Whether you want to visit sights such as Estadio Ricardo Saprissa Ayma and Saprissa Stadium, or take the path less traveled, there's plenty to explore on your San Juan vacation.
How to find the best San Juan package deals?
Finding a cheap San Juan package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly San Juan package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a San Juan vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels individually. Better still, you can customize your San Juan getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to San Juan?
If you've got your San Juan vacation dates locked in, book early to bag some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to San Juan?
- Choose when to get away: Check your diary and get packing. Your favorite time of year and the activities on offer will also help you decide when to vacation in San Juan.
- Set your budget: Consider costs such as flights, transportation and food when calculating how much to set aside for your trip to San Juan. Then, select a hotel that works with your budget, whether that's an affordable option or a more luxurious retreat.
- Use our trip planning tool to explore San Juan: Research every part of your trip to San Juan with this handy planner. Invite your friends and family to collaborate on a group getaway, search for stays or things to do and make bookings.
- Decide how long to go for: Now that you're up to speed on San Juan, you can figure out the perfect length of your vacation. Put together a rough itinerary and allocate enough time for all the things you want to do.
- Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, book the right San Juan vacation package for you.
- Add on excursions and experiences: Read our dedicated travel guide to find some fun things to do in San Juan. Book tickets or make reservations before you go to save time and avoid the stress of searching for activities when you arrive.
Does Expedia offer Book Now, Pay Later San Juan vacation packages?
Secure your perfect trip to San Juan with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next paycheck — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snap up bargains before they disappear.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
